Kazan National Research Technological University, Department of General Chemical Technologies, Kazan 420015, Russia
c6u92@yandex.ru
收稿:2022-03-17,
修回:2022-6-6,
录用:2022-6-23,
网络首发:2022-09-21,
纸质出版:2022-12-01
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Maksimov, A.; Kutyrev, G. Functionalized hyperbranched aliphatic polyester polyols: synthesis, properties and applications. Chinese J. Polym. Sci. 2022, 40, 1567–1585
Aleksei Maksimov, Gennadii Kutyrev. Functionalized Hyperbranched Aliphatic Polyester Polyols: Synthesis, Properties and Applications[J]. Chinese Journal of Polymer Science, 2022, 40(12): 1567-1585.
Maksimov, A.; Kutyrev, G. Functionalized hyperbranched aliphatic polyester polyols: synthesis, properties and applications. Chinese J. Polym. Sci. 2022, 40, 1567–1585 DOI: 10.1007/s10118-022-2823-0.
Aleksei Maksimov, Gennadii Kutyrev. Functionalized Hyperbranched Aliphatic Polyester Polyols: Synthesis, Properties and Applications[J]. Chinese Journal of Polymer Science, 2022, 40(12): 1567-1585. DOI: 10.1007/s10118-022-2823-0.
Functionalized hyperbranched aliphatic polyesters have a spatially unloaded core (ethoxylated pentaerythritol
orange color) and a shell of branched dendrons (monomer 2
2-dihydroxypropanoic acid
yellow color)
in which terminal oxygen-
nitrogen-
silicon-
sulfur- and organophosphorus functional fragments are predominantly located in the surface layer (red color).
Recently
hyperbranched polymers (HBPs)
which differ significantly in structure and properties from linear
cross-linked and branched analogs
have become increasingly important. HBP have a spatial unloaded core and a shell of branched monomer units (dendrons)
in which functional groups are predominantly located in the surface layer. The size of macromolecules ranges from 2 nm to 100 nm. Currently
there are a fairly large number of publications in the literature devoted to the modification of hyperbranched polyester polyols with various functional groups and the assessment of the potential for their use. However
there are no review articles on this topic in recent years. In this regard
it is relevant to generalize the latest achievements in the field of synthesis
properties and application of hyperbranched polyester polyols with terminal oxygen
nitrogen
silicon
sulfur and organophosphorus fragments. The advantage of hyperbranched polyester polyols of the Boltorn H series is their industrial availability
biodegradability
nanoscale
non-toxicity and high solubility in various polar solvents due to short monomer units
as well as the presence of reactive terminal hydroxyl groups. Functionalization of hyperbranched polyester polyols at hydroxyl groups is mainly carried out by addition of acid anhydrides
iso(thio)cyanates
alkenes
lactides
lactones
lactams
epoxy compounds or reactions with halogenated compounds (alkyl halides
acid chlorides). In some cases
for the functionalization of polyester polyols special linkers are used
such as acid chlorides of unsaturated or dicarboxylic acids
diisocyanates
etc
.
which provide covalent bonding of the hyperbranched polymer with the target functional group. The obtained derivatives of hyperbranched polyesters are widely used in such areas as biomedicine
pharmacy
paints and varnishes
they are also used as catalysts
membranes
multifunctional coatings
plasticizers and polymer stabilizers.
Wang, D.; Jin, Y.; Zhu, X.; Yan, D . Synthesis and applications of stimuli-responsive hyperbranched polymers . Prog. Polym. Sci. , 2017 . 64 114 - 153 . DOI: 10.1016/j.progpolymsci.2016.09.005 http://doi.org/10.1016/j.progpolymsci.2016.09.005 .
Kutyreva, M. P.; Babkina, S. S.; Atanasyan, T. K.; Ulahovich, N. A.; Kutyrev, G. A., in Novye materialy: biologicheski aktivnye giperrazvetvlennye polimery i ih metallokompleksy [New materials: biologically active hyperbranched polymers and their metal complexes] (in Russian), Moskovskij gorodskoj pedagogicheskij universitet, Moscow, 2014 , p. 136.
Caminade, A. M.; Yan, D.; Smith, D. K . Dendrimers and hyperbranched polymers . Chem. Soc. Rev. , 2015 . 44 3870 - 3873 . DOI: 10.1039/C5CS90049B http://doi.org/10.1039/C5CS90049B .
Lederer, A.; Burchard, W., in Hyperbranched Polymers: Macromolecules in between deterministic linear chains and dendrimer structures , The Royal Society of Chemistry, Cambridge, 2015 , р. 285.
Zheng, Y.; Li, S.; Weng, Z.; Gao, C . Hyperbranched polymers: advances from synthesis to applications . Chem. Soc. Rev. , 2015 . 44 4091 - 4130 . DOI: 10.1039/C4CS00528G http://doi.org/10.1039/C4CS00528G .
Žagar, E.; Žigon, M . Aliphatic hyperbranched polyesters based on 2,2-bis(methylol)propionic acid—determination of structure, solution and bulk properties . Prog. Polym. Sci. , 2011 . 36 53 - 88 . DOI: 10.1016/j.progpolymsci.2010.08.004 http://doi.org/10.1016/j.progpolymsci.2010.08.004 .
Korolev, V. G.; Bubnova, M. L., in Giperrazvetvlennye polimery – novyj moshchnyj stimul dal'nejshego razvitiya oblasti trekhmernoj polimerizacii i revolyuciya v polimernom materialovedenie [Hyperbranched polymers - a powerful new stimulus for further development of the field of three-dimensional polymerization and a revolution in polymer materials science] (in Russian), Institut problem himicheskoj fiziki RAN, CHernogolovka, 2006 , p. 100.
Katritzky, A. R.; Song, Y.; Sakhuja, R.; Gyanda, R.; Meher, N. K.; Wang, L.; Duran, R. S.; Ciaramitaro, D. A.; Bedford, C. D . Synthesis of Boltorn 1,2,3-triazole dendrimers by click chemistry . J. Polym. Sci., Part A: Polym. Chem. , 2009 . 47 3748 - 3756 . DOI: 10.1002/pola.23427 http://doi.org/10.1002/pola.23427 .
Žagar, E.; Huskić, M.; Žigon, M . Structure-to-properties relationship of aliphatic hyperbranched polyesters . Macromol. Chem. Phys. , 2007 . 208 1379 - 1387 . DOI: 10.1002/macp.200600672 http://doi.org/10.1002/macp.200600672 .
Žagar, E.; Žigon, M . Characterization of a commercial hyperbranched aliphatic polyester based on 2,2-bis(methylol)propionic acid . Macromolecules , 2002 . 35 9913 - 9925 . DOI: 10.1021/ma021070o http://doi.org/10.1021/ma021070o .
Žagar, E.; Huskić, M.; Grdadolnik, J.; Žigon, M.; Zupančič-Valant, A . Effect of annealing on the rheological and thermal properties of aliphatic hyperbranched polyester based on 2,2-bis(methylol)propionic acid . Macromolecules , 2005 . 38 3933 - 3942 . DOI: 10.1021/ma0475434 http://doi.org/10.1021/ma0475434 .
Gao, C.; Yan, D . Hyperbranched polymers: from synthesis to applications . Prog. Polym. Sci. , 2004 . 29 183 - 275 . DOI: 10.1016/j.progpolymsci.2003.12.002 http://doi.org/10.1016/j.progpolymsci.2003.12.002 .
Bondar, O. V.; Gataulina, A. R.; Ulakhovich, N. A.; Kutyreva, M. P . Synthesis and complexing ability of hyperbranched polyester polyols containing carboxylic acid fragments . Russ. J. Org. Chem. , 2018 . 54 1301 - 1306 . DOI: 10.1134/S1070428018090051 http://doi.org/10.1134/S1070428018090051 .
Bondar', O. V.; Gataulina, A. R.; Ulahovich, N. A.; Kutyreva, M. P . Synthesis and complexing properties of hyperbranched polyester polyols containing carboxylic acid fragments . Russ. J. Org. Chem. , 2018 . 54 1290 - 1295 . DOI: 10.1134/S1070428018090038 http://doi.org/10.1134/S1070428018090038 .
Kutyreva, M. P.; Ulakhovich, N. A.; Gataulina, A. R.; Khannanov, A. A.; Malinovskikh, O. A.; Yurtaeva, S. V.; Medyantseva, E. P . Synthesis and properties of hyperbranched polyester polyacrylic acids and their metal complexes . Russ. Chem. Bull. , 2014 . 63 239 - 246 . DOI: 10.1007/s11172-014-0419-8 http://doi.org/10.1007/s11172-014-0419-8 .
Kutyreva, M. P.; Ulahovich, N. A.; Gataulina, A. R.; Hannanov, A. A.; Malinovskih, O. A.; YUrtaeva, S. V.; Medyanceva, E. P . Synthesis and properties of hyperbranched polyester-polyacrylic acids and their metal complexes . Russ. Chem. Bull. , 2014 . 239 .
Yurtaeva, S. V.; Gilmutdinov, I. F.; Rodionov, A. A.; Zaripov, R. B.; Kutyreva, M. P.; Bondar, O. V.; Nedopekin, O. V.; Khafizov, N. R.; Kadkin, O. N . Ferromagnetically coupled copper(II) clusters incorporated in functionalized Boltorn H30 hyperbranched polymer architecture: ESR, magnetic susceptibility measurements, and quantum-chemical calculations . ACS Omega , 2019 . 4 16450 - 16461 . DOI: 10.1021/acsomega.9b02048 http://doi.org/10.1021/acsomega.9b02048 .
Ararat, C. A.; Murillo, E. A . Functionalized low density polyethylene with maleinized hyperbranched polyester polyol . Ingeniería y Ciencia , 2016 . 12 127 - 144 . .
Nova, M.; Arévalo, Y.; Murillo, E. A . Functionalization in solution of polypropylene with a maleinized hyperbranched polyol polyester: structural, thermal, rheological, and mechanical properties . J. Appl. Polym. Sci. , 2019 . 136 46932 DOI: 10.1002/app.46932 http://doi.org/10.1002/app.46932 .
Caicedo, C.; Murillo, E. A . Structural, thermal, rheological, morphological and mechanical properties of polypropylene functionalized in molten state with maleinized hyperbranched polyol polyester . Eur. Polym. J. , 2019 . 118 254 - 264 . DOI: 10.1016/j.eurpolymj.2019.06.005 http://doi.org/10.1016/j.eurpolymj.2019.06.005 .
Chaffraix, T.; Voda, A. S.; Dumée, L. F.; Magniez, K . Surface ionic charge dependence on the molecular mobility and self-assembly behavior of ionomers produced from carboxylic acid-terminated dendrimers . Polym. J. , 2017 . 49 245 - 254 . DOI: 10.1038/pj.2016.93 http://doi.org/10.1038/pj.2016.93 .
Dunjic, B.; Tasic, S.; Bozic, B.; Aleksandrovic-Bondzic, V.; Nikolic, M. S.; Djonlagic, J . Rheological properties of hydroxyl-terminated and end-capped aliphatic hyperbranched polyesters . J. Appl. Polym. Sci. , 2014 . 132 41479 .
Pérocheau Arnaud, S.; Hashemi, P.; Mischnick, P.; Robert, T . Optimized synthesis of highly reactive UV-curable hyperbranched polyester acrylates . J. Coat. Technol. Res. , 2020 . 17 127 - 143 . DOI: 10.1007/s11998-019-00247-w http://doi.org/10.1007/s11998-019-00247-w .
Wei, D.; Huang, X.; Zeng, J.; Deng, S.; Xu, J . Facile synthesis of a castor oil-based hyperbranched acrylate oligomer and its application in UV-curable coatings . J. Appl. Polym. Sci. , 2020 . 137 49054 DOI: 10.1002/app.49054 http://doi.org/10.1002/app.49054 .
Wei, D.; Liao, B; Yong, Q.; Wang, H.; Li, T.; Huang, J.; Pang, H . Castor oil-based waterborne hyperbranched polyurethane acrylate emulsion for UV-curable coatings with excellent chemical resistance and high hardness . J. Coat. Technol. Res. , 2019 . 16 415 - 428 . DOI: 10.1007/s11998-018-0120-1 http://doi.org/10.1007/s11998-018-0120-1 .
Ichimura, K . J-aggregation and photodimerisation behaviour of cinnamoyloxy side chains of hyper-branched polymers determined by higher-order derivative spectra . J. Mater. Chem. C , 2014 . 2 641 - 650 . DOI: 10.1039/C3TC31820F http://doi.org/10.1039/C3TC31820F .
Liu, R.; Zhu, G.; Li, Z.; Liu, X.; Chen, Z.; Ariyasivam, S . Cardanol-based oligomers with “hard core, flexible shell” structures: from synthesis to UV curing applications . Green Chem. , 2015 . 17 3319 - 3325 . DOI: 10.1039/C5GC00366K http://doi.org/10.1039/C5GC00366K .
Michalski, A.; Brzezinski, M.; Lapienis, G.; Biela, T . Star-shaped and branched polylactides: Synthesis, characterization, and properties . Prog. Polym. Sci. , 2018 . 89 159 - 212 . .
Imsombut, T.; Srisa-Ard, M.; Baimark, Y . Synthesis of star-shaped ε -caprolactone oligomers for use as plasticizers of poly(L-lactide) bioplastic films . Orient. J. Chem. , 2017 . 33 654 - 663 . DOI: 10.13005/ojc/330213 http://doi.org/10.13005/ojc/330213 .
Parzuchowski, P. G.; Gregorowicz, J.; Wawrzyńska, E . P.; Wiącek, D.; Rokicki, G. The phase behavior in supercritical carbon dioxide of hyperbranched copolymers with architectural variations . J. Supercrit. Fluids. , 2016 . 107 657 - 668 . DOI: 10.1016/j.supflu.2015.07.028 http://doi.org/10.1016/j.supflu.2015.07.028 .
Khannanov, A. A.; Kutyreva, M. P.; Ulakhovich, N. A.; Gataulina, A. R.; Bondar, O. V.; Zakharova, L. Y.; Kutyrev, G. A . Hyperbranched polyester polyacids and their binary systems with surfactants for doxorubicin encapsulation . Fluid Phase Equilib. , 2016 . 411 93 - 100 . DOI: 10.1016/j.fluid.2015.12.023 http://doi.org/10.1016/j.fluid.2015.12.023 .
Kavand, A.; Anton, N.; Vandamme, T.; Serra, C. A.; Chan-Seng, D . Synthesis and functionalization of hyperbranched polymers for targeted drug delivery . J. Control. Rel. , 2020 . 321 285 - 311 . DOI: 10.1016/j.jconrel.2020.02.019 http://doi.org/10.1016/j.jconrel.2020.02.019 .
Zhang, Z. H.; Qiao, C. Y.; Zhang, J.; Zhang, W. M.; Yin, J.; Wu, Z. Q . Synthesis of unimolecular micelles with incorporated hyperbranched Boltorn H30 polyester modified with hyperbranched helical poly(phenyl isocyanide) chains and their enantioselective crystallization performance . Macromol. Rapid Commun. , 2017 . 38 1700315 DOI: 10.1002/marc.201700315 http://doi.org/10.1002/marc.201700315 .
Yang, H.; Zhao, X.; Zhang, X.; Ma, L.; Wang, B.; Wei, H . Optimization of bioreducible micelles self-assembled from amphiphilic hyperbranched block copolymers for drug delivery . J. Polym. Sci., Part A: Polym. Chem. , 2018 . 56 1383 - 1394 . DOI: 10.1002/pola.29019 http://doi.org/10.1002/pola.29019 .
Gomzyak, V. I.; Sedush, N. G.; Puchkov, A. A.; Polyakov, D. K.; Chvalun, S. N . Linear and branched lactide polymers for targeted drug delivery systems . Polym. Sci. Ser. B , 2021 . 63 257 - 271 . DOI: 10.1134/S1560090421030064 http://doi.org/10.1134/S1560090421030064 .
Zhang, S.; Xu, J.; Chen, H.; Song, Z.; Wu, Y.; Dai, X.; Kong, J . Acid-cleavable unimolecular micelles from amphiphilic star copolymers for triggered release of anticancer drugs . Macromol. Biosci. , 2016 . 17 1600258 .
Chen, G.; Wang, L.; Cordie, T.; Vokoun, C.; Eliceiri, K. W.; Gong, S . Multi-functional self-fluorescent unimolecular micelles for tumor-targeted drug delivery and bioimaging . Biomaterials , 2015 . 47 41 - 50 . DOI: 10.1016/j.biomaterials.2015.01.006 http://doi.org/10.1016/j.biomaterials.2015.01.006 .
Bal Öztürk, A.; Cevher, E.; Pabuccuoğlu, S.; Özgümüş, S . pH sensitive functionalized hyperbranched polyester based nanoparticulate system for the receptor-mediated targeted cancer therapy . Int. J. Polym. Mater. , 2018 . 68 1 - 16 . .
Bhat, S . I.; Ahmadi, Y.; Ahmad, S. Recent advances in structural modifications of hyperbranched polymers and their applications . Ind. Eng. Chem. Res. , 2018 . 57 10754 - 10785 . DOI: 10.1021/acs.iecr.8b01969 http://doi.org/10.1021/acs.iecr.8b01969 .
Bai, T.; Zhu, B.; Du, Z.; Shi, J.; Shao, D.; Kong, J . Amphiphilic star copolymers-mediated co-delivery of doxorubicin and avasimibe for effective combination chemotherapy . J. Mater. Sci. , 2020 . 55 9525 - 9537 . DOI: 10.1007/s10853-020-04759-4 http://doi.org/10.1007/s10853-020-04759-4 .
Jaskula-Sztul, R.; Xu, W.; Chen, G.; Harrison, A.; Dammalapati, A.; Nair, R.; Cheng, Y.; Gong, S.; Chen, H . Thailandepsin A-loaded and octreotide-functionalized unimolecular micelles for targeted neuroendocrine cancer therapy . Biomaterials , 2016 . 91 1 - 10 . DOI: 10.1016/j.biomaterials.2016.03.010 http://doi.org/10.1016/j.biomaterials.2016.03.010 .
Ovchinnikova, Yu. V.; Simakova, G. A.; Simakov, A. Yu.; Grickova, I. A.; Gomzyak, V. I . Surface Active Properties of BOLTORN Block Copolymers . Chem. Technol. , 2020 . 21 111 - 117 . .
Weigl, S., Nanomaterials used for immobilization of polymer antioxidants/eingereicht von DI Sabrina Weigl , Thesis, Universität Linz, 2016 .
Kutyrev, G. A.; SHigabieva, Yu. A.; Bogdanova, S. A.; Gajnutdinova, R. R.; Ziyatdinova, G. K.; Kutyreva, M. P.; Bondar', O. V.; Gataulina, A. R . 3,5-Di-tert-butyl-4-hydroxybenzyl derivatives of hyperbranched polyesters. Synthesis and antioxidant activity . Butlerov Commun. , 2017 . 49 108 - 113 . .
Kutyrev, G. A.; Gayazova, E. R.; CHerezova, E. N.; Kutyreva, M. P.; Gataulina, A. R . 3,5-Di- tert -butyl-4-hydroxybenzyl derivatives of hyperbranched polyester polyols . Bull. of Technol. Univ. , 2015 . 18 30 - 33 . .
Wang, L.; Ji, S.; Wang, N.; Zhang, R.; Zhang, G.; Li, J. R . One-step self-assembly fabrication of amphiphilic hyperbranched polymer composite membrane from aqueous emulsion for dye desalination . J. Membr. Sci. , 2014 . 452 143 - 151 . DOI: 10.1016/j.memsci.2013.10.034 http://doi.org/10.1016/j.memsci.2013.10.034 .
Yang, Y.; Zhao, Y. F.; Zhan, M. S.; Wang, J. Y.; Zhao, C.; Liu, X. Y.; Zhang, J. H . Nitrile rubber/hindered phenol exterminated hyperbranched polyester materials with improved damping and mechanical performance . J. Appl. Polym. Sci. , 2015 . 132 42605 .
Ren, L.; Niu, Q.; Zhao, J.; Qiang, T . Amphiphilic hyperbranched polymers: synthesis, characterization and self-assembly performance . J. Leather Sci. Eng. , 2020 . 2 4 DOI: 10.1186/s42825-019-0015-7 http://doi.org/10.1186/s42825-019-0015-7 .
Chen, S.; Xu, Z.; Zhang, D . Synthesis and application of epoxy-ended hyperbranched polymers . Chem. Eng. J. , 2018 . 343 283 - 302 . DOI: 10.1016/j.cej.2018.03.014 http://doi.org/10.1016/j.cej.2018.03.014 .
Stra burg, A.; Lűtzen, H.; Hartwig, A . Crystallinity as new toughening concept for epoxy resins: influence of branching of integrated polyester . J. Adhesion Society Japan , 2015 . 51 286 - 292 . DOI: 10.11618/adhesion.51.286 http://doi.org/10.11618/adhesion.51.286 .
Brocks, T.; Ambrogi, V.; Cioffi, M. O. H. Comparison between commercial and synthesized hyperbranched polyesters regarding fracture toughness of epoxy matrix. Appl. Mech. Mater. 2015 , 719-720 , 110-113.
Shi, Z.; Zhou, Y.; Yan, D . Facile fabrication of pH-responsive and size-controllable polymer vesicles from a commercially available hyperbranched polyester . Macromol. Rapid Commun. , 2008 . 29 412 - 418 . DOI: 10.1002/marc.200700673 http://doi.org/10.1002/marc.200700673 .
Zhou, Y.; Yan, D . Supramolecular self-assembly of amphiphilic hyperbranched polymers at all scales and dimensions: progress, characteristics and perspectives . Chem. Commun. , 2009 . 10 1172 - 1188 . .
Zhou, Y.; Huang, W.; Liu, J.; Zhu, X.; Yan, D . Self-assembly of hyperbranched polymers and its biomedical applications . Adv. Mater. , 2010 . 22 4567 - 4590 . DOI: 10.1002/adma.201000369 http://doi.org/10.1002/adma.201000369 .
Gataulina, A. R.; Sidorov, P. O.; Yurtaeva, S. V.; Prytkov, V. A.; Ulakhovich, N. A.; Kutyrev, G. A.; Kutyreva, M. P . Ionization and complexing properties of hyperbranched polyester poly[3-(2-aminoethyl)amino)]propionate . Russ. J. Gen. Chem. , 2020 . 90 425 - 433 . DOI: 10.1134/S1070363220030159 http://doi.org/10.1134/S1070363220030159 .
Gataulina, A. R.; Khasanova, E. M.; Basalaev, A. S.; Ulakhovich, N. A.; Kutyrev, G. A.; Yurtaeva, S. V.; Kutyreva, M. P . Hyperbranched polyester poly[3-(morpholin-4-yl)propionates] and their copper(II) complexes . Russ. J. Gen. Chem. , 2017 . 87 1995 - 2005 . DOI: 10.1134/S1070363217090158 http://doi.org/10.1134/S1070363217090158 .
Gataulina, A. R.; Khasanova, E. M.; Ulakhovich, N. A.; Kutyrev, G. A.; Kutyreva, M. P . Synthesis and properties of water-soluble branched polyester poly{3-[3-(morpholin-4-yl)propyl]amino}propionate and its copper(II) complex . Russ. J. Gen. Chem. , 2018 . 88 1874 - 1879 . DOI: 10.1134/S1070363218090189 http://doi.org/10.1134/S1070363218090189 .
Gataulina, A. R.; Rahmatullina, L. R.; Kutyreva, M. P.; Busygina, A. A.; Kutyrev, G. A . Synthesis of hyperbranched polyester polycarbamates . Bull. Technol. Univ. , 2015 . 18 48 .
Gataulina, A. R.; Kutyreva, M. P.; Ulakhovich, N. A.; Shigapov, M. Y.; Khasanova, E. M.; Kutyrev, G. A . Synthesis and spectral characteristics of a hyperbranched polyester poly(phenylcarbamate) . Russ. J. Org. Chem. , 2015 . 51 1499 - 1501 . DOI: 10.1134/S1070428015100243 http://doi.org/10.1134/S1070428015100243 .
Kutyreva, M. P.; Gataulina, A. R.; Kutyrev, G. A.; Ulakhovich, N. A.; Surnova, A. V.; Yurtaeva, S. V . Hyperbranched polyester poly(3-diethylamino)propionates and their copper(II) complexes . Russ. Chem. Bull. , 2015 . 64 2667 DOI: 10.1007/s11172-015-1206-x http://doi.org/10.1007/s11172-015-1206-x .
Kutyreva, M. P.; Gataulina, A. R.; Kutyrev, G. A.; Ulakhovich, N. A.; Newman, T.; Khasanova, E. M.; Bondar, O. V.; Yuraeva, S. V.; Ziganshina, S. A.; Khaldeeva, E. V . Hyperbranched polyester poly(3-diethylaminepropionate)s and their copper(II) complexes: synthesis, characterization and biological investigation . Inorganica Chim. Acta , 2016 . 450 101 - 111 . DOI: 10.1016/j.ica.2016.04.013 http://doi.org/10.1016/j.ica.2016.04.013 .
Kutyreva, M. P.; Gataulina, A. R.; Surnova, A. V.; Kutyrev, G. A.; Fadeeva, K. S.; Haldeeva, E. V.; Ulahovich, N. A . Synthesis, complexing and fungicidal properties of amino-modified 2,2-di(hydroxymethyl)methylpropionate . Bull. Technol. Univ. , 2014 . 17 143 .
Kutyrev, G. A.; Rahmatullina, L. R.; Kutyreva, M. P.; Gataulina, A. R . Synthesis and properties of hyperbranched polyester polyols containing terminal quaternary ammonium groups . Bull. Technol. Univ. , 2015 . 18 42 .
Zhang, J.; Ren, H.; Chen, P.; Zhang, Z.; Hu, C . Preparation and properties of waterborne polyurethane with star-shaped hyperbranched structure . Polymer , 2019 . 180 121690 DOI: 10.1016/j.polymer.2019.121690 http://doi.org/10.1016/j.polymer.2019.121690 .
Zhang, J.; Tian, H. T.; Zhang, Y. T.; Hu, C. P.; Zhang, Z. P . Synthesis and characterization of an isocyanate-terminated hyperbranched polymer and its waterborne study . J. Polym. Res. , 2021 . 28 1 - 12 . DOI: 10.1007/s10965-020-02155-9 http://doi.org/10.1007/s10965-020-02155-9 .
Džunuzović, J. V.; Stefanović, I. S.; Džunuzović, E. S.; Dapčević, A.; Šešlija, S. I.; Balanč, B. D.; Lama, G. C . Polyurethane networks based on polycaprolactone and hyperbranched polyester: structural, thermal and mechanical investigation . Prog. Org. Coat. , 2019 . 137 105305 DOI: 10.1016/j.porgcoat.2019.105305 http://doi.org/10.1016/j.porgcoat.2019.105305 .
Stefanović, I. S.; Džunuzović, J. V.; Džunuzović, E. S.; Dapčević, A.; Šešlija, S. I.; Balanč, B . D.; Dobrzyńska-Mizera, M. Composition-property relationship of polyurethane networks based on polycaprolactone diol . Polym. Bull. , 2021 . 78 7103 - 7128 . DOI: 10.1007/s00289-020-03473-0 http://doi.org/10.1007/s00289-020-03473-0 .
Maurya, S. D.; Kurmvanshi, S. K.; Mohanty, S.; Nayak, S. K. A review on acrylate-terminated urethane oligomers and polymers: synthesis and applications Polym. Plast. Technol. Eng. 2017 , 57 , 625.
Zhang, Q.; Huang, C.; Wang, H.; Hu, M.; Li, H.; Liu, X . UV-curable coating crosslinked by a novel hyperbranched polyurethane acrylate with excellent mechanical properties and hardness . RSC Adv. , 2016 . 6 107942 - 107942 . DOI: 10.1039/C6RA21081C http://doi.org/10.1039/C6RA21081C .
Bednarek, M . Branched aliphatic polyesters by ring-opening (co)polymerization . Prog. Polym. Sci. , 2016 . 58 27 - 58 . DOI: 10.1016/j.progpolymsci.2016.02.002 http://doi.org/10.1016/j.progpolymsci.2016.02.002 .
Emamikia, M.; Barikani, M.; Bakhshandeh, G . Relationship between structure and aromatic solvent permeability of crosslinked polyurethanes based on hyperbranched polyesters . Polym. Int. , 2015 . 64 1142 - 1154 . DOI: 10.1002/pi.4882 http://doi.org/10.1002/pi.4882 .
Du, X.; Wang, H.; Wu, Y.; Du, Z.; Cheng, X . Solid-solid phase-change materials based on hyperbranched polyurethane for thermal energy storage . J. Appl. Polym. Sci. , 2017 . 134 45014 DOI: 10.1002/app.45014 http://doi.org/10.1002/app.45014 .
Korolovych, V. F.; Erwin, A.; Stryutsky, A.; Lee, H.; Heller, W. T.; Shevchenko, V. V.; Bulavin, L. A.; Tsukruk, V. V . Thermally responsive hyperbranched poly(ionic liquid)s: assembly and phase transformations . Macromolecules , 2018 . 51 4923 - 4937 . DOI: 10.1021/acs.macromol.8b00845 http://doi.org/10.1021/acs.macromol.8b00845 .
Medyantseva, E. P.; Brusnitsyn, D. V.; Varlamova, R. M.; Konovalova, O. A.; Budnikov, H. K . Nanostructured composites based on graphene and cobalt nanoparticles in monoamine oxidase biosensors for determining antidepressants . Inorg. Mater. , 2019 . 55 1390 - 1398 . DOI: 10.1134/s0020168519140103 http://doi.org/10.1134/s0020168519140103 .
Dai, Y.; Yu, P.; Zhang, X.; Zhuo, R . Gold nanoparticles stabilized by amphiphilic hyperbranched polymers for catalytic reduction of 4-nitrophenol . J. Catal. , 2016 . 337 65 - 71 . DOI: 10.1016/j.jcat.2016.01.014 http://doi.org/10.1016/j.jcat.2016.01.014 .
Saranya, N.; Jayapriya, J.; Ramamurthy, V . Unsaturated polyesters in microbial fuel cells and biosensors . Unsaturated Polyester Resins. , 2019 . 557 - 578 . DOI: 10.1016/b978-0-12-816129-6.00021-1 http://doi.org/10.1016/b978-0-12-816129-6.00021-1 .
Androulaki, K.; Chrissopoulou, K.; Labardi, M.; Anastasiadis, S. H . Effect of interfacial interactions on static and dynamic behavior of hyperbranched polymers: comparison between different layered nanoadditives . Polymer , 2021 . 222 123646 DOI: 10.1016/j.polymer.2021.123646 http://doi.org/10.1016/j.polymer.2021.123646 .
Twibanire, J.; Grindley, T. B . Polyester dendrimers: smart carriers for drug delivery . Polymers , 2014 . 6 179 - 213 . DOI: 10.3390/polym6010179 http://doi.org/10.3390/polym6010179 .
Gajbhiye, V.; Escalante, L.; Chen, G.; Laperle, A.; Zheng, Q.; Steyer, B.; Gong, S. Saha, K . Drug-loaded nanoparticles induce gene expression in human pluripotent stem cell derivatives . Nanoscale , 2014 . 6 521 - 531 . DOI: 10.1039/c3nr04794f http://doi.org/10.1039/c3nr04794f .
Chen, K.; Zhou, X.; Wang, X . Synthesis and application of a hyperbranched polyester quaternary ammonium surfactant . J. Surfactants Deterg. , 2014 . 17 1081 - 1088 . DOI: 10.1007/s11743-014-1624-z http://doi.org/10.1007/s11743-014-1624-z .
Bafkary, R.; Ahmadi, S.; Fayazi, F.; Karimi, M.; Fatahi, Y.; Ebrahimi, S. M.; Dinarvand, R . Amphiphilic hyperbranched polyester coated rod mesoporous silica nanoparticles for pH-responsive doxorubicin delivery . DARU , 2020 . 28 171 - 180 . DOI: 10.1007/s40199-020-00328-x http://doi.org/10.1007/s40199-020-00328-x .
Wang, J.; Yao, Y.; Ji, B.; Huang, W.; Zhou, Y. F.; Yan, D. Y . The amphiphilic multiarm copolymers based on hyperbranched polyester and lysine: synthesis and self-assembly . Chinese J. Polym. Sci. , 2011 . 29 241 - 250 . DOI: 10.1007/s10118-011-1030-1 http://doi.org/10.1007/s10118-011-1030-1 .
Houel, A.; Galy, J.; Charlot, A.; Gérard, J. F . Synthesis and characterization of hybrid films from hyperbranched polyester using a sol-gel process . J. Appl. Polym. Sci. , 2013 . 131 39830 DOI: 10.1002/app.39830 http://doi.org/10.1002/app.39830 .
Meyers, K. P.; Decker, J. J.; Olson, B. G.; Lin, J.; Jamieson, A. M.; Nazarenko, S . Probing the confining effect of clay particles on an amorphous intercalated dendritic polyester . Polymer , 2017 . 112 76 - 86 . DOI: 10.1016/j.polymer.2017.01.065 http://doi.org/10.1016/j.polymer.2017.01.065 .
Chrissopoulou, K.; Androulaki, K.; Prevosto, D.; Labardi, M.; Anastasiadis, S. H . Effect of confinement and molecular architecture on interfacial dynamics . AIP Conf. Proc. , 2016 . 1736 020049 DOI: 10.1063/1.4949624 http://doi.org/10.1063/1.4949624 .
Androulaki, K.; Chrissopoulou, K.; Prevosto, D.; Labardi, M.; Anastasiadis, S. H . Dynamics of hyperbranched polymers under confinement: a dielectric relaxation study . ACS Appl. Mater. Interfaces. , 2015 . 7 12387 - 12398 . DOI: 10.1021/am507571y http://doi.org/10.1021/am507571y .
Chrissopoulou, K.; Androulaki, K.; Anastasiadis, S . H.; Prevosto, D.; Labardi, M. Dynamics of hyperbranched polymers in the bulk and under confinement: effect of dendritic generation . APS March Meeting. , 2014 . 22 4 .
Pan, Y.; Cui, X.; Zhang, Y . Preparation of dendrimer polyol/mesoporous silica nanocomposite for reversible CO 2 adsorption: Effect of pore size and polyol content . IOP Conference Series: Materials Science and Engineering , 2017 . 167 012026 DOI: 10.1088/1757-899X/167/1/012026 http://doi.org/10.1088/1757-899X/167/1/012026 .
K. Ghomari, B. Boukoussa, R. Hamacha, A. Bengueddach, R. Roy, A . Azzouz . Sep. Sci. Technol. , 2017 . 52 2421 - 2428 . DOI: 10.1080/01496395.2017.1367810 http://doi.org/10.1080/01496395.2017.1367810 .
Ghomari, K.; Benhamou, A.; Hamacha, R.; Bengueddach, A.; Nousir, S.; Shiao, T . C.; Roy, R.; Azzouz, A. TPD and DSC insights in the basicity of MCM-48-like silica and modified counterparts . Thermochim. Acta , 2015 . 600 52 - 61 . DOI: 10.1016/j.tca.2014.11.014 http://doi.org/10.1016/j.tca.2014.11.014 .
Terrab, I.; Boukoussa, B.; Hamacha, R.; Bouchiba, N.; Roy, R.; Bengueddach, A.; Azzouz, A . Insights in CO 2 interaction on zeolite omega-supported polyol dendrimers . Thermochim. Acta , 2016 . 624 95 - 101 . DOI: 10.1016/j.tca.2015.11.004 http://doi.org/10.1016/j.tca.2015.11.004 .
Istratov, V. V.; Vasnev, V. A.; Markova, G. D . Biodegradable and Biocompatible Silatrane Polymers . Molecules , 2021 . 26 1893 DOI: 10.3390/molecules26071893 http://doi.org/10.3390/molecules26071893 .
Olofsson, K.; Andrén, O. C. J.; Malkoch, M . Recent advances on crosslinked dendritic networks . J. Appl. Polym. Sci. , 2013 . 131 39876 DOI: 10.1002/app.39876 http://doi.org/10.1002/app.39876 .
Flores, M.; Foix, D.; Serra, A.; Ramis, X.; Sangermano, M . Versatile thiol-ene/sol–gel two-stage curing process based on a hyperbranched polyester with different degrees of 10-U ndecenoyl modification . Macromol. Mater. Eng. , 2014 . 299 495 - 503 . DOI: 10.1002/mame.201300264 http://doi.org/10.1002/mame.201300264 .
Gayazova, E. R.; Davlyatova, L. S.; Kutyrev, G. A.; Haldeeva, E. V.; Kutyreva, M. P.; Ulahovich, N. A . Tosylate modification of hyperbranched polyester polyols . Bull. Technol. Univ. , 2014 . 17 182 - 185 . .
Kutyrev, G. A.; Busygina, A. A.; Ahmadulina, E. N.; Rahmatullina, L. R.; Kutyreva, M. P.; Gataulina, A. R . Synthesis, structure and fungicidal properties of hyperbranched polyesterpoly( N -phenylthiocarbamates) . Bull. Technol. Univ. , 2016 . 19 15 - 18 . .
Busygina, A. A.; Rahmatullina, L. R.; Ahmadulina, E. N.; Kutyrev, G. A . Synthesis, structure and fungicidal activity of hyperbranched polyesteropol( N -phenylthiocarbamates)] . Fundamental Mathematics And Its Applications In Natural Science , 2016 . 431 - 432 . .
Lee, H.; Stryutsky, A.; Mahmood, A. U.; Singh, A.; Shevchenko, V. V.; Yingling, Y. G.; Tsukruk, V. V . Weakly ionically bound thermosensitive hyperbranched polymers . Langmuir , 2021 . 37 2913 - 2927 . DOI: 10.1021/acs.langmuir.0c03487 http://doi.org/10.1021/acs.langmuir.0c03487 .
Shevchenko, V. V.; Stryutsky, A. V.; Klymenko, N. S.; Gumenna, M. A.; Fomenko, A. A.; Bliznyuk, V. N.; Davydenko, V. V.; Tsukruk, V. V . Protic and aprotic anionic oligomeric ionic liquids . Polymer , 2014 . 55 3349 - 3359 . DOI: 10.1016/j.polymer.2014.04.020 http://doi.org/10.1016/j.polymer.2014.04.020 .
Xu, W.; Ledin, P. A.; Shevchenko, V. V.; Tsukruk, V. V . Architecture, assembly, and emerging applications of branched functional polyelectrolytes and poly(ionic liquid)s . ACS Appl. Mater. Interfaces , 2015 . 7 12570 - 12596 . DOI: 10.1021/acsami.5b01833 http://doi.org/10.1021/acsami.5b01833 .
Resetco, C.; Hendriks, B.; Badi, N.; Du Prez, F . Thiol-ene chemistry for polymer coatings and surface modification—building in sustainability and performance . Mater. Horiz. , 2017 . 4 1041 - 1053 . DOI: 10.1039/c7mh00488e http://doi.org/10.1039/c7mh00488e .
Guan, X. X.; Gan, J. Q.; Chen, G. K.; Huang, X. M.; Lu, M. G.; Wu, K.; Ling, L. Y.; Shi, J . UV-cured hyperbranched polyester polythiol(H20-SH)-epoxy acrylate networks: preparation, thermal and mechanical properties . J. Macromol. Sci. A , 2017 . 54 662 - 668 . DOI: 10.1080/10601325.2017.1317212 http://doi.org/10.1080/10601325.2017.1317212 .
Korolovych, V. F.; Ledin, P. A.; Stryutsky, A.; Shevchenko, V. V.; Sobko, O.; Xu, W.; Bulavin, L. A.; Tsukruk, V. V . Assembly of amphiphilic hyperbranched polymeric ionic liquids in aqueous media at different pH and ionic strength . Macromolecules , 2016 . 49 8697 - 8710 . DOI: 10.1021/acs.macromol.6b01562 http://doi.org/10.1021/acs.macromol.6b01562 .
Lee, H.; Stryutsky, A. V.; Korolovych, V. F.; Mikan, E.; Shevchenko, V. V.; Tsukruk, V. V . Transformations of thermosensitive hyperbranched poly(ionic liquid) s monolayers . Langmuir , 2019 . 35 11809 - 11820 . DOI: 10.1021/acs.langmuir.9b01905 http://doi.org/10.1021/acs.langmuir.9b01905 .
Tambe, P.; Kumar, P.; Paknikar, K. M.; Gajbhiye, V . Smart triblock dendritic unimolecular micelles as pioneering nanomaterials: advancement pertaining to architecture and biomedical applications . J. Control. Rel. , 2019 . 299 64 - 89 . DOI: 10.1016/j.jconrel.2019.02.026 http://doi.org/10.1016/j.jconrel.2019.02.026 .
Kutyrev, G. A.; Maksimov, A. F.; Ernandes, A. M. P.; Kutyreva, M. P.; Gataulina, A. R . Hyperbranched polyesters containing terminal benzoyl and benzoylthiocarbamate groups . Bull. Technol. Univ. , 2018 . 21 69 - 73 . .
Kutyreva, M. P.; Gataulina, A. R.; Maksimov, A. F.; Ernandes, A. M. P.; Zhukova, A. A.; Kutyrev, G. A . Interaction of poly (benzoyl thiocarbamate)-modified hyperbranched polyester with Co(II) and Cu(II) nitrates . Russ. J. Gen. Chem. , 2020 . 90 268 - 273 . DOI: 10.31857/S0044460X2002016X http://doi.org/10.31857/S0044460X2002016X .
Maksimov, A.; Vagapova, A.; Kutyreva, M.; Kutyrev, G . Polymer metal-organic clusters based on hyperbranched polyester polybenzoylthiocarbamate and Cu(II) and Co(II) ions . J. Mol. Struct. , 2022 . 1258 132575 DOI: 10.1016/j.molstruc.2022.132575 http://doi.org/10.1016/j.molstruc.2022.132575 .
Maksimov, A. F.; Zhukova, A. A.; Ernandes, A. M. P.; Kutyreva, M. P.; Gataulina, A. R.; Kutyrev, G. A . Synthesis of ethyl 2,2-bis{[(benzoylcarbamothioyl)oxy]methyl}propanoate and its complexes with copper(II) and cobalt(II) ions . Russ. J. Gen. Chem. , 2020 . 90 1285 - 1291 . DOI: 10.1134/S1070363220070142 http://doi.org/10.1134/S1070363220070142 .
Maksimov, A.; Vagapova, A.; Kutyreva, M.; Kutyrev, G . Hybrid adsorbent based on Zeolite NaX modified with hyperbranched polyester poly( N -benzoylthiocarbamate) . Macromol. Res. , 2022 . 30 26 DOI: 10.1007/s13233-022-0002-3 http://doi.org/10.1007/s13233-022-0002-3 .
Maksimov, A. F.; Kutyrev, G. A.; Zhukova, A. A.; Kudryashova, D. A.; Kutyreva, M. P . New adsorbent based on zeolite modified with hyperbranched polyesterpolybenzoylthiocarbamate . Russ. Chem. Bull. , 2021 . 70 672 - 676 . DOI: 10.1007/s11172-021-3135-1 http://doi.org/10.1007/s11172-021-3135-1 .
Ernandes, A.-M. P.; Maksimov, A. F.; ZHukova, A. A.; Kudryashova, D. A.; Momzyakova, K. S.; Kutyreva, M. P.; Gataulina, A. R.; Kutyrev, G. A . Polydentate adsorbent based on flax cellulose modified with hyperbranched polyesterpolybenzoylthiocarbamate] . Chem. Plant Raw Mater. , 2021 . 79 - 85 . .
Maksimov, A. F.; ZHukova, A. A.; Momzyakova, K. S.; Deberdeev, T. R.; Kutyrev, G. A . Biodegradable adsorbent based on cellulose chemically modified with hyperbranched polyester poly( N -benzoylthiocarbamate) . All Materials. Encyclopedic Reference , 2021 . 28 - 34 . DOI: 10.31044/1994-6260-2021-0-10-28-34 http://doi.org/10.31044/1994-6260-2021-0-10-28-34 .
Gataulina, A. R.; Kutyrev, G. A.; Maksimov, A. F.; Ernandes, A.-M. P.; Kutyreva, M. P . Synthesis and complexing properties of p-toluensulfonylamido and phosphorylamido derivatives of second-generation hyperbranched polyester . Russ. J. Gen. Chem. , 2018 . 88 2300 - 2306 . DOI: 10.1134/S1070363218110099 http://doi.org/10.1134/S1070363218110099 .
Pang, Y.; Liu, J.; Su, Y.; Zhu, B.; Huang, W.; Zhou, Y.; Zhu, Y.; Yan, D . Bioreducible unimolecular micelles based on amphiphilic multiarm hyperbranched copolymers for triggered drug release . Sci. China Chem. , 2010 . 53 2497 - 2508 . DOI: 10.1007/s11426-010-4163-0 http://doi.org/10.1007/s11426-010-4163-0 .
Loza, S. A.; Dotsenko, V. V.; Bespalov, A. V.; Aksenov, N. A.; Utin, S. V.; Zabolotskii, V. I . Synthesis of new hyperbranched dendrimers with terminal cationic groups based on Boltorn H20 polyester polyol . Russ. J. Gen. Chem. , 2020 . 90 624 - 629 . DOI: 10.1134/s1070363220040118 http://doi.org/10.1134/s1070363220040118 .
Utin, S. V.; Loza, S. A.; Bespalov, A. V.; Zabolotsky, V. I . Effect of functionalization and the nature of ionogenic groups of hyperbranched polymers on the electrochemical characteristics of asymmetric bipolar membranes . Pet. Chem. , 2018 . 58 137 - 144 . DOI: 10.1134/s0965544118020068 http://doi.org/10.1134/s0965544118020068 .
Zabolotsky, V.; Utin, S.; Bespalov, A.; Strelkov, V . Modification of asymmetric bipolar membranes by functionalized hyperbranched polymers and their investigation during pH correction of diluted electrolytes solutions by electrodialysis . J. Membr. Sci. , 2015 . 494 188 - 195 . DOI: 10.1016/j.memsci.2015.07.057 http://doi.org/10.1016/j.memsci.2015.07.057 .
Nizamov, I. S.; Shamilov, R. R.; Sergeenko, G. G.; Kutyrev, G. A.; Cherkasov, R. A . Phosphorus-containing hyperbranched structures: I. Thiophosphorylation of hyperbranched polyols with 2,4-bis(3,5-di- tert -butyl-4-hydroxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide . Russ. J. Gen. Chem. , 2007 . 77 2205 - 2207 . DOI: 10.1134/s1070363207120213 http://doi.org/10.1134/s1070363207120213 .
Nizamov, I. S.; Shamilov, R. R.; Mart’yanov, E. M.; Sergeenko, G. G.; Kutyrev, G. A.; Cherkasov, R. A . Phosphorus-containing hyperbranched structures. Phosphorylation of hyperbranched polyols with 2-(diethylamino)-1,2,3-dioxaphosphinan . Russ. J. Gen. Chem. , 2018 . 78 1338 - 1340 . DOI: 10.1134/s107036320807008 http://doi.org/10.1134/s107036320807008 .
Dhevi, D. M.; Anand Prabu, A.; Kim, K. J . Hyperbranched polyester as a crosslinker in polyurethane formation: real-time monitoring using in situ FTIR . Polym. Bull. , 2016 . 73 2867 - 2888 . DOI: 10.1007/s00289-016-1629-z http://doi.org/10.1007/s00289-016-1629-z .
Ling, C.; Guo, L . A novel, eco-friendly and durable flame-retardant cotton-based hyperbranched polyester derivative . Cellulose , 2019 . 27 2357 - 2368 . DOI: 10.1007/s10570-019-02923-x http://doi.org/10.1007/s10570-019-02923-x .
Kutyrev, G. A.; Maksimov, A. F.; Ernandes, A-M. P.; Idiyatov, I. I.; Valiullin, L. R.; Gallyamova, S. R.; Biryulya, V. V.; Gataulina, A. R.; Kutyreva, M. P . Hyperbranched polyesters containing terminal silicon and organophosphorus groups . Bull. Technol. Univ. , 2017 . 20 16 - 21 . .
Kutyrev, G. A.; Maksimov, A. F.; Busygina, A. A.; Idiyatov, I. I.; Valiullin; Gallyamova, S. R.; Biryulya, V. V.; Gataulina, A. R.; Kutyreva, M. P . Synthesis, complexing and fungicidal properties of hyperbranched polyester polyphosphates . Bull. Technol. Univ. , 2017 . 20 5 - 11 . .
Liu, J.; Huang, W.; Pang, Y.; Zhu, X.; Zhou, Y.; Yan, D . Self-assembled micelles from an amphiphilic hyperbranched copolymer with polyphosphate arms for drug delivery . Langmuir , 2010 . 26 10585 - 10592 . DOI: 10.1021/la1006988 http://doi.org/10.1021/la1006988 .
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