a.CAS Key Laboratory of Engineering Plastics, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences (CAS), Beijing 100190, China
b.University of Chinese Academy of Sciences, Beijing 100049, China
c.Faculty of Chemical Engineering and Technology, University of Zagreb, Zagreb 10000, Croatia
† The authors contributed equally to this work
evidov@fkit.hr (E.V.)
zhjm@iccas.ac.cn (J.M.Z.)
jzhang@iccas.ac.cn (J.Z.)
收稿:2020-05-18,
修回:2020-6-14,
录用:2020-6-15,
网络首发:2020-07-29,
纸质出版:2020-06-16
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Xu, R. M.; Yang, T. T.; Vidović, E.; Jia, R. N.; Zhang, J. M.; Mi, Q. Y.; Zhang, J. Cellulose acetate thermoplastics with high modulus, dimensional stability and anti-migration properties by using CA-, g,-PLA as macromolecular plasticizer. Chinese J. Polym. Sci. 2020, 38, 1141–1148
Ru-Meng Xu, Tian-Tian Yang, Elvira Vidović, et al. Cellulose Acetate Thermoplastics with High Modulus, Dimensional Stability and Anti-migration Properties by Using CA-
Xu, R. M.; Yang, T. T.; Vidović, E.; Jia, R. N.; Zhang, J. M.; Mi, Q. Y.; Zhang, J. Cellulose acetate thermoplastics with high modulus, dimensional stability and anti-migration properties by using CA-, g,-PLA as macromolecular plasticizer. Chinese J. Polym. Sci. 2020, 38, 1141–1148 DOI: 10.1007/s10118-020-2470-2.
Ru-Meng Xu, Tian-Tian Yang, Elvira Vidović, et al. Cellulose Acetate Thermoplastics with High Modulus, Dimensional Stability and Anti-migration Properties by Using CA-
Cellulose diacetate (CDA) can be melt-processed to produce numerous and widely-used plastic products. However
due to the high glass transition temperature (
T
g
) of CDA
the addition of up to 30 wt% of micromolecular plasticizers is indispensable
which significantly reduces the dimensional stability and raises safety concerns from the migration of plasticizers. In this work
a series of CDA-graft-poly(lactic acid) (CDA-
g
-PLA) copolymers were synthesized by ring-opening polymerization of lactide onto the hydroxyl groups of CDA. The resultant CDA-
g
-PLA copolymers possess adjustable degrees of substitution (DS
PLA
) and side chain length (DP
PLA
) by controlling the reaction time and feed ratio. The
T
g
s and thermal flow temperatures (
T
f
s) of CDA-
g
-PLA strongly depend on DP
PLA
such as the
T
g
s decrease linearly with the increase of DP
PLA
. The CDA-
g
-PLA copolymers with the DP
PLA
of 3−9 can be directly processed to transparent plastics by melt processing without any external plasticizers
because of their low
T
f
s of 170−215 °C. More impressively
the CDA-
g
-PLA can act as the macromolecular plasticizer. The obtained CDA/CDA-
g
-PLA has higher storage modulus
flexural modulus and Young's modulus than the commercial CDA plasticized with triethyl citrate. In addition
the CDA/CDA-
g
-PLA exhibits high dimensional stability and anti-migration property. During a long-term treatment at 80 °C and 60% humidity
the CDA/CDA-
g
-PLA can retain the initial shape. Therefore
this work not only proposes a facile method for achieving a direct thermoplastic processing of CDA
but also provides a macromolecular plasticizer for CDA to make lightweight
stable and safer biobased thermoplastics.
Hillmyer, M. A. . The promise of plastics from plants . Science , 2017 . 358 868 - 870 . DOI: 10.1126/science.aao6711 http://doi.org/10.1126/science.aao6711 .
Garcia, J. M.; Robertson, M. L. . The future of plastics recycling . Science , 2017 . 358 870 - 872 . DOI: 10.1126/science.aaq0324 http://doi.org/10.1126/science.aaq0324 .
Albertsson, A. C.; Hakkarainen, M. . Designed to degrade . Science , 2017 . 358 872 - 873 . DOI: 10.1126/science.aap8115 http://doi.org/10.1126/science.aap8115 .
Keijer, T.; Bakker, V.; Slootweg, J. C. . Circular chemistry to enable a circular economy . Nat. Chem. , 2019 . 11 190 - 195 . DOI: 10.1038/s41557-019-0226-9 http://doi.org/10.1038/s41557-019-0226-9 .
Chen, X. S.; Chen, G. Q.; Tao, Y. H.; Wang, Y. Z.; Lv, X. B.; Zhang, L. Q.; Zhu, J.; Zhang, J.; Wang, X. H. . Progress in eco-polymers . Acta Polymerica Sinica (in Chinese) , 2019 . 50 1068 - 1082 . .
Xia, Z. H.; Li, J. Y.; Zhang, J. M.; Zhang, X. C.; Zheng, X. J.; Zhang, J. . Processing and valorization of cellulose, lignin and lignocellulose using ionic liquids . J. Bioresour. Bioprod. , 2020 . 5 79 - 98 . .
Law, R. C. . Cellulose acetate in textile application . Macrol. Symp. , 2004 . 208 255 - 265 . DOI: 10.1002/masy.200450410 http://doi.org/10.1002/masy.200450410 .
Rustemeyer, P. . CA filter tow for cigarette filters . Macrol. Symp. , 2004 . 208 267 - 291 . DOI: 10.1002/masy.200450411 http://doi.org/10.1002/masy.200450411 .
Shibata, T. . Cellulose acetate in separation technology . Macrol. Symp. , 2004 . 208 353 - 369 . DOI: 10.1002/masy.200450415 http://doi.org/10.1002/masy.200450415 .
Wsoo, M. A.; Shahir, S.; Bohari, S. P. M.; Nayan, N. H. M.; Abd Razak, S. I. . A review on the properties of electrospun cellulose acetate and its application in drug delivery systems: a new perspective . Carbohyd. Res. , 2020 . 491 107978 DOI: 10.1016/j.carres.2020.107978 http://doi.org/10.1016/j.carres.2020.107978 .
Xie, G. Y.; Luo, H.; Ma, C. P.; Su, X. Q.; Wei, F. J.; Yang, J. K. . Research progress of modified separation membrane based on cellulose acetate . Technol. Water Treat. , 2020 . 46 19 - 24 . .
Sayyed, A. J.; Deshmukh, N. A.; Pinjari, D. V. . A critical review of manufacturing processes used in regenerated cellulosic fibres: viscose, cellulose acetate, cuprammonium, LiCl/DMAc, ionic liquids, and NMMO based lyocell . Cellulose , 2019 . 26 2913 - 2940 . DOI: 10.1007/s10570-019-02318-y http://doi.org/10.1007/s10570-019-02318-y .
Edgar, K. J.; Buchanan, C. M.; Debenham, J. S.; Rundquist, B. D.; Seiler, M. C.; Tindall, D. . Advances in cellulose ester performance and application . Prog. Polym. Sci. , 2001 . 26 1605 DOI: 10.1016/S0079-6700(01)00027-2 http://doi.org/10.1016/S0079-6700(01)00027-2 .
Corollo, P.; Grospietro, B. . Plastic materials . Macrol. Symp. , 2004 . 208 335 - 351 . DOI: 10.1002/masy.200450414 http://doi.org/10.1002/masy.200450414 .
Du, L. L.; Jiang, B. L.; Chen, X. L.; Wang, Y. Z.; Zou, L. M.; Liu, Y. L.; Gong, Y. Y.; Wei, C.; Yuan, W. Z. . Clustering-triggered emission of cellulose and its derivatives . Chinese J. Polym. Sci. , 2019 . 37 409 - 415 . DOI: 10.1007/s10118-019-2215-2 http://doi.org/10.1007/s10118-019-2215-2 .
Babar, A. A.; Miao, D. Y.; Ali, N.; Zhao, J.; Wang, X. F.; Yu, J. Y.; Ding, B. . Breathable and colorful cellulose acetate-based nanofibrous membranes for directional moisture transport . ACS Appl. Mater. Interfaces , 2018 . 10 22866 - 22875 . DOI: 10.1021/acsami.8b07393 http://doi.org/10.1021/acsami.8b07393 .
Xiao, Y. Q.; Zheng, M. M.; Liu, Z. S.; Shi, J.; Huang, F. H.; Luo, X. G. . Constructing a continuous flow bioreactor based on a hierarchically porous cellulose monolith for ultrafast and nonstop enzymatic esterification/transesterification . ACS Sustain. Chem. Eng. , 2019 . 7 2056 - 2063 . DOI: 10.1021/acssuschemeng.8b04471 http://doi.org/10.1021/acssuschemeng.8b04471 .
Lucena, M. C.; Alencar, A. V.; Mazzeto, S. E.; Soares, S. A. . The effect of additives on the thermal degradation of cellulose acetate . Polym. Degrad. Stab. , 2003 . 80 149 - 155 . DOI: 10.1016/S0141-3910(02)00396-8 http://doi.org/10.1016/S0141-3910(02)00396-8 .
Schilling, M.; Bouchard, M.; Khanjian, H.; Learner, T.; Phenix, A.; Rivenc, R. . Application of chemical and thermal analysis methods for studying cellulose ester plastics . Acc. Chem. Res. , 2010 . 43 888 - 896 . DOI: 10.1021/ar1000132 http://doi.org/10.1021/ar1000132 .
Quintana, R.; Persenaire, O.; Bonnaud, L.; Dubois, P. . Recent advances in (reactive) melt processing of cellulose acetate and related biodegradable bio-compositions . Polym. Chem. , 2012 . 3 591 - 595 . DOI: 10.1039/C1PY00421B http://doi.org/10.1039/C1PY00421B .
Müller, K.; Zollfrank, C.; Schmid, M. . Natural polymers from biomass resources as feedstocks for thermoplastic materials . Macromol. Mater. Eng. , 2019 . 304 1800760 DOI: 10.1002/mame.201800760 http://doi.org/10.1002/mame.201800760 .
Rahman, M.; Brazel, C. . The plasticizer market: an assessment of traditional plasticizers and research trends to meet new challenges . Prog. Polym. Sci. , 2004 . 29 1223 - 1248 . DOI: 10.1016/j.progpolymsci.2004.10.001 http://doi.org/10.1016/j.progpolymsci.2004.10.001 .
Bendaoud, A.; Chalamet, Y. . Plasticizing effect of ionic liquid on cellulose acetate obtained by melt processing . Carbohyd. Polym. , 2014 . 108 75 - 82 . DOI: 10.1016/j.carbpol.2014.03.023 http://doi.org/10.1016/j.carbpol.2014.03.023 .
Li, Z.; Liu, N.; Yao, Y.; Chen, S.; Wang, H.; Wang H. . Thermal behavior of cellulose diacetate melt using ionic liquids as plasticizers . RSC Adv. , 2015 . 5 901 - 907 . DOI: 10.1039/C4RA10618K http://doi.org/10.1039/C4RA10618K .
Montserrat, C. P.; Elena, H. F.; Silvia, L. . Plasticizers in drinking water and beverages . Curr. Anal. Chem. , 2018 . 14 344 - 357 . DOI: 10.2174/1573411013666170922145949 http://doi.org/10.2174/1573411013666170922145949 .
Ma, Y. F.; Liao, S. L.; Li, Q. G.; Guan, Q.; Jia, P. Y.; Zhou, Y. H. . Physical and chemical modifications of poly(vinyl chloride) materials to prevent plasticizer migration - still on the run . React. Funct. Polym. , 2020 . 147 104458 DOI: 10.1016/j.reactfunctpolym.2019.104458 http://doi.org/10.1016/j.reactfunctpolym.2019.104458 .
Tanaka, S.; Iwata, T.; Iji, M. . Long/short chain mixed cellulose esters: effects of long acyl chain structures on mechanical and thermal properties . ACS Sustain. Chem. Eng. , 2017 . 5 1485 - 1493 . DOI: 10.1021/acssuschemeng.6b02066 http://doi.org/10.1021/acssuschemeng.6b02066 .
Elschner, T.; Heinze, T. . Cellulose carbonates: a platform for promising biopolymer derivatives with multifunctional capabilities . Macromol. Biosci. , 2015 . 15 735 - 746 . DOI: 10.1002/mabi.201400521 http://doi.org/10.1002/mabi.201400521 .
Teramoto, Y. . Functional thermoplastic materials from derivatives of cellulose and related structural polysaccharides . Molecules , 2015 . 20 5487 - 5527 . DOI: 10.3390/molecules20045487 http://doi.org/10.3390/molecules20045487 .
Chen, Z. Y.; Zhang, J.; Xiao, P.; Tian, W.; Zhang, J. . Novel thermoplastic cellulose esters containing bulky moieties and soft segments . ACS Sustain. Chem. Eng. , 2018 . 6 4931 - 4939 . DOI: 10.1021/acssuschemeng.7b04466 http://doi.org/10.1021/acssuschemeng.7b04466 .
Luan, Y. H.; Wu, J.; Zhan, M. S.; Zhang, J. M.; Zhang, J.; He, J. S. . ‘‘One pot’’ homogeneous synthesis of thermoplastic cellulose acetate-graft-poly(L-lactide) copolymers from unmodified cellulose . Cellulose , 2013 . 20 327 - 337 . DOI: 10.1007/s10570-012-9818-x http://doi.org/10.1007/s10570-012-9818-x .
Chen, J.; Zhang, J. M.; Feng, Y.; He, J. S.; Zhang, J. . Effect of molecular structure on the gas permeability of cellulose aliphatate esters . Chinese J. Polym. Sci. , 2014 . 32 1 - 8 . DOI: 10.1007/s10118-014-1384-2 http://doi.org/10.1007/s10118-014-1384-2 .
Tedeschi, G.; Guzman-Puyol, S.; Paul, U. C.; Barthelc, M. J.; Goldonid, L.; Caputob, G.; Ceseracciuf, L.; Athanassiou, A.; Heredia-Guerrerob, J. A. . Thermoplastic cellulose acetate oleate films with high barrier properties and ductile behaviour . Chem. Eng. J. , 2018 . 348 840 - 849 . DOI: 10.1016/j.cej.2018.05.031 http://doi.org/10.1016/j.cej.2018.05.031 .
Iji, M.; Toyama, K.; Tanaka, S. . Mechanical and other characteristics of cellulose ester bonded with modified cardanol from cashew nut shells and additional aliphatic and aromatic components . Cellulose , 2013 . 20 559 - 569 . DOI: 10.1007/s10570-012-9832-z http://doi.org/10.1007/s10570-012-9832-z .
Toyama, K.; Soyama, M.; Tanaka, S.; Iji, M. . Development of cardanol-bonded cellulose thermoplastics: high productivity achieved in two-step heterogeneous process . Cellulose , 2015 . 22 1625 - 1639 . DOI: 10.1007/s10570-015-0601-7 http://doi.org/10.1007/s10570-015-0601-7 .
Boulven, M.; Quintard, G.; Cottaz, A.; Joly, C.; Charlot, A.; Fleury, E. . Homogeneous acylation of cellulose diacetate: towards bioplastics with tunable thermal and water transport properties . Carbohyd. Polym. , 2019 . 206 674 - 684 . DOI: 10.1016/j.carbpol.2018.11.030 http://doi.org/10.1016/j.carbpol.2018.11.030 .
Teramoto, Y.; Ama, S.; Higeshiro, T.; Nishio, Y. . Cellulose acetate-graft-poly(hydroxyalkanoate)s: synthesis and dependence of the thermal properties on copolymer composition . Chem. Phys. , 2004 . 205 1904 - 1915 . .
You, T. B.; Tan, B. Y.; Tang, Q. . Preparation and characterization of cellulose diacetate- polyethylene glycol graft copolymer . Chinese J. Appl. Chem. , 2006 . 23 346 - 348 . .
Shi, D. W.; Lai, X. L.; Jiang, Y. P.; Yan, C.; Liu, Z. Y.; Yang, W.; Yang, M. B. . Synthesis of inorganic silica grafted three-arm PLLA and their behaviors for PLA matrix . Chinese J. Polym. Sci. , 2019 . 37 216 - 226 . DOI: 10.1007/s10118-019-2191-6 http://doi.org/10.1007/s10118-019-2191-6 .
Yan, C. H.; Zhang, J. M.; Lv, Y. X.; Yu, J.; Wu, J.; Zhang, J.; He, J. S. . Thermoplastic cellulose-graft-poly(L-lactide) copolymers homogeneously synthesized in an ionic liquid with 4-dimethylaminopyridine catalyst . Biomacromolecules , 2009 . 10 2013 - 2018 . DOI: 10.1021/bm900447u http://doi.org/10.1021/bm900447u .
Ge, W. J.; Guo, Y. Z.; Zhong, H. Q.; Wang, X. H.; Sun, R. C. . Synthesis, characterization, and micellar behaviors of hydroxyethyl cellulose-graft-poly(lactide/ ε -caprolactone/ p -dioxanone) . Cellulose , 2015 . 22 2365 - 2374 . DOI: 10.1007/s10570-015-0663-6 http://doi.org/10.1007/s10570-015-0663-6 .
Vidović, E.; Klee, D.; Höcker, H. . Synthesis and characterization of poly(vinyl alcohol)-graft-[poly(D,L-lactide)/poly(D,L-lactide- co -glycolide)] hydrogels . J. Polym. Sci., Part A: Polym. Chem. , 2007 . 45 4536 - 4544 . DOI: 10.1002/pola.22187 http://doi.org/10.1002/pola.22187 .
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