A Machine Learning Study of Polymer-Solvent Interactions

Ting-Li Liu; Lun-Yang Liu; Fang Ding; Yun-Qi Li

doi:10.1007/s10118-022-2716-2

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A Machine Learning Study of Polymer-Solvent Interactions

RESEARCH ARTICLE | Updated：2022-06-22

- A Machine Learning Study of Polymer-Solvent Interactions
- Chinese Journal of Polymer Science Vol. 40, Issue 7, Pages: 834-842(2022)
- Affiliations：
  
  a.State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
  b.School of Applied Chemistry and Engineering, University of Science and Technology of China, Hefei 230026, China
- Author bio：
  
  lyliu@ciac.ac.cn (L.Y.L.)
  yunqi@ciac.ac.cn (Y.Q.L.)
- Funds：
- DOI：10.1007/s10118-022-2716-2
  CLC：
- Received：11 January 2022，
  
  Revised：2022-1-26，
  
  Accepted：10 March 2022，
  
  Online First：20 May 2022，
  
  Published：01 July 2022
- Accepted：
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Liu, T. L.; Liu, L. Y.; Ding, F.; Li, Y. Q. A machine learning study of polymer-solvent interactions. Chinese J. Polym. Sci. 2022, 40, 834–842

Ting-Li Liu, Lun-Yang Liu, Fang Ding, et al. A Machine Learning Study of Polymer-Solvent Interactions[J]. Chinese Journal of Polymer Science, 2022, 40(7): 834-842.
Liu, T. L.; Liu, L. Y.; Ding, F.; Li, Y. Q. A machine learning study of polymer-solvent interactions. Chinese J. Polym. Sci. 2022, 40, 834–842 DOI： 10.1007/s10118-022-2716-2.

Ting-Li Liu, Lun-Yang Liu, Fang Ding, et al. A Machine Learning Study of Polymer-Solvent Interactions[J]. Chinese Journal of Polymer Science, 2022, 40(7): 834-842. DOI： 10.1007/s10118-022-2716-2.

摘要

We constructed predictive models using machine learning for three polymer-solvent interaction parameters: Flory-Huggins interaction

Hildebrand solubility and the relative energy difference in Hansen solubility

and then compiled them into software (polySML-PSI). The impact of solvent properties on interaction and the applicability of commonly used empirical rules were evaluated further.

Abstract

Polymer-solvent interaction is a fundamentally important concept routinely described by the Flory-Huggins interaction (

)

Hildebrand solubility (Δ

) and the relative energy difference (RED) determined from Hansen solubility in experimental

theoretical and simulation studies. Here we performed a machine learning study based on a comprehensive and representative dataset covering the interaction pairs from 81 polymers and 1221 solvents. The regression models provide the coefficients of determination in the range of 0.86−0.94 and the classification models deliver the area under the receiver operating characteristic curve (AUCs) better than 0.93. These models were integrated into a newly developed software polySML-PSI. Important features including Log

molar volume and dipole are identified

and their non-linear

non-monotonic contributions to polymer-solvent interactions are presented. The widely known “like-dissolve-like” rule and two broadly used empirical equations to estimate

as a function of temperature or Hansen solubility are also evaluated

and the polymer-specified constants are presented. This study provides a quantitative reference and a tool to understand and utilize the concept of polymer-solvent interactions.

关键词

Keywords

references

Flory, P. J . Thermodynamics of high polymer solutions . J. Chem. Phys. , 1942 . 10 51 - 61 . DOI: 10.1063/1.1723621 http://doi.org/10.1063/1.1723621 .

Flory, P. J . Thermodynamics of high polymer solutions . J. Chem. Phys. , 1941 . 9 660 - 660 . .

Huggins, M. L . Some properties of solutions of long-chain compounds . J. Phys. Chem. , 1942 . 46 151 - 158 . DOI: 10.1021/j150415a018 http://doi.org/10.1021/j150415a018 .

Huggins, M. L. The viscosity of dilute solutions of long-chain molecules. IV . Dependence on concentration . J. Am. Chem. Soc. , 1942 . 64 2716 - 2718 . DOI: 10.1021/ja01263a056 http://doi.org/10.1021/ja01263a056 .

Blanks, R. F.; Prausnitz, J . Thermodynamics of polymer solubility in polar and nonpolar systems . Ind. Eng. Chem. Fundam. , 1964 . 3 1 - 8 . DOI: 10.1021/i160009a001 http://doi.org/10.1021/i160009a001 .

Bae, Y. H.; Okano, T.; Kim, S. W . Temperature dependence of swelling of crosslinked poly( N,N ′-alkyl substituted acrylamides) in water . J. Polym. Sci., Part B: Polym. Phys. , 1990 . 28 923 - 936 . .

Schweizer, K. S.; Yethiraj, A . Polymer reference interaction site model theory: new molecular closures for phase separating fluids and alloys . J. Chem. Phys. , 1993 . 98 9053 - 9079 . DOI: 10.1063/1.464465 http://doi.org/10.1063/1.464465 .

Zhuang, B.; Ramanauskaite, G.; Koa, Z. Y.; Wang, Z. G . Like dissolves like: a first-principles theory for predicting liquid miscibility and mixture dielectric constant . Sci. Adv. , 2021 . 7 eabe7275 DOI: 10.1126/sciadv.abe7275 http://doi.org/10.1126/sciadv.abe7275 .

Geoghegan, M.; Krausch, G . Wetting at polymer surfaces and interfaces . Prog. Polym. Sci. , 2003 . 28 261 - 302 . DOI: 10.1016/S0079-6700(02)00080-1 http://doi.org/10.1016/S0079-6700(02)00080-1 .

Chen, J.; Zhuang, H.; Zhao, J.; Gardella, J. A . Solvent effects on polymer surface structure . Surf. Interface Anal. , 2001 . 31 713 - 720 . DOI: 10.1002/sia.1097 http://doi.org/10.1002/sia.1097 .

Guillen, G. R.; Pan, Y.; Li, M.; Hoek, E. M. V . Preparation and characterization of membranes formed by nonsolvent induced phase separation: a review . Ind. Eng. Chem. Res. , 2011 . 50 3798 - 3817 . DOI: 10.1021/ie101928r http://doi.org/10.1021/ie101928r .

König-Mattern, L.; Linke, S.; Rihko-Struckmann, L.; Sundmacher, K. . Computer-aided solvent screening for the fractionation of wet microalgae biomass . Green Chem. , 2021 . 23 10014 - 10029 . DOI: 10.1039/D1GC03471E http://doi.org/10.1039/D1GC03471E .

Xia, J.; Guo, H.; Travesset, A . On the thermodynamic stability of binary superlattices of polystyrene-functionalized nanocrystals . Macromolecules , 2020 . 53 9929 - 9942 . DOI: 10.1021/acs.macromol.0c01860 http://doi.org/10.1021/acs.macromol.0c01860 .

Chen, J.; Zha, L.; Hu, W . Effect of solvent selectivity on crystallization-driven fibril growth kinetics of diblock copolymers . Polymer , 2018 . 138 359 - 362 . DOI: 10.1016/j.polymer.2018.01.074 http://doi.org/10.1016/j.polymer.2018.01.074 .

Tao, Y.; Olsen, B. D.; Ganesan, V.; Segalman, R. A . Domain size control in self-assembling rod-coil block copolymer and homopolymer blends . Macromolecules , 2007 . 40 3320 - 3327 . DOI: 10.1021/ma062876h http://doi.org/10.1021/ma062876h .

Danquah, M.; Fujiwara, T.; Mahato, R. I . Self-assembling methoxypoly(ethylene glycol)- b -poly(carbonate- co -L-lactide) block copolymers for drug delivery . Biomaterials , 2010 . 31 2358 - 2370 . DOI: 10.1016/j.biomaterials.2009.11.081 http://doi.org/10.1016/j.biomaterials.2009.11.081 .

Jimenez, J.; Ford, E . Mapping wet vs gel spinning in Hansen space . Polymer , 2021 . 230 124079 DOI: 10.1016/j.polymer.2021.124079 http://doi.org/10.1016/j.polymer.2021.124079 .

Robinson, J . Solvent flux through dense polymeric nanofiltration membranes . J. Membr. Sci. , 2004 . 230 29 - 37 . DOI: 10.1016/j.memsci.2003.10.027 http://doi.org/10.1016/j.memsci.2003.10.027 .

Orwoll, R. A.; Arnold, P. A., Polymer-solvent interaction parameter χ . In Physical properties of polymers handbook , Mark, J. E., Ed. Springer: 2007 ; pp. 233−257.

Venkatram, S.; Kim, C.; Chandrasekaran, A.; Ramprasad, R . Critical assessment of the hildebrand and hansen solubility parameters for polymers . J. Chem. Inf. Model. , 2019 . 59 4188 - 4194 . DOI: 10.1021/acs.jcim.9b00656 http://doi.org/10.1021/acs.jcim.9b00656 .

Hansen, C. Hansen Solubility Parameters: A User's Handbook . CRC Press: 2007, p. 546.

Khansary, M. A . Vapor pressure and Flory-Huggins interaction parameters in binary polymeric solutions . Korean J. Chem. Eng. , 2016 . 33 1402 - 1407 . DOI: 10.1007/s11814-015-0277-6 http://doi.org/10.1007/s11814-015-0277-6 .

Schwahn, D.; Willner, L . Phase Behavior and Flory- Huggins interaction parameter of binary polybutadiene copolymer mixtures with different vinyl content and molar volume . Macromolecules , 2002 . 35 239 - 247 . DOI: 10.1021/ma010379p http://doi.org/10.1021/ma010379p .

Sun, Z.; Wang, C. H . Determination of Flory-Huggins interaction parameter and self-diffusion coefficients in ternary polymer solutions by quasielastic light scattering . J. Chem. Phys. , 1995 . 103 3762 - 3766 . DOI: 10.1063/1.470055 http://doi.org/10.1063/1.470055 .

DiPaola-Baranyi, G.; Guillet, J . Estimation of polymer solubility parameters by gas chromatography . Macromolecules , 1978 . 11 228 - 235 . DOI: 10.1021/ma60061a043 http://doi.org/10.1021/ma60061a043 .

Deshpande, D.; Tyagi, O . Gas chromatographic behavior of poly(vinyl acetate) at temperatures encompassing T g : determination of T g and η . Macromolecules , 1978 . 11 746 - 751 . DOI: 10.1021/ma60064a026 http://doi.org/10.1021/ma60064a026 .

Emerson, J. A.; Toolan, D. T. W.; Howse, J. R.; Furst, E. M.; Epps, T. H . Determination of solvent-polymer and polymer-polymer Flory-Huggins interaction parameters for poly(3-hexylthiophene) via solvent vapor swelling . Macromolecules , 2013 . 46 6533 - 6540 . DOI: 10.1021/ma400597j http://doi.org/10.1021/ma400597j .

Errede, L. Polymer swelling. 5 . Correlation of relative swelling of poly(styrene- co -divinylbenzene) with the Hildebrand solubility parameter of the swelling liquid . Macromolecules , 1986 . 19 1522 - 1525 . DOI: 10.1021/ma00160a006 http://doi.org/10.1021/ma00160a006 .

Sweere, A. J.; Fraaije, J. G . Prediction of polymer-solvent miscibility properties using the force field based quasi-chemical method PAC-MAC . Polymer , 2016 . 107 147 - 153 . DOI: 10.1016/j.polymer.2016.11.024 http://doi.org/10.1016/j.polymer.2016.11.024 .

Cui, F.; Chen, W.; Kong, X.; Liu, L.; Shi, C.; Li, Y . Anomalous dynamics of water in polyamide matrix . J. Phys. Chem. B , 2019 . 123 3086 - 3095 . DOI: 10.1021/acs.jpcb.9b01491 http://doi.org/10.1021/acs.jpcb.9b01491 .

Chen, W.; Cui, F.; Liu, L.; Li, Y . Assembled structures of perfluorosulfonic acid ionomers investigated by anisotropic modeling and simulations . J. Phys. Chem. B , 2017 . 121 9718 - 9724 . DOI: 10.1021/acs.jpcb.7b06412 http://doi.org/10.1021/acs.jpcb.7b06412 .

Lei, Q.-L.; Ciamarra, M. P.; Ni, R . Nonequilibrium strongly hyperuniform fluids of circle active particles with large local density fluctuations . Sci. Adv. , 2019 . 5 eaau7423 DOI: 10.1126/sciadv.aau7423 http://doi.org/10.1126/sciadv.aau7423 .

Li, Y.; Liu, L.; Chen, W.; An, L . Materials genome: research progress, challenges and outlook . Sci. Sin. Chim. , 2018 . 48 243 - 255 . DOI: 10.1360/N032017-00182 http://doi.org/10.1360/N032017-00182 .

Liu, L.; Ding, F.; Li, Y . Big data approach on polymer materials: fundamental, progress and challenge . Acta Polymerica Sinica (in Chinese) , 2022 . 52 1 - 17 . .

Chandrasekaran, A.; Kim, C.; Venkatram, S.; Ramprasad, R . A deep learning solvent-selection paradigm powered by a massive solvent/nonsolvent database for polymers . Macromolecules , 2020 . 53 4764 - 4769 . DOI: 10.1021/acs.macromol.0c00251 http://doi.org/10.1021/acs.macromol.0c00251 .

Greaves, T. L.; Drummond, C. J . Solvent nanostructure, the solvophobic effect and amphiphile self-assembly in ionic liquids . Chem. Soc. Rev. , 2013 . 42 1096 - 1120 . DOI: 10.1039/C2CS35339C http://doi.org/10.1039/C2CS35339C .

Postel, S.; Schneider, C.; Wessling, M . Solvent dependent solute solubility governs retention in silicone based organic solvent nanofiltration . J. Membr. Sci. , 2016 . 497 47 - 54 . DOI: 10.1016/j.memsci.2015.09.014 http://doi.org/10.1016/j.memsci.2015.09.014 .

Sanchez-Lengeling, B.; Roch, L. M.; Perea, J. D.; Langner, S.; Brabec, C. J.; Aspuru-Guzik, A . A Bayesian approach to predict solubility parameters . Adv. Theory Simul. , 2018 . 2 1800069 .

Mark, J. E. Physical properties of polymer handbook . Springer: 2007, Vol. 1076.

Potter, C. B.; Davis, M. T.; Albadarin, A. B.; Walker, G. M . Investigation of the dependence of the Flory-Huggins interaction parameter on temperature and composition in a drug-polymer system . Mol. Pharm. , 2018 . 15 5327 - 5335 . DOI: 10.1021/acs.molpharmaceut.8b00797 http://doi.org/10.1021/acs.molpharmaceut.8b00797 .

Van Dijk, M.; Wakker, A . Some observations on the behaviour of the thermodynamic interaction parameter in dilute polymer solutions . Polymer , 1993 . 34 132 - 137 . DOI: 10.1016/0032-3861(93)90295-L http://doi.org/10.1016/0032-3861(93)90295-L .

Lindvig, T.; Michelsen, M. L.; Kontogeorgis, G. M . A Flory-Huggins model based on the Hansen solubility parameters . Fluid Phase Equilib. , 2002 . 203 247 - 260 . DOI: 10.1016/S0378-3812(02)00184-X http://doi.org/10.1016/S0378-3812(02)00184-X .

Bicerano, J. Prediction of Polymer Properties . CRC Press: 2002 .

Barton, A. F. M. CRC handbook of solubility parameters and other cohesion parameters, second edition . CRC Press Taylor and Francis: 2017 p. 1−739.

Zade, S. S.; Zamoshchik, N.; Bendikov, M . From short conjugated oligomers to conjugated polymers. Lessons from studies on long conjugated oligomers . Acc. Chem. Res. , 2011 . 44 14 - 24 . DOI: 10.1021/ar1000555 http://doi.org/10.1021/ar1000555 .

RDKit: open-source cheminformatics. http://www.rdkit.org/. (accessed 23 Nov).

Rappé, A. K.; Casewit, C. J.; Colwell, K.; Goddard III, W. A.; Skiff, W. M . UFF, a full periodic table force field for molecular mechanics and molecular dynamics simulations . J. Am. Chem. Soc. , 1992 . 114 10024 - 10035 . DOI: 10.1021/ja00051a040 http://doi.org/10.1021/ja00051a040 .

Stewart, J. J. P. MOPAC2016. http://OpenMOPAC.net (accessed 29 Nov).

Bajusz, D.; Rácz, A.; Héberger, K . Why is Tanimoto index an appropriate choice for fingerprint-based similarity calculations . J. Cheminform. , 2015 . 7 1 - 13 . DOI: 10.1186/s13321-014-0049-z http://doi.org/10.1186/s13321-014-0049-z .

Liu, L.; Chen, W.; Liu, T.; Kong, X.; Zheng, J.; Li, Y . Rational design of hydrocarbon-based sulfonated copolymers for proton exchange membranes . J. Mater. Chem. A , 2019 . 7 11847 - 11857 . DOI: 10.1039/C9TA00688E http://doi.org/10.1039/C9TA00688E .

Ke, G.; Meng, Q.; Finley, T.; Wang, T.; Chen, W.; Ma, W.; Ye, Q.; Liu, T.-Y . Lightgbm: a highly efficient gradient boosting decision tree . Adv. Neural Inf. Process. Syst. , 2017 . 30 3146 - 3154 . .

Liu, T.; Liu, L.; Cui, F.; Ding, F.; Zhang, Q.; Li, Y . Predicting the performance of polyvinylidene fluoride, polyethersulfone and polysulfone filtration membranes using machine learning . J. Mater. Chem. A , 2020 . 8 21862 - 21871 . DOI: 10.1039/D0TA07607D http://doi.org/10.1039/D0TA07607D .

Spowage, B. M.; Bruce, C. L.; Hirst, J. D . Interpretable correlation descriptors for quantitative structure-activity relationships . J. Cheminform. , 2009 . 1 1 - 13 . DOI: 10.1186/1758-2946-1-1 http://doi.org/10.1186/1758-2946-1-1 .

Shang, B. Z.; Wang, Z.; Larson, R. G . Effect of headgroup size, charge, and solvent structure on polymer—Micelle interactions, studied by molecular dynamics simulations . J. Phys. Chem. B , 2009 . 113 15170 - 15180 . DOI: 10.1021/jp9057737 http://doi.org/10.1021/jp9057737 .

Ivanova, A.; Madjarova, G.; Tadjer, A.; Gospodinova, N . Effect of solvation and intermolecular interactions on the structure and optical properties of PANI oligomers . Int. J. Quantum Chem. , 2006 . 106 1383 - 1395 . DOI: 10.1002/qua.20896 http://doi.org/10.1002/qua.20896 .

Box, K.; Comer, J . Using measured p K a, Log P and solubility to investigate supersaturation and predict BCS class . Curr. Drug Metab. , 2008 . 9 869 - 878 . DOI: 10.2174/138920008786485155 http://doi.org/10.2174/138920008786485155 .

Papanu, J.; Hess, D.; Soane, D.; Bell, A . Dissolution of thin poly(methyl methacrylate) films in ketones, binary ketone/alcohol mixtures, and hydroxy ketones . J. Electrochem. Soc. , 1989 . 136 3077 DOI: 10.1149/1.2096404 http://doi.org/10.1149/1.2096404 .

Zhao, Y.; Liu, W.; Pei, X.; Yao, D . Refinement of the theoretical solubility model and prediction of solute solubility in mixed solvent systems . Fluid Phase Equilib. , 2017 . 437 43 - 55 . DOI: 10.1016/j.fluid.2017.01.006 http://doi.org/10.1016/j.fluid.2017.01.006 .

Song, Z.; Chiang, S . W.; Chu, X.; Du, H.; Li, J.; Gan, L.; Xu, C.; Yao, Y.; He, Y.; Li, B. Effects of solvent on structures and properties of electrospun poly(ethylene oxide) nanofibers . J. Appl. Polym. Sci. , 2018 . 135 45787 DOI: 10.1002/app.45787 http://doi.org/10.1002/app.45787 .

Etxabarren, C.; Iriarte, M.; Uriarte, C.; Etxeberrıa, A.; Iruin, J . Polymer-solvent interaction parameters in polymer solutions at high polymer concentrations . J. Chromatogr. A , 2002 . 969 245 - 254 . DOI: 10.1016/S0021-9673(02)00886-5 http://doi.org/10.1016/S0021-9673(02)00886-5 .

Chang, T . Polymer characterization by interaction chromatography . J. Polym. Sci., Part B: Polym. Phys. , 2005 . 43 1591 - 1607 . DOI: 10.1002/polb.20440 http://doi.org/10.1002/polb.20440 .

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