A method for regulating the maximum critical solubility temperature of zwitterionic polymers through terminal group modification

A zwitterionic polymer technology, which is applied in the field of regulating the maximum critical mutual solubility temperature of zwitterionic polymer propanesulfonate), can solve the problems of difficulty in improving UCST and single responsiveness of zwitterionic polymers, and achieves improving UCST and broadening applications. Foreground, simple effect of aggregation method

Active Publication Date: 2021-07-20
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
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Problems solved by technology

The linear polymer (PDMAPS) obtained by the polymerization of the carboxyl-terminated RAFT reagent has good pH responsiveness; the UCST of the linear polymer obtained by the polymerization of the ester-terminated RAFT reagent has been significantly improved, thereby solving the problem of single responsiveness of the zwitterionic polymer. Problems that are difficult to improve in UCST

Method used

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  • A method for regulating the maximum critical solubility temperature of zwitterionic polymers through terminal group modification
  • A method for regulating the maximum critical solubility temperature of zwitterionic polymers through terminal group modification
  • A method for regulating the maximum critical solubility temperature of zwitterionic polymers through terminal group modification

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Experimental program
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Effect test

Embodiment 1

[0029] The design degree of polymerization is 80, and 20 mL of trifluoroethanol solvent and 3.0 g of zwitterionic monomer 3-(2-methacryloyloxyethyldimethylamino)propanesulfonate (DMAPS) are added to the round-bottomed flask, with There is a carboxyl trithioester RAFT reagent ECT (structural formula and nuclear magnetic resonance 1 H NMR spectrum see figure 1) 0.035g and initiator ACVA0.00753g, reacted at 70°C for 24h, and the product was dialyzed through a 3000MW molecular weight dialysis bag for 48h to obtain zwitterionic polymers (PDMAPS) with terminal carboxyl groups (structural formula and nuclear magnetic resonance 1 H NMR spectrum see figure 2 ). The resulting carboxyl-terminated zwitterionic linear polymer (ECT-PDMAPS 80 ) has multiple stimuli responsiveness. When pH=3, UCST can be increased to 13.5°C, and when pH=10, UCST can be decreased to 2.5°C, and the corresponding range of the whole pH can reach 11°C. The problem of the corresponding singleness of the zwitte...

Embodiment 2

[0031] The design degree of polymerization is 200, and 20 mL of trifluoroethanol solvent and 3.0 g of zwitterionic monomer 3-(2-methacryloyloxyethyldimethylamino)propanesulfonate (DMAPS) are added to the round-bottomed flask. There is a carboxyl trithioester RAFT reagent ECT (structural formula and nuclear magnetic resonance 1 H NMR spectrum see figure 1 ) 0.014g and initiator ACVA0.003g, reacted at 70°C for 24h, and the product was dialyzed through a 3000MW molecular weight dialysis bag for 48h to obtain a zwitterionic polymer with terminal carboxyl groups (structural formula and nuclear magnetic resonance 1 H NMR spectrum see figure 2 ). The resulting carboxyl-terminated zwitterionic linear polymer (ECT-PDMAPS 200 ) has multiple stimuli responsiveness. When pH=3, UCST can be increased to 34°C, and when pH=10, UCST can be decreased to 23.5°C, and the corresponding range of the whole pH can reach 10.5°C. The problem of the corresponding singleness of the zwitterionic poly...

Embodiment 3

[0033] The design degree of polymerization is 300, and 20 mL of trifluoroethanol solvent and 3.0 g of zwitterionic monomer 3-(2-methacryloyloxyethyldimethylamino)propanesulfonate (DMAPS) are added to the round-bottomed flask. There is a carboxyl trithioester RAFT reagent ECT (structural formula and nuclear magnetic resonance 1 H NMR spectrum see figure 1 ) 0.0036g and initiator ACVA0.00072g, reacted at 70°C for 24h, and the product was dialyzed through a 3000MW molecular weight dialysis bag for 48h to obtain a zwitterionic polymer with terminal carboxyl groups (structural formula and nuclear magnetic resonance 1 H NMR spectrum see figure 2 ). The resulting carboxyl-terminated zwitterionic linear polymer (ECT-PDMAPS 300 ) has multiple stimuli responsiveness. When pH=3, UCST can be increased to 44°C, and when pH=10, UCST can be reduced to 35°C, and the corresponding range of the whole pH can reach 9°C. The problem of the corresponding singleness of the zwitterionic polymer ...

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Abstract

The invention discloses a method for adjusting and controlling the maximum critical mutual solubility temperature of zwitterionic polymers through terminal group modification. Zwitterionic polymers are obtained by polymerizing functional RAFT reagents. The UCST of carboxyl-terminated polymers can be regulated by pH; the ester-terminated polymers The UCST has increased substantially. The zwitterionic monomer is called 3-(2-methacryloyloxyethyl dimethylamino) propanesulfonate (DMAPS), and its polymer is called PDMAPS, and the molar ratio of DMAPS and RAFT reagent in the polymer system is n: 1 (n=80-500); ECT is carboxyl-terminated RAFT reagent 4-cyano-4-(((ethylthio)carbonyl)thio)pentanoic acid. This end group modification method solves the problem that the zwitterionic polymer has a single response and the UCST is difficult to improve, and is expected to be applied in fields that are sensitive to pH environments such as water treatment and drug carriers.

Description

technical field [0001] The present invention relates to a method for controlling the maximum critical solubility temperature (UCST) of zwitterionic polymers (poly 3-(2-methacryloyloxyethyldimethylamino)propanesulfonate (PDMAPS)) by modifying terminal groups method. More specifically, the present invention relates to the use of the carboxyl-terminated RAFT agent 4-cyano-4-(((ethylthio)thiocarbonyl)thio)pentanoic acid (ECT) and the ester-terminated RAFT agent 4-cyano- Methyl 4-(((ethylthio)thiocarbonyl)thio)pentanoate (C 1 -ECT), ethyl 4-cyano-4-(((ethylthio)thiocarbonyl)thio)pentanoate (C 2 -ECT), 4-cyano-4-(((ethylthio)thiocarbonyl)thio)hexyl pentanoate (C 6 -ECT) and 4-cyano-4-(((ethylthio)thiocarbonyl)thio)phenethyl valerate (C p -ECT). Polymerized to obtain sulfobetaine type zwitterionic polymers (PDMAPS), carboxyl-terminated polymers have UCST that can be adjusted by pH, and UCST increases with the decrease of pH; at the same molecular weight, terminal ester group mod...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F120/58C08F2/38
CPCC08F2/38C08F120/58C08F2438/03
Inventor 冯岸超李智李昊郝博韬唐艺菁张立群
Owner BEIJING UNIV OF CHEM TECH
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