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Title: Precise synthesis of thermoreversible block copolymers containing reactive furfuryl groups via living anionic polymerization: the countercation effect on block copolymerization behavior

Abstract

The anionic block copolymerization of 4,4' -vinylphenyl-N,N-bis(4-tert-butylphenyl)benzenamine (A) with furfuryl isocyanate (B) was carried out using potassium naphthalenide (K-Naph) in tetrahydrofuran at -78 and -98 °C to prepare well-defined block copolymers containing furan groups for the formation of thermoreversible networks via a Diels Alder (DA) reaction. While no block copolymerization was observed in the absence of sodium tetraphenylborate (NaBPh 4) due to side reactions, well-defined poly-(B-b-A-b-B) (PBAB) copolymers with controlled molecular weights (M n = 18 700 19 500 g mol -1) and narrow molecular weight distributions (M w/M n = 1.08 -1.17) were successfully synthesized in the presence of excess NaBPh 4. We prevented the occurrence of the undesirable side reactions during polymerization of B of NaBPh 4, which results in the change in the countercation from K + to Na + for further polymerization of B. Moreover, the cross-linking via the DA reaction between the furan groups of PBAB and bismaleimide was proved by FT-IR and differential scanning calorimetry (DSC), and the thermoreversible properties of the cross-linked polymer were subsequently investigated using DSC and solubility testing.

Authors:
 [1];  [2];  [2];  [3];  [1]
  1. Univ. of Tennessee, Knoxville, TN (United States)
  2. Indian Inst. of Technology (IIT), Kharagpur (India)
  3. Gwangju Inst. of Science and Technology (Korea, Republic of)
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
OSTI Identifier:
1265842
DOE Contract Number:  
AC05-00OR22725
Resource Type:
Journal Article
Journal Name:
Polymer Chemistry
Additional Journal Information:
Journal Volume: 6; Journal Issue: 37; Journal ID: ISSN 1759-9954
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE

Citation Formats

Kang, Beom-Goo, Pramanik, Nabendu B., Singha, Nikhil K., Lee, Jae-Suk, and Mays, Jimmy. Precise synthesis of thermoreversible block copolymers containing reactive furfuryl groups via living anionic polymerization: the countercation effect on block copolymerization behavior. United States: N. p., 2015. Web. doi:10.1039/C5PY00983A.
Kang, Beom-Goo, Pramanik, Nabendu B., Singha, Nikhil K., Lee, Jae-Suk, & Mays, Jimmy. Precise synthesis of thermoreversible block copolymers containing reactive furfuryl groups via living anionic polymerization: the countercation effect on block copolymerization behavior. United States. doi:10.1039/C5PY00983A.
Kang, Beom-Goo, Pramanik, Nabendu B., Singha, Nikhil K., Lee, Jae-Suk, and Mays, Jimmy. Fri . "Precise synthesis of thermoreversible block copolymers containing reactive furfuryl groups via living anionic polymerization: the countercation effect on block copolymerization behavior". United States. doi:10.1039/C5PY00983A.
@article{osti_1265842,
title = {Precise synthesis of thermoreversible block copolymers containing reactive furfuryl groups via living anionic polymerization: the countercation effect on block copolymerization behavior},
author = {Kang, Beom-Goo and Pramanik, Nabendu B. and Singha, Nikhil K. and Lee, Jae-Suk and Mays, Jimmy},
abstractNote = {The anionic block copolymerization of 4,4' -vinylphenyl-N,N-bis(4-tert-butylphenyl)benzenamine (A) with furfuryl isocyanate (B) was carried out using potassium naphthalenide (K-Naph) in tetrahydrofuran at -78 and -98 °C to prepare well-defined block copolymers containing furan groups for the formation of thermoreversible networks via a Diels Alder (DA) reaction. While no block copolymerization was observed in the absence of sodium tetraphenylborate (NaBPh4) due to side reactions, well-defined poly-(B-b-A-b-B) (PBAB) copolymers with controlled molecular weights (Mn = 18 700 19 500 g mol -1) and narrow molecular weight distributions (Mw/Mn = 1.08 -1.17) were successfully synthesized in the presence of excess NaBPh4. We prevented the occurrence of the undesirable side reactions during polymerization of B of NaBPh4, which results in the change in the countercation from K+ to Na+ for further polymerization of B. Moreover, the cross-linking via the DA reaction between the furan groups of PBAB and bismaleimide was proved by FT-IR and differential scanning calorimetry (DSC), and the thermoreversible properties of the cross-linked polymer were subsequently investigated using DSC and solubility testing.},
doi = {10.1039/C5PY00983A},
journal = {Polymer Chemistry},
issn = {1759-9954},
number = 37,
volume = 6,
place = {United States},
year = {2015},
month = {8}
}