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Synthesis of poly(isopropenylphenoxy propylene carbonate) and its facile side‐chain functionalization into hydroxy‐polyurethanes

Isopropenyl phenol ( 4‐IPP ) is a versatile dual functional intermediate that can be prepared readily from bisphenol‐A ( BPA ). Through etherification with epichlorohydrin to the phenolic group of 4‐IPP , it can be converted into 4‐isopropenyl phenyl glycidyl ether ( IPGE ). On further reaction with... Full description

Contributors: Huang, Chun Chieh
Lin, Ching Hsuan
Dai, Shenghong A
Contained in: Journal of polymer science / A Hoboken, NJ [u.a.] : Wiley Vol. 54, No. 6 (2016), p. 802-808
Journal Title: Journal of polymer science / A
Fulltext access:
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Links: Volltext (dx.doi.org)
Additional Link (onlinelibrary.wiley.com)
Additional Link (search.proquest.com)
ISSN: 0360-6376
DOI: 10.1002/pola.27914
Regional Holdings: TIB – German National Library of Science and Technology
Language: English
Notes: Copyright: © 2015 Wiley Periodicals, Inc.
ID (e.g. DOI, URN): 10.1002/pola.27914
1762523629
PPN (Catalogue-ID): OLC1972986937
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Internes Format
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520 |a Isopropenyl phenol ( 4‐IPP ) is a versatile dual functional intermediate that can be prepared readily from bisphenol‐A ( BPA ). Through etherification with epichlorohydrin to the phenolic group of 4‐IPP , it can be converted into 4‐isopropenyl phenyl glycidyl ether ( IPGE ). On further reaction with carbon dioxide in the presence of tetra‐n‐butyl ammonium bromide ( TBAB ) as the catalyst, IPGE was transformed into 4‐isopropenylphenoxy propylene carbonate ( IPPC ) in 90% yield. Cationic polymerization of IPPC with strong acid such as trifluoromethanesulfonic acid or boron trifluoride diethyl etherate as the catalyst at −40 °C gave a linear poly(isopropenylphenoxy propylene carbonate), poly( IPPC ), with multicyclic carbonate groups substituted uniformly at the side‐chains of the polymer. The cyclic carbonate groups of poly( IPPC ) were further reacted with different aliphatic amines and diamines resulting in formation of polymers with hydroxy‐polyurethane on side‐chains. Syntheses, characterizations of poly( IPPC ) and its conversion into hydroxy‐polyurethane crosslinked polymers were presented. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016 , 54 , 802–808 Synthesis of hydroxyl‐polyurethanes through a ring‐opening reaction of cyclic carbonate with amines is a potentially useful green process without toxic isocyanates. In this study, a linear homo‐polymer, poly(isopropenylphenoxy propylene carbonate), [poly (IPPC) ] is prepared, possessing multi‐cyclic carbonates on the side‐chain through cationic polymerization of IPPC . Thus, curing of the poly( IPPC ) with diamines readily resulted in the formation of hydroxyl‐polyurethanes on the side‐chain which were characterized by the initial soluble phase but then turned into the final insoluble crosslinked films upon solvent removal. 
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700 1 |a Lin, Ching Hsuan 
700 1 |a Dai, Shenghong A 
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