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Titolo:
Synthesis and photochemical properties of poly(ester-amide)s containing norbornadiene (NBD) residues
Autore:
Ikeda, A; Tsubata, A; Kameyama, A; Nishikubo, T;
Indirizzi:
Kanagawa18686, Fac Engn, Dept Appl Chem, Kanagawa Ku, Yokohama, Kanagawa 22 Kanagawa Univ Yokohama Kanagawa Japan 2218686 a Ku, Yokohama, Kanagawa 22
Titolo Testata:
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
fascicolo: 7, volume: 37, anno: 1999,
pagine: 917 - 926
SICI:
0887-624X(19990401)37:7<917:SAPPOP>2.0.ZU;2-D
Fonte:
ISI
Lingua:
ENG
Soggetto:
VALENCE ISOMERIZATION; MAIN-CHAIN; PHOTORESPONSIVE POLYAMIDES; QUADRICYCLANE DERIVATIVES; POLYMERS; MOIETIES; ACID; BIS(EPOXIDE)S; POLYADDITION; POLYESTERS;
Keywords:
norbornadiene; polyaddition; photochemical reaction; photosensitizer; quadricyclane; stored energies;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
19
Recensione:
Indirizzi per estratti:
Indirizzo: Nishikubo, T Kanagawaa,niv, Fac Engn, Dept Appl Chem, Kanagawa Ku, Rokkakubashi, Yokoham Kanagawa Univ Rokkakubashi Yokohama Kanagawa Japan 2218686 am
Citazione:
A. Ikeda et al., "Synthesis and photochemical properties of poly(ester-amide)s containing norbornadiene (NBD) residues", J POL SC PC, 37(7), 1999, pp. 917-926

Abstract

N,N'-Bis[(3-carboxynorbornadien-2-yl)carbonyl]-N,N'-diphenylethylenediamine (BNPE) was synthesized in 70% yield by the reaction of 2,5-norbornadiene-2,3-dicarboxylic acid anhydride with N,N'-diphenylethylenediamine. Other dicarboxylic acid derivatives containing norbornadiene (NBD) residues having N,N'-disubstituted amide groups were also prepared by the reaction of 2,5-NBD-2,3-dicarboxylic acid anhydride with certain secondary diamines. When the polyaddition of BNPE with bisphenol A diglycidyl ether (BPGE) was carriedout using tetrabutylammonium bromide as a catalyst in N-methyl-2-pyrrolidone at 100 degrees C for 12 h, a polymer with number average molecular weight of 69,800 was obtained in 98% yield. Polyadditions of other NBD dicarboxylic acid derivatives containing N,N'-disubstituted amide groups with BPGE were also performed under the same conditions. The reaction proceeded very smoothly to give the corresponding NBD poly(ester-amide)s in good yields. Photochemical reactions of the obtained polymers with N,N'-disubstituted amide groups on the NBD residue were examined, and it was found that these polymers were effectively sensitized by adding appropriate photosensitizers such as 4-(N,N-dimethylamino)benzophenone and 4,4'-bis(N,N-diethylamino)benzophenone in the film state. The stored energies in the quadricyclane groups of the polymers were also evaluated to be about 94 kJ/mol by DSC measurementof the irradiated polymer films. (C) 1999 John Wiley & Sons, Inc.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 02/12/20 alle ore 14:48:50