Dendritic and hyperbranched polyphenylenes via a simple Diels-Alder route

被引：127

作者：

Morgenroth, F ^{[1
]}

Mullen, K ^{[1
]}

机构：

[1] MAX PLANCK INST POLYMER RES,D-55128 MAINZ,GERMANY

来源：

TETRAHEDRON | 1997年 / 53卷 / 45期

关键词：

D O I：

10.1016/S0040-4020(97)00967-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Diels-Alder route to dendritic and hyperbranched polyphenylenes, based on hexa(penta)phenylbenzene units, is described. Using ethynyl-, propynyl- and phenylethynyl-substituted tetraphenylcyclopentadienones 1c-e, hyperbranched polymers with molecular weights M-w as high as 107,000 g mol(-1) are obtained. The new dendritic polyphenylene 5c is synthesized starting from 3,3',5,5'-tetraethynylbiphenyl (2c) via a repetitive Diels-Alder-deprotection sequence, employing tetraphenylcyclopentadienones 1a and 1b. (C) 1997 Elsevier Science Ltd.

引用

页码：15349 / 15366

页数：18

共 40 条

[1] ALTENBACH HJ, 1991, ORGANIC SYNTHESIS HI, P181
[2] SUBSTITUTED PENTAPHENYL-CYCLOPENTADIENYL COMPOUNDS AND TETRACYCLONES .6. CONDENSATION MECHANISM OF MONO-PARA-SUBSTITUTED BENZILS AND DIBENZYL KETONES INTO TETRA CYCLONES
BROSER, W
REUSCH, J
KURRECK, H
SIEGLE, P
[J]. CHEMISCHE BERICHTE-RECUEIL, 1969, 102 (05): : 1715 - &
[3] Diels O, 1928, LIEBIGS ANN CHEM, V460, P98
[4] Highly arylated benzene offsprings (I Announcement)
Dilthey, W
Schommer, W
Trosken, O
[J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1933, 66 : 1627 - 1628
[5] High arylated aromatic compounds (IV. Announcement).
Dilthey, W
Hurtig, G
[J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1934, 67 : 2004 - 2007
[6] Frechet J. V. J., 1996, COMPREHENSIVE POLYM, P70
[7] Dendrimers - From esthetics to applications
Frey, H
Lorenz, K
Lach, C
[J]. CHEMIE IN UNSERER ZEIT, 1996, 30 (02) : 75 - 85
[8] POLY[N]ACENE PRECURSORS VIA REPETITIVE DIELS-ALDER REACTIONS WITH DEHYDROBENZENES
HORN, T
WEGENER, S
MULLEN, K
[J]. MACROMOLECULAR CHEMISTRY AND PHYSICS, 1995, 196 (08) : 2463 - 2474
[9] KALINOWSKI HO, 1984, 13C NMR SPEKTROSKOPI, P74
[10] Kim Y.H., 1989, US Patent, Patent No. 4857630

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