New catalysts for polymerizations of substituted acetylenes

Ben Zhong Tang; Kaitian Xu; Qunhui Sun; Priscilla P.S. Lee; Han Peng; Fouad Salhi; Yuping Dong

doi:10.1021/bk-2000-0760.ch009

New catalysts for polymerizations of substituted acetylenes

Ben Zhong Tang^*
, Kaitian Xu
, Qunhui Sun
, Priscilla P.S. Lee
, Han Peng
, Fouad Salhi
, Yuping Dong

^*Corresponding author for this work

Hong Kong University of Science and Technology

Research output: Contribution to journal › Article › peer-review

30 Citations (Scopus)

Abstract

A variety of transition metal catalysts have been developed for the polymerizations of different types of substituted acetylenes. [Rh(nbd)Cl]₂ (nbd = 2,5-norbornadiene) and WCl₆-Ph₄Sn/dioxane are effective catalysts for polymerizations of acetylenes containing polar functional groups such as cyano, ether, and ester units. Stereoregular poly(phenylacetylenes) are produced by aqueous polymerizations catalyzed by Rh complexes including [Rh(nbd)Cl]₂, [Rh(cod)Cl]₂, Rh(cod)(pip)Cl, [Rh(cod)Cl]₂(pda), Rh(cod)(bbpmt), Rh(cod)(NH₃)Cl, [Rh(cod)(mid)₂]PF₆, Rh(nbd)(tos)(H₂O), and Rh(cod)(tos)(H₂O) (cod = 1,5-cyclooctadiene, pip = piperidine, pda = o-phenyldiamine, bbpmt = bis(4-t-butyl)-2-pyridylmethanethiolate, mid = N-methylimidazole, and tos = p-toluenesulfonate). Air-and moisture-stable metal carbonyl complexes W(CO)₃(mes) (mes = mesitylene) and Mo(CO)₄(nbd) effectively initiate polymerizations of phenylacetylene and 1-chloro-1-octyne without the use of cocatalyst and photoirradiation. A number of transition metal compounds including TaCl₅, NbCl₅, Mo(CO)₄(nbd), [W(CO)₃cp]₂ (cp = cyclopentadiene), PdCl₂-ClSiMe₃, and Pd/C-ClSiMe₃ catalyze polycyclotrimerizations of terminal and internal diacetylenes (diynes) such as 1,8-nonadiyne, 1,9-decadiyne, 3,9-dodecadiyne, and 1,9-bis(trimethylsilyl)-1,8-nonadiyne, yielding soluble hyperbranched poly(phenylenealkenes) under mild conditions.

Original language	English
Pages (from-to)	146-164
Number of pages	19
Journal	ACS Symposium Series
Volume	760
DOIs	https://doi.org/10.1021/bk-2000-0760.ch009
Publication status	Published - 2000
Externally published	Yes

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@article{549c67f437e54384a9706357c6a4d6c1,

title = "New catalysts for polymerizations of substituted acetylenes",

abstract = "A variety of transition metal catalysts have been developed for the polymerizations of different types of substituted acetylenes. [Rh(nbd)Cl]2 (nbd = 2,5-norbornadiene) and WCl6-Ph4Sn/dioxane are effective catalysts for polymerizations of acetylenes containing polar functional groups such as cyano, ether, and ester units. Stereoregular poly(phenylacetylenes) are produced by aqueous polymerizations catalyzed by Rh complexes including [Rh(nbd)Cl]2, [Rh(cod)Cl]2, Rh(cod)(pip)Cl, [Rh(cod)Cl]2(pda), Rh(cod)(bbpmt), Rh(cod)(NH3)Cl, [Rh(cod)(mid)2]PF6, Rh(nbd)(tos)(H2O), and Rh(cod)(tos)(H2O) (cod = 1,5-cyclooctadiene, pip = piperidine, pda = o-phenyldiamine, bbpmt = bis(4-t-butyl)-2-pyridylmethanethiolate, mid = N-methylimidazole, and tos = p-toluenesulfonate). Air-and moisture-stable metal carbonyl complexes W(CO)3(mes) (mes = mesitylene) and Mo(CO)4(nbd) effectively initiate polymerizations of phenylacetylene and 1-chloro-1-octyne without the use of cocatalyst and photoirradiation. A number of transition metal compounds including TaCl5, NbCl5, Mo(CO)4(nbd), [W(CO)3cp]2 (cp = cyclopentadiene), PdCl2-ClSiMe3, and Pd/C-ClSiMe3 catalyze polycyclotrimerizations of terminal and internal diacetylenes (diynes) such as 1,8-nonadiyne, 1,9-decadiyne, 3,9-dodecadiyne, and 1,9-bis(trimethylsilyl)-1,8-nonadiyne, yielding soluble hyperbranched poly(phenylenealkenes) under mild conditions.",

author = "Tang, \{Ben Zhong\} and Kaitian Xu and Qunhui Sun and Lee, \{Priscilla P.S.\} and Han Peng and Fouad Salhi and Yuping Dong",

year = "2000",

doi = "10.1021/bk-2000-0760.ch009",

language = "English",

volume = "760",

pages = "146--164",

journal = "ACS Symposium Series",

issn = "0097-6156",

publisher = "American Chemical Society",

}

TY - JOUR

T1 - New catalysts for polymerizations of substituted acetylenes

AU - Tang, Ben Zhong

AU - Xu, Kaitian

AU - Sun, Qunhui

AU - Lee, Priscilla P.S.

AU - Peng, Han

AU - Salhi, Fouad

AU - Dong, Yuping

PY - 2000

Y1 - 2000

N2 - A variety of transition metal catalysts have been developed for the polymerizations of different types of substituted acetylenes. [Rh(nbd)Cl]2 (nbd = 2,5-norbornadiene) and WCl6-Ph4Sn/dioxane are effective catalysts for polymerizations of acetylenes containing polar functional groups such as cyano, ether, and ester units. Stereoregular poly(phenylacetylenes) are produced by aqueous polymerizations catalyzed by Rh complexes including [Rh(nbd)Cl]2, [Rh(cod)Cl]2, Rh(cod)(pip)Cl, [Rh(cod)Cl]2(pda), Rh(cod)(bbpmt), Rh(cod)(NH3)Cl, [Rh(cod)(mid)2]PF6, Rh(nbd)(tos)(H2O), and Rh(cod)(tos)(H2O) (cod = 1,5-cyclooctadiene, pip = piperidine, pda = o-phenyldiamine, bbpmt = bis(4-t-butyl)-2-pyridylmethanethiolate, mid = N-methylimidazole, and tos = p-toluenesulfonate). Air-and moisture-stable metal carbonyl complexes W(CO)3(mes) (mes = mesitylene) and Mo(CO)4(nbd) effectively initiate polymerizations of phenylacetylene and 1-chloro-1-octyne without the use of cocatalyst and photoirradiation. A number of transition metal compounds including TaCl5, NbCl5, Mo(CO)4(nbd), [W(CO)3cp]2 (cp = cyclopentadiene), PdCl2-ClSiMe3, and Pd/C-ClSiMe3 catalyze polycyclotrimerizations of terminal and internal diacetylenes (diynes) such as 1,8-nonadiyne, 1,9-decadiyne, 3,9-dodecadiyne, and 1,9-bis(trimethylsilyl)-1,8-nonadiyne, yielding soluble hyperbranched poly(phenylenealkenes) under mild conditions.

AB - A variety of transition metal catalysts have been developed for the polymerizations of different types of substituted acetylenes. [Rh(nbd)Cl]2 (nbd = 2,5-norbornadiene) and WCl6-Ph4Sn/dioxane are effective catalysts for polymerizations of acetylenes containing polar functional groups such as cyano, ether, and ester units. Stereoregular poly(phenylacetylenes) are produced by aqueous polymerizations catalyzed by Rh complexes including [Rh(nbd)Cl]2, [Rh(cod)Cl]2, Rh(cod)(pip)Cl, [Rh(cod)Cl]2(pda), Rh(cod)(bbpmt), Rh(cod)(NH3)Cl, [Rh(cod)(mid)2]PF6, Rh(nbd)(tos)(H2O), and Rh(cod)(tos)(H2O) (cod = 1,5-cyclooctadiene, pip = piperidine, pda = o-phenyldiamine, bbpmt = bis(4-t-butyl)-2-pyridylmethanethiolate, mid = N-methylimidazole, and tos = p-toluenesulfonate). Air-and moisture-stable metal carbonyl complexes W(CO)3(mes) (mes = mesitylene) and Mo(CO)4(nbd) effectively initiate polymerizations of phenylacetylene and 1-chloro-1-octyne without the use of cocatalyst and photoirradiation. A number of transition metal compounds including TaCl5, NbCl5, Mo(CO)4(nbd), [W(CO)3cp]2 (cp = cyclopentadiene), PdCl2-ClSiMe3, and Pd/C-ClSiMe3 catalyze polycyclotrimerizations of terminal and internal diacetylenes (diynes) such as 1,8-nonadiyne, 1,9-decadiyne, 3,9-dodecadiyne, and 1,9-bis(trimethylsilyl)-1,8-nonadiyne, yielding soluble hyperbranched poly(phenylenealkenes) under mild conditions.

UR - https://www.scopus.com/pages/publications/0042916294

U2 - 10.1021/bk-2000-0760.ch009

DO - 10.1021/bk-2000-0760.ch009

M3 - Article

AN - SCOPUS:0042916294

SN - 0097-6156

VL - 760

SP - 146

EP - 164

JO - ACS Symposium Series

JF - ACS Symposium Series

ER -

New catalysts for polymerizations of substituted acetylenes

Abstract

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