New catalysts for polymerizations of substituted acetylenes

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

Research output: Contribution to journalArticle

28 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 languageEnglish (US)
Pages (from-to)146-164
Number of pages19
JournalACS Symposium Series
Volume760
StatePublished - Dec 1 2000

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Alkynes
Acetylene
Carbon Monoxide
Polymerization
Catalysts
Transition metal compounds
Cyclopentanes
Ether
Functional groups
Transition metals
Ethers
Esters
Moisture
Metals
Air

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Tang, B. Z., Xu, K., Sun, Q., Lee, P. P. S., Peng, H., Salhi, F., & Dong, Y. (2000). New catalysts for polymerizations of substituted acetylenes. ACS Symposium Series, 760, 146-164.
Tang, Ben Zhong ; Xu, Kaitian ; Sun, Qunhui ; Lee, Priscilla P.S. ; Peng, Han ; Salhi, Fouad ; Dong, Yuping. / New catalysts for polymerizations of substituted acetylenes. In: ACS Symposium Series. 2000 ; Vol. 760. pp. 146-164.
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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.",
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Tang, BZ, Xu, K, Sun, Q, Lee, PPS, Peng, H, Salhi, F & Dong, Y 2000, 'New catalysts for polymerizations of substituted acetylenes', ACS Symposium Series, vol. 760, pp. 146-164.

New catalysts for polymerizations of substituted acetylenes. / Tang, Ben Zhong; Xu, Kaitian; Sun, Qunhui; Lee, Priscilla P.S.; Peng, Han; Salhi, Fouad; Dong, Yuping.

In: ACS Symposium Series, Vol. 760, 01.12.2000, p. 146-164.

Research output: Contribution to journalArticle

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

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Y1 - 2000/12/1

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.

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Tang BZ, Xu K, Sun Q, Lee PPS, Peng H, Salhi F et al. New catalysts for polymerizations of substituted acetylenes. ACS Symposium Series. 2000 Dec 1;760:146-164.