Synthesis and polymerization of phenylacetylene having two carbazole units and properties of the formed polymer

Natsuhiro Sano; Kazuki Banzai; Shigeki Naka; Hiroyuki Okada; Fumio Sanda

doi:10.1002/pola.27557

Synthesis and polymerization of phenylacetylene having two carbazole units and properties of the formed polymer

Natsuhiro Sano, Kazuki Banzai, Shigeki Naka, Hiroyuki Okada, Fumio Sanda^*

^*Corresponding author for this work

Electric and Electronic Engineering

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

5 Scopus citations

Abstract

J Polym Sci Part A: Polym Chem 2015, 53, 1245-1251 Novel carbazole-containing acetylene monomer 1 was synthesized, polymerized and copolymerized with phenylacetylene (PA). Polymers with number-average molecular weights ranging from 7800 to 33,200 were obtained in 60%-quantitative yields. The absorption band edge of poly(1-co-PA) (1PA=8:2) was positioned at a wavelength longer than those of 1 and polyvinylcarbazole. The copolymer emitted fluorescence with 60% quantum yield, and worked as a hole transport material of an OLED.

Novel carbazole-containing acetylene monomer, 1-(3-ethynyl-9-carbazoyl)-4-(9-carbazoyl)benzene 1 was synthesized, polymerized, and copolymerized with phenylacetylene (PA) using [(nbd)RhCl]₂-Et₃N, Rh⁺(nbd)[η⁶-C₆H₅B^-(C₆H₅)₃], and WCl₆-Ph₄Sn as catalysts. Polymers with number-average molecular weights ranging from 7800 to 33,200 were obtained in 60%-quantitative yields. The absorption band edge of poly(1-co-PA) (1:PA=8:2) was positioned at a wavelength longer than those of 1 and polyvinylcarbazole. Poly(1-co-PA) (1:PA=8:2) emitted fluorescence with 60% quantum yield. Poly(1-co-PA) (1:PA=8:2) worked as a hole transport material of an OLED with tris(8-hydroxyquinoline)aluminum (Alq3) as an emission material.

Original language	English
Pages (from-to)	1245-1251
Number of pages	7
Journal	Journal of Polymer Science, Part A: Polymer Chemistry
Volume	53
Issue number	10
DOIs	https://doi.org/10.1002/pola.27557
State	Published - 2015/05/15

Keywords

conjugated polymers
fluorescence
polyacetylenes

ASJC Scopus subject areas

Polymers and Plastics
Organic Chemistry
Materials Chemistry

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10.1002/pola.27557

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title = "Synthesis and polymerization of phenylacetylene having two carbazole units and properties of the formed polymer",

abstract = "J Polym Sci Part A: Polym Chem 2015, 53, 1245-1251 Novel carbazole-containing acetylene monomer 1 was synthesized, polymerized and copolymerized with phenylacetylene (PA). Polymers with number-average molecular weights ranging from 7800 to 33,200 were obtained in 60%-quantitative yields. The absorption band edge of poly(1-co-PA) (1PA=8:2) was positioned at a wavelength longer than those of 1 and polyvinylcarbazole. The copolymer emitted fluorescence with 60% quantum yield, and worked as a hole transport material of an OLED.Novel carbazole-containing acetylene monomer, 1-(3-ethynyl-9-carbazoyl)-4-(9-carbazoyl)benzene 1 was synthesized, polymerized, and copolymerized with phenylacetylene (PA) using [(nbd)RhCl]2-Et3N, Rh+(nbd)[η6-C6H5B-(C6H5)3], and WCl6-Ph4Sn as catalysts. Polymers with number-average molecular weights ranging from 7800 to 33,200 were obtained in 60%-quantitative yields. The absorption band edge of poly(1-co-PA) (1:PA=8:2) was positioned at a wavelength longer than those of 1 and polyvinylcarbazole. Poly(1-co-PA) (1:PA=8:2) emitted fluorescence with 60% quantum yield. Poly(1-co-PA) (1:PA=8:2) worked as a hole transport material of an OLED with tris(8-hydroxyquinoline)aluminum (Alq3) as an emission material.",

keywords = "conjugated polymers, fluorescence, polyacetylenes",

author = "Natsuhiro Sano and Kazuki Banzai and Shigeki Naka and Hiroyuki Okada and Fumio Sanda",

note = "Publisher Copyright: {\textcopyright} 2015 Wiley Periodicals, Inc.",

year = "2015",

month = may,

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doi = "10.1002/pola.27557",

language = "英語",

volume = "53",

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T1 - Synthesis and polymerization of phenylacetylene having two carbazole units and properties of the formed polymer

AU - Sano, Natsuhiro

AU - Banzai, Kazuki

AU - Naka, Shigeki

AU - Okada, Hiroyuki

AU - Sanda, Fumio

PY - 2015/5/15

Y1 - 2015/5/15

N2 - J Polym Sci Part A: Polym Chem 2015, 53, 1245-1251 Novel carbazole-containing acetylene monomer 1 was synthesized, polymerized and copolymerized with phenylacetylene (PA). Polymers with number-average molecular weights ranging from 7800 to 33,200 were obtained in 60%-quantitative yields. The absorption band edge of poly(1-co-PA) (1PA=8:2) was positioned at a wavelength longer than those of 1 and polyvinylcarbazole. The copolymer emitted fluorescence with 60% quantum yield, and worked as a hole transport material of an OLED.Novel carbazole-containing acetylene monomer, 1-(3-ethynyl-9-carbazoyl)-4-(9-carbazoyl)benzene 1 was synthesized, polymerized, and copolymerized with phenylacetylene (PA) using [(nbd)RhCl]2-Et3N, Rh+(nbd)[η6-C6H5B-(C6H5)3], and WCl6-Ph4Sn as catalysts. Polymers with number-average molecular weights ranging from 7800 to 33,200 were obtained in 60%-quantitative yields. The absorption band edge of poly(1-co-PA) (1:PA=8:2) was positioned at a wavelength longer than those of 1 and polyvinylcarbazole. Poly(1-co-PA) (1:PA=8:2) emitted fluorescence with 60% quantum yield. Poly(1-co-PA) (1:PA=8:2) worked as a hole transport material of an OLED with tris(8-hydroxyquinoline)aluminum (Alq3) as an emission material.

AB - J Polym Sci Part A: Polym Chem 2015, 53, 1245-1251 Novel carbazole-containing acetylene monomer 1 was synthesized, polymerized and copolymerized with phenylacetylene (PA). Polymers with number-average molecular weights ranging from 7800 to 33,200 were obtained in 60%-quantitative yields. The absorption band edge of poly(1-co-PA) (1PA=8:2) was positioned at a wavelength longer than those of 1 and polyvinylcarbazole. The copolymer emitted fluorescence with 60% quantum yield, and worked as a hole transport material of an OLED.Novel carbazole-containing acetylene monomer, 1-(3-ethynyl-9-carbazoyl)-4-(9-carbazoyl)benzene 1 was synthesized, polymerized, and copolymerized with phenylacetylene (PA) using [(nbd)RhCl]2-Et3N, Rh+(nbd)[η6-C6H5B-(C6H5)3], and WCl6-Ph4Sn as catalysts. Polymers with number-average molecular weights ranging from 7800 to 33,200 were obtained in 60%-quantitative yields. The absorption band edge of poly(1-co-PA) (1:PA=8:2) was positioned at a wavelength longer than those of 1 and polyvinylcarbazole. Poly(1-co-PA) (1:PA=8:2) emitted fluorescence with 60% quantum yield. Poly(1-co-PA) (1:PA=8:2) worked as a hole transport material of an OLED with tris(8-hydroxyquinoline)aluminum (Alq3) as an emission material.

KW - conjugated polymers

KW - fluorescence

KW - polyacetylenes

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SN - 0887-624X

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EP - 1251

JO - Journal of Polymer Science, Part A: Polymer Chemistry

JF - Journal of Polymer Science, Part A: Polymer Chemistry

IS - 10

ER -

Synthesis and polymerization of phenylacetylene having two carbazole units and properties of the formed polymer

Abstract

Keywords

ASJC Scopus subject areas

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