Synthesis and photoisomerization properties of polynorbornenes with azobenzene chromophores

Suk Hoon Kang; Hee Deuk Shin; Cha Hwan Oh; Dong Hoon Choi; Ki Hong Park

doi:10.5012/bkcs.2002.23.7.957

Synthesis and photoisomerization properties of polynorbornenes with azobenzene chromophores

Suk Hoon Kang, Hee Deuk Shin, Cha Hwan Oh, Dong Hoon Choi, Ki Hong Park

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

14 Citations (Scopus)

Abstract

We successfully synthesized the addition-type polynorbonenes (PNB) exhibiting photochromic properties and excellent thermal stability. Three norbornene-based monomers with different azobenzene moiety (R=NO₂, H, OCH₃) were synthesized by transesterification method. The corresponding PNB copolymers were synthesized by transition metal-catalyzed addition polymerization method, and characterized by GPC, UV-Vis spectroscopy, NMR, and thermal analysis. For comparison of the photochromic properties depending on the rigidity of polymer backbone, we prepared the polymethylmethacrylate (PMMA) copolymer with the corresponding azobenzene moiety. We investigated the photoisomerization behavior by means of optical muitichannel analyzer with Xe lamp as well as real-time UV-Vis spectroscopy with high-pressure mercury lamp. Among three PNB copolymers, a polymer with azobenzene (R=H) was the most adaptable for observation of photoisomerization behavior. It was found that the rate of photoisomerization and relaxation depended on the structure of azobenzene chromophore, rather than that of polymer backbone.

Original language	English
Pages (from-to)	957-963
Number of pages	7
Journal	Bulletin of the Korean Chemical Society
Volume	23
Issue number	7
DOIs	https://doi.org/10.5012/bkcs.2002.23.7.957
Publication status	Published - 2002 Jul 20
Externally published	Yes

Keywords

Azobenzene
Photochromic
Photoisomerization
Polynorbornene

ASJC Scopus subject areas

Chemistry(all)

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10.5012/bkcs.2002.23.7.957

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title = "Synthesis and photoisomerization properties of polynorbornenes with azobenzene chromophores",

abstract = "We successfully synthesized the addition-type polynorbonenes (PNB) exhibiting photochromic properties and excellent thermal stability. Three norbornene-based monomers with different azobenzene moiety (R=NO2, H, OCH3) were synthesized by transesterification method. The corresponding PNB copolymers were synthesized by transition metal-catalyzed addition polymerization method, and characterized by GPC, UV-Vis spectroscopy, NMR, and thermal analysis. For comparison of the photochromic properties depending on the rigidity of polymer backbone, we prepared the polymethylmethacrylate (PMMA) copolymer with the corresponding azobenzene moiety. We investigated the photoisomerization behavior by means of optical muitichannel analyzer with Xe lamp as well as real-time UV-Vis spectroscopy with high-pressure mercury lamp. Among three PNB copolymers, a polymer with azobenzene (R=H) was the most adaptable for observation of photoisomerization behavior. It was found that the rate of photoisomerization and relaxation depended on the structure of azobenzene chromophore, rather than that of polymer backbone.",

keywords = "Azobenzene, Photochromic, Photoisomerization, Polynorbornene",

author = "Kang, {Suk Hoon} and Shin, {Hee Deuk} and Oh, {Cha Hwan} and Choi, {Dong Hoon} and Park, {Ki Hong}",

year = "2002",

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doi = "10.5012/bkcs.2002.23.7.957",

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T1 - Synthesis and photoisomerization properties of polynorbornenes with azobenzene chromophores

AU - Kang, Suk Hoon

AU - Shin, Hee Deuk

AU - Oh, Cha Hwan

AU - Choi, Dong Hoon

AU - Park, Ki Hong

PY - 2002/7/20

Y1 - 2002/7/20

N2 - We successfully synthesized the addition-type polynorbonenes (PNB) exhibiting photochromic properties and excellent thermal stability. Three norbornene-based monomers with different azobenzene moiety (R=NO2, H, OCH3) were synthesized by transesterification method. The corresponding PNB copolymers were synthesized by transition metal-catalyzed addition polymerization method, and characterized by GPC, UV-Vis spectroscopy, NMR, and thermal analysis. For comparison of the photochromic properties depending on the rigidity of polymer backbone, we prepared the polymethylmethacrylate (PMMA) copolymer with the corresponding azobenzene moiety. We investigated the photoisomerization behavior by means of optical muitichannel analyzer with Xe lamp as well as real-time UV-Vis spectroscopy with high-pressure mercury lamp. Among three PNB copolymers, a polymer with azobenzene (R=H) was the most adaptable for observation of photoisomerization behavior. It was found that the rate of photoisomerization and relaxation depended on the structure of azobenzene chromophore, rather than that of polymer backbone.

AB - We successfully synthesized the addition-type polynorbonenes (PNB) exhibiting photochromic properties and excellent thermal stability. Three norbornene-based monomers with different azobenzene moiety (R=NO2, H, OCH3) were synthesized by transesterification method. The corresponding PNB copolymers were synthesized by transition metal-catalyzed addition polymerization method, and characterized by GPC, UV-Vis spectroscopy, NMR, and thermal analysis. For comparison of the photochromic properties depending on the rigidity of polymer backbone, we prepared the polymethylmethacrylate (PMMA) copolymer with the corresponding azobenzene moiety. We investigated the photoisomerization behavior by means of optical muitichannel analyzer with Xe lamp as well as real-time UV-Vis spectroscopy with high-pressure mercury lamp. Among three PNB copolymers, a polymer with azobenzene (R=H) was the most adaptable for observation of photoisomerization behavior. It was found that the rate of photoisomerization and relaxation depended on the structure of azobenzene chromophore, rather than that of polymer backbone.

KW - Azobenzene

KW - Photochromic

KW - Photoisomerization

KW - Polynorbornene

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SN - 0253-2964

VL - 23

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JO - Bulletin of the Korean Chemical Society

JF - Bulletin of the Korean Chemical Society

IS - 7

ER -

Synthesis and photoisomerization properties of polynorbornenes with azobenzene chromophores

Abstract

Keywords

ASJC Scopus subject areas

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