Synthesis and polymerization of 6-(alkyloxyphenyl)carbonyl substituted spirobenzopyran

Yoon Ki Choi; Eunkyoung Kim; Sam Rok Keum

doi:10.1016/S0040-4039(98)01901-7

Synthesis and polymerization of 6-(alkyloxyphenyl)carbonyl substituted spirobenzopyran

Yoon Ki Choi, Eunkyoung Kim, Sam Rok Keum

Department of Chemical and Biomolecular Engineering

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

8 Citations (Scopus)

Abstract

6-(Alkyloxyphenyl)carbonyl substituted spirobenzopyran (COSP) was synthesized from 6-(hydroxyphenylcarbonyl)substituted salicylaldehyde and indoline, followed by alkylhydroxylation with 6-chloro-1-hexanol. Resulting COSP was modified to a methacryloyl substituted COSP derivative, which are polymerized with styrene (ST) and butylmethacrylate (BMA) to give a terpolymer of COSP-ST-BMA (PCOSP). COSP monomers and PCOSP were thermally more stable than 6-nitrospirobenzopyran. Fast photochromic coloration was observed from a COSP doped polymer or PCOSP film upon irradiation with a light of 340 nm.

Original language	English
Pages (from-to)	8861-8864
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	48
DOIs	https://doi.org/10.1016/S0040-4039(98)01901-7
Publication status	Published - 1998 Nov 26

Bibliographical note

Funding Information:
This study was supported by a grant provided by the Ministry of Science and Technology

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(98)01901-7

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title = "Synthesis and polymerization of 6-(alkyloxyphenyl)carbonyl substituted spirobenzopyran",

abstract = "6-(Alkyloxyphenyl)carbonyl substituted spirobenzopyran (COSP) was synthesized from 6-(hydroxyphenylcarbonyl)substituted salicylaldehyde and indoline, followed by alkylhydroxylation with 6-chloro-1-hexanol. Resulting COSP was modified to a methacryloyl substituted COSP derivative, which are polymerized with styrene (ST) and butylmethacrylate (BMA) to give a terpolymer of COSP-ST-BMA (PCOSP). COSP monomers and PCOSP were thermally more stable than 6-nitrospirobenzopyran. Fast photochromic coloration was observed from a COSP doped polymer or PCOSP film upon irradiation with a light of 340 nm.",

author = "Choi, {Yoon Ki} and Eunkyoung Kim and Keum, {Sam Rok}",

note = "Funding Information: This study was supported by a grant provided by the Ministry of Science and Technology",

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doi = "10.1016/S0040-4039(98)01901-7",

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T1 - Synthesis and polymerization of 6-(alkyloxyphenyl)carbonyl substituted spirobenzopyran

AU - Choi, Yoon Ki

AU - Kim, Eunkyoung

AU - Keum, Sam Rok

N1 - Funding Information: This study was supported by a grant provided by the Ministry of Science and Technology

PY - 1998/11/26

Y1 - 1998/11/26

N2 - 6-(Alkyloxyphenyl)carbonyl substituted spirobenzopyran (COSP) was synthesized from 6-(hydroxyphenylcarbonyl)substituted salicylaldehyde and indoline, followed by alkylhydroxylation with 6-chloro-1-hexanol. Resulting COSP was modified to a methacryloyl substituted COSP derivative, which are polymerized with styrene (ST) and butylmethacrylate (BMA) to give a terpolymer of COSP-ST-BMA (PCOSP). COSP monomers and PCOSP were thermally more stable than 6-nitrospirobenzopyran. Fast photochromic coloration was observed from a COSP doped polymer or PCOSP film upon irradiation with a light of 340 nm.

AB - 6-(Alkyloxyphenyl)carbonyl substituted spirobenzopyran (COSP) was synthesized from 6-(hydroxyphenylcarbonyl)substituted salicylaldehyde and indoline, followed by alkylhydroxylation with 6-chloro-1-hexanol. Resulting COSP was modified to a methacryloyl substituted COSP derivative, which are polymerized with styrene (ST) and butylmethacrylate (BMA) to give a terpolymer of COSP-ST-BMA (PCOSP). COSP monomers and PCOSP were thermally more stable than 6-nitrospirobenzopyran. Fast photochromic coloration was observed from a COSP doped polymer or PCOSP film upon irradiation with a light of 340 nm.

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Synthesis and polymerization of 6-(alkyloxyphenyl)carbonyl substituted spirobenzopyran

Abstract

Bibliographical note

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