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

Yoon Ki Choi, Eunkyoung Kim, Sam Rok Keum

Research output: Contribution to journalArticle

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 languageEnglish
Pages (from-to)8861-8864
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number48
DOIs
Publication statusPublished - 1998 Nov 26

Fingerprint

Styrene
Polymerization
Terpolymers
Polymers
Monomers
Irradiation
Derivatives
Light
indoline
1-hexanol
salicylaldehyde

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

@article{ac2d6c1b674d4b45822e65d693eb1cb1,
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}",
year = "1998",
month = "11",
day = "26",
doi = "10.1016/S0040-4039(98)01901-7",
language = "English",
volume = "39",
pages = "8861--8864",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "48",

}

Synthesis and polymerization of 6-(alkyloxyphenyl)carbonyl substituted spirobenzopyran. / Choi, Yoon Ki; Kim, Eunkyoung; Keum, Sam Rok.

In: Tetrahedron Letters, Vol. 39, No. 48, 26.11.1998, p. 8861-8864.

Research output: Contribution to journalArticle

TY - JOUR

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

AU - Choi, Yoon Ki

AU - Kim, Eunkyoung

AU - Keum, Sam Rok

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.

UR - http://www.scopus.com/inward/record.url?scp=0032569816&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0032569816&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(98)01901-7

DO - 10.1016/S0040-4039(98)01901-7

M3 - Article

AN - SCOPUS:0032569816

VL - 39

SP - 8861

EP - 8864

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 48

ER -