The absorption spectrum of cis-azobenzene

J 2017

The absorption spectrum of cis-azobenzene

VETRÁKOVÁ, Ľubica, Vít LADÁNYI, Jamaludin AL ANSHORI, Pavel DVOŘÁK, Jakob WIRZ et. al.

Basic information

Original name

The absorption spectrum of cis-azobenzene

Authors

VETRÁKOVÁ, Ľubica (703 Slovakia, belonging to the institution), Vít LADÁNYI (203 Czech Republic, belonging to the institution), Jamaludin AL ANSHORI (360 Indonesia, belonging to the institution), Pavel DVOŘÁK (203 Czech Republic, belonging to the institution), Jakob WIRZ (756 Switzerland) and Dominik HEGER (203 Czech Republic, guarantor, belonging to the institution)

Edition

PHOTOCHEMICAL AND PHOTOBIOLOGICAL SCIENCES, CAMBRIDGE, ROYAL SOC CHEMISTRY, 2017, 1474-905X

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10403 Physical chemistry

Country of publisher

United Kingdom of Great Britain and Northern Ireland

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

Odkaz na publikovaný článek na stránkách periodika.

Impact factor

Impact factor: 2.902

RIV identification code

RIV/00216224:14310/17:00095381

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.1039/c7pp00314e

UT WoS

000417283600002

Keywords in English

Azobenzene; spectra; molar absorption coefficients; photoisomerization

Abstract

V originále

Azobenzene is a prototypical photochromic molecule existing in two isomeric forms, which has numerous photochemical applications that rely on a precise knowledge of the molar absorption coefficients (e). Careful analysis revealed that the previously reported absorption spectra of the "pure" isomers were in fact mutually contaminated by small amounts of the other isomer. Therefore, the absorption spectra of both trans- and cis-azobenzene in methanol were re-determined at temperatures of 5-45 degrees C. The thermodynamically more stable trans-azobenzene was prepared by warming the solution in the dark. To obtain the spectrum of cis-azobenzene three methods were used, which gave consistent results within the limits of error. The method based on the subtraction of derivative spectra coupled with a global analysis of the spectra recorded during thermal cis-trans isomerization is shown to give slightly more reliable results than the method using isomeric ratios determined by 1H-NMR. The described methods are readily generalizable to other azobenzene derivatives and to other photochromic systems. The practical implication of the re-determined e values is demonstrated by a very high precision of spectrophotometric species analysis in azobenzene isomeric mixtures. The new e values imply that the previously reported quantum yields must be revised.

Links

GA15-12386S, research and development project

Name: Dynamika a (foto)chemie polutantů na rozhraních led/vzduch a voda/vzduch z experimentu i teorie

Investor: Czech Science Foundation

LM2015051, research and development project

Name: Centrum pro výzkum toxických látek v prostředí (Acronym: RECETOX RI)

Investor: Ministry of Education, Youth and Sports of the CR

LO1214, research and development project

Name: Centrum pro výzkum toxických látek v prostředí (Acronym: RECETOX)

Investor: Ministry of Education, Youth and Sports of the CR

Citovat

VETRÁKOVÁ, Ľubica, Vít LADÁNYI, Jamaludin AL ANSHORI, Pavel DVOŘÁK, Jakob WIRZ and Dominik HEGER. The absorption spectrum of cis-azobenzene. PHOTOCHEMICAL AND PHOTOBIOLOGICAL SCIENCES. CAMBRIDGE: ROYAL SOC CHEMISTRY, 2017, vol. 16, No 12, p. 1749-1756. ISSN 1474-905X. Available from: https://dx.doi.org/10.1039/c7pp00314e.

@article{1403006,
   author = {Vetráková, Ľubica and Ladányi, Vít and Al Anshori, Jamaludin and Dvořák, Pavel and Wirz, Jakob and Heger, Dominik},
   article_location = {CAMBRIDGE},
   article_number = {12},
   doi = {http://dx.doi.org/10.1039/c7pp00314e},
   keywords = {Azobenzene; spectra; molar absorption coefficients; photoisomerization},
   language = {eng},
   issn = {1474-905X},
   journal = {PHOTOCHEMICAL AND PHOTOBIOLOGICAL SCIENCES},
   title = {The absorption spectrum of cis-azobenzene},
   url = {http://pubs.rsc.org/en/content/articlelanding/2017/pp/c7pp00314e#!divAbstract},
   volume = {16},
   year = {2017}
}

TY  - JOUR
ID  - 1403006
AU  - Vetráková, Ľubica - Ladányi, Vít - Al Anshori, Jamaludin - Dvořák, Pavel - Wirz, Jakob - Heger, Dominik
PY  - 2017
TI  - The absorption spectrum of cis-azobenzene
JF  - PHOTOCHEMICAL AND PHOTOBIOLOGICAL SCIENCES
VL  - 16
IS  - 12
SP  - 1749-1756
EP  - 1749-1756
PB  - ROYAL SOC CHEMISTRY
SN  - 1474905X
KW  - Azobenzene
KW  - spectra
KW  - molar absorption coefficients
KW  - photoisomerization
UR  - http://pubs.rsc.org/en/content/articlelanding/2017/pp/c7pp00314e#!divAbstract
L2  - http://pubs.rsc.org/en/content/articlelanding/2017/pp/c7pp00314e#!divAbstract
N2  - Azobenzene is a prototypical photochromic molecule existing in two isomeric forms, which has numerous photochemical applications that rely on a precise knowledge of the molar absorption coefficients (e). Careful analysis revealed that the previously reported absorption spectra of the "pure" isomers were in fact mutually contaminated by small amounts of the other isomer. Therefore, the absorption spectra of both trans- and cis-azobenzene in methanol were re-determined at temperatures of 5-45 degrees C. The thermodynamically more stable trans-azobenzene was prepared by warming the solution in the dark. To obtain the spectrum of cis-azobenzene three methods were used, which gave consistent results within the limits of error. The method based on the subtraction of derivative spectra coupled with a global analysis of the spectra recorded during thermal cis-trans isomerization is shown to give slightly more reliable results than the method using isomeric ratios determined by 1H-NMR. The described methods are readily generalizable to other azobenzene derivatives and to other photochromic systems. The practical implication of the re-determined e values is demonstrated by a very high precision of spectrophotometric species analysis in azobenzene isomeric mixtures. The new e values imply that the previously reported quantum yields must be revised.
ER  -

VETRÁKOVÁ, Ľubica, Vít LADÁNYI, Jamaludin AL ANSHORI, Pavel DVOŘÁK, Jakob WIRZ and Dominik HEGER. The absorption spectrum of cis-azobenzene. \textit{PHOTOCHEMICAL AND PHOTOBIOLOGICAL SCIENCES}. CAMBRIDGE: ROYAL SOC CHEMISTRY, 2017, vol.~16, No~12, p.~1749-1756. ISSN~1474-905X. Available from: https://dx.doi.org/10.1039/c7pp00314e.

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