The synthesis of new 3,4-(bisaryl)-1,8-naphthalimide and 2,3-(bisaryl)-7 H-benzimidazo[2,1-a]benzo[d]isoquinolin-7-one compounds and an investigation of their photochromic properties

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Küçük Resim

Tarih

2018

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Scientific Technical Research Council Turkey-Tubitak

Erişim Hakkı

info:eu-repo/semantics/openAccess

Özet

Three new photochromic compounds, 3-(2,5-dimethyl-3-thienyl)-4-(2-phenyl-5-methyl-4-thiazolyl)-l,8-naphthalimide (1-O), 2,3-bis(2-phenyl-5-methyl-4-thiazolyl)-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one (2-O), and 2,5-dimethyl-3-thienyl)-7H-benzimidazo[2,1-a]benzo[de]isoquinolin-7-one (3-O), were synthesized and their photochromic properties were studied. Compound 1-O was synthesized by two consecutive Suzuki coupling reactions using 2,5-dimethylthiophene-3-boronic acid and 5-methyl-2-phenylthiazole-4-boronic acid. Photochromic compounds 2-O and 3-O were prepared by multistep reactions starting with 3-iodo-4-bromo-1,8-naphthalic anhydride and 2,5-dimethylthiophene3-boronic acid or 2-phenyl-5-methylthiazole-4-boronic acid. All photochromic compounds showed a color change from colorless (or light yellow) to blue-green, purple, or orange colors (depending on the nature of the structures) on exposure to UV light at 365 nm in ethyl acetate solutions. The colored solutions can be reversed to the original colorless (or light yellow) solution by exposure to visible light at 530 nm.

Açıklama

orhan, ersin/0000-0002-5461-1005
WOS: 000440654100012

Anahtar Kelimeler

Diarylethene, photochromism, 1,8-naphthalimide, 1,8-naphthalic anhydride, 7 H-benzimidazo[2,1-a]benz[de] isoquinolin-7-one

Kaynak

Turkish Journal Of Chemistry

WoS Q Değeri

Q3

Scopus Q Değeri

Q3

Cilt

42

Sayı

4

Künye