A3B and ABAB aminophthalocyanines: Building blocks for dimeric and polymeric constructs

BOZKURT EKREN S., DUMOULİN F., Musluoglu E., AHSEN V., GÜNGÖR Ö.

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, cilt.23, ss.1448-1454, 2019 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 23
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1142/s1088424619501499
  • Dergi Adı: JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1448-1454
  • Anahtar Kelimeler: asymmetric phthalocyanine, dimer, polymer, PHOTOPHYSICAL PROPERTIES, TIN(IV) PHTHALOCYANINES, LIQUID-CRYSTALS, METAL-COMPLEXES, SUBSTITUTION, INACTIVATION, INDIUM(III), DERIVATIVES, SENSITIZERS, COPPER(II)
  • Kocaeli Üniversitesi Adresli: Evet

Özet

Mono or diamino phthalocyanines with A3B or crosswise ABAB substitution patterns have been synthesized and used as building blocks for the preparation of dimeric and polymeric phthalocyanines. For this, 4,5-di(dodecylsulfanyl) phthalonitrile was converted into 1 ,3-diimino-6,7-di-(n-dodecylsulfanyl)-isoiminoindoline and then reacted with 6-nitro-1,3,3-trichloroisoindoline. The nitro functions on the resulting inseparable mixture of A3B and ABAB phthalocyanines were reduced into amines by Na2S and the phthalocyanines could be chromatographically separated. Dimeric phthalocyanine was synthesized by the reaction of the mono-amino AB3 with sebacoyldichloride, and a poorly soluble linear polymeric material was obtained by reaction of the ABAB di-amino phthalocyanine with sebacoyl dichloride.