86704-82-7Relevant articles and documents
Discotic liquid crystals of transition metal complexes, 53?: Synthesis and mesomorphism of phthalocyanines substituted by m -alkoxyphenylthio groups
Chino, Yoshiaki,Ohta, Kazuchika,Kimura, Mutsumi,Yasutake, Mikio
, p. 159 - 178 (2017/07/11)
We have successfully synthesized a series of novel octakis(m-alkoxyphenylthio)phthalocyaninato copper(II) complexes, (m-CnOPhS)8PcCu (n = 2, 4, 6, 8, 10, 12, 14, 16: 1b~1i), by our developed method to reveal their mesomorphism. The phase transition behavior and mesophase structures have been established by using a polarizing optical microscope, a differential scanning calorimeter, and a temperature-dependent small angle X-ray diffractometer. Interestingly, the very short chain-substituted derivatives, (m-C1OPhS)8PcCu (1a) and (m-C2OPhS)8PCu (1b), show a hexagonal ordered columnar (Colho) mesophase, whereas each of the other longer-chain-substituted derivatives, (m-CnOPhS)8PcCu (n = 4~16: 1c~1i), shows only rectangular ordered columnar (Colro) mesophase(s). In contrast to the present longer-chain-substituted phenylthio derivatives, each of the previous longer-chain-substituted phenoxy derivatives, (m-CnOPhO)8PcCu (n = 10-20), shows a different columnar mesophase of Colho. We discuss this difference of mesomorphism from the viewpoint of the different steric hindrance originated by the peripheral substituents, PhO and PhS groups. Moreover, we could estimate the optical band gaps of (m-C10OPhO)8PcCu and (m-C10OPhS)8PcCu (1f) from absorption edge of the Q-bands to be 1.79 eV and 1.70 eV, respectively. Therefore, the phenylthio-substituted derivative gave a narrower band gap byca. 0.1 eV in comparison with the phenoxy-substituted derivative.
Perinone dyestuffs
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, (2008/06/13)
Dyestuffs consisting of the mixture of isomers of the formulae STR1 wherein R1 is hydrogen, alkyl with 1 to 20 carbon atoms, alkoxyalkyl or alkoxycarbonyl each with up to 4 carbon atoms, benzyl, alkoxycarbonyl with up to 20 carbon atoms or phenyl, R2 is alkoxycarbonyl with up to 20 carbon atoms, cyano, alcanoyl, alkoxyalkoxycarbonyl each with up to 4 carbon atoms, carbonamido, phenylcarbonamido, mono- or dialkylcarbonamido with up to 8 carbon atoms or cyclohexylcarbonamido, R3 and R4 are identical and are hydrogen or alkoxy with 1 to 4 carbon atom atoms or R3 is alkoxy with 1 to 4 carbon atoms and R4 is hydrogen and R is phenylthio which may be substituted by one or two chlorine or bromine atoms, alkyl, alkoxy, carbalkoxy, alkylsulfonyl groups and with up to 4 carbon atoms or a cyano, trifluoromethyl or nitro group; naphthylthio, pyridinethio, benzimidazolyl-2-thio, benzoxazolyl-2-thio, benzthiazolyl-2-thio or an amino group of the formula STR2 wherein R5 and R6 are hydrogen, alkyl or hydroxyalkyl with 1 to 4 carbon atoms or phenyl, or together are piperidine, morpholine or piperazine. The new dyestuffs are very suitable for the dyeing of synthetic materials such as polyethylene-glycol terephthalate, acetyl cellulose or polyamides. They yield brilliant greenish yellow to orange red shades which have a good fastness to light and to thermofixation. They are also very suitable for the dyeing of fibre-forming polymers such as for example polyethylene-glycol terephthalate in the mass. Furthermore, a big part of the dyestuffs can be used for dyeing synthetic fibre materials such as polyester fibers from organic solvents, for example perchloroethylene.