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Nonlinear optical properties of peripheral symmetrically and non-symmetrically 4-(trifluoromethoxy)phenoxy substituted zinc phthalocyanines
Synthetic Metals ( IF 4.0 ) Pub Date : 2020-08-01 , DOI: 10.1016/j.synthmet.2020.116440
Nazli Farajzadeh , Gülşen Kösoğlu , Murat Erdem , Gönül Eryürek , Makbule Burkut Koçak

Abstract In this work, new non-symmetrical, peripherally substituted metallophthalocyanines, namely 2(3)-[(4-nitrophenyl)ethynyl]-{9,10,16,17,23,24-hexakis-(4-(trifluoromethoxy)phenoxy)-phthalocyaninato}zinc (1b) and 2(3)-[(4-nitrophenyl)ethynyl]-{9(10),16(17),23(24)-tris-(4-(trifluoromethoxy)phenoxy)-phthalocyaninato}zinc (2b) were prepared. Structural elucidation of the novel zinc phthalocyanines was carried out with well-known spectroscopic methods. The solubility of the phthalocyanines was investigated in organic solvents like tetrahydrofuran, dichloromethane, and dimethyl sulfoxide. The effect of concentration on aggregation behavior of the resulting phthalocyanines (1b and 2b) was examined in a wide area ranging from 4 × 10−6 to 14 × 10−6 M in tetrahydrofuran. Aggregation properties of the macrocyclic molecules (1b and 2b) were also investigated in many organic solvents. Based on the data existing in the literature, peripherally octa- and tetra-substituted zinc phthalocyanines (1a and 2a) with 4-(trifluoromethoxy)phenoxy moieties were synthesized. Optical limiting and the third-order nonlinear properties of symmetrically and non-symmetrically substituted phthalocyanines were determined and compared with each other.

中文翻译:

外围对称和非对称 4-(三氟甲氧基)苯氧基取代的酞菁锌的非线性光学性质

摘要 在这项工作中,新的非对称、外围取代的金属酞菁,即 2(3)-[(4-硝基苯基)乙炔基]-{9,10,16,17,23,24-hexakis-(4-(trifluoromethoxy)苯氧基)-酞菁}锌 (1b) 和 2(3)-[(4-硝基苯基) 乙炔基]-{9(10),16(17),23(24)-tris-(4-(三氟甲氧基)苯氧基)制备-酞菁}锌(2b)。使用众所周知的光谱方法对新型锌酞菁进行了结构解析。在有机溶剂如四氢呋喃、二氯甲烷和二甲亚砜中研究了酞菁的溶解度。在四氢呋喃中从 4 × 10-6 到 14 × 10-6 M 的大范围内检查了浓度对所得酞菁(1b 和 2b)聚集行为的影响。还在许多有机溶剂中研究了大环分子(1b 和 2b)的聚集特性。根据文献中现有的数据,合成了具有 4-(三氟甲氧基)苯氧基部分的外围八取代和四取代锌酞菁(1a 和 2a)。对称和非对称取代的酞菁的光学限制和三阶非线性特性被确定并相互比较。
更新日期:2020-08-01
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