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Spiropyran과 Spirooxazine 유도체의 열변색 현상
이윤상,김종규,허영덕,김명건,Yoon Sang Lee,Jong Gyu Kim,Young Duk Huh,Myoung Kun Kim 대한화학회 1994 대한화학회지 Vol.38 No.12
열변색 현상을 나타내는 spiropyran과 spirooxazine 유도체의 흡수 스펙트럼을 관찰하였다. 흡수 스펙트럼의 용매효과를 관찰한 결과, 치환되지 않은 spiro 화합물은 merocyanine-like form이 quinoid type이며, 전자끄는기가 치환된 spiro 화합물은 merocyanine-like form이 zwitter-ion type임을 확인하였다. 닫힌형 구조와 merocyanine-like form 사이의 엔탈피 변화량을 측정하였다. Spiro 화합물의 엔탈피 변화량은 용매의 극성이 증가할수록 감소함을 관찰하였다. Merocyanine-like form의 흡수 스펙트럼을 세 개의 Lorentzian-Gaussian 곱함수의 띠로 분해하였으며, 각 띠의 모양이 용매에 어떻게 변화하는지도 관찰하였다. Absorption spectra of thermochromic spiropyran and spirooxazine derivatives were investigated. The effects of solvent polarity on the absorption spectra indicate that the merocyanine-like form of non-substituted spiro compound is likely to the quinoid type. However, the merocyanine-like form of electron-withdrawing substituted spiro compound is likely to the zwitter-ion type. The enthalpy changes between the closed and merocyanine-like forms were measured. The enthalpy change of spiro compound decreases as the solvent polarity increases. The UV-Vis spectrum of merocyanine-like form was resolved into three Lorentzian-Gaussian product bands. The solvent dependence of the amount of the three band was also examined.
金明建,許永德,金鍾珪 단국대학교 1994 論文集 Vol.28 No.-
The effect of solvnets upon the absorption spectra of open forms of spiroanthraoxazine and spiro-6-nitropyran have been examined. For the case of spiroanthraoxazine, the visible absorption maximum shifts to longer wavelength as the polarity of the solvent is increased(i.e., positive solvatochromism). The open structure of spiroanthraoxazine, may be considered the quinoid type. In spiro-6-nitropyran, a hypsochromic shift os observed as the polarity of solvent is increased (i.e., negative solvatochromism). It is likely that the open structure of spiro-6-nitropyran is the zwitter ion type. The enthalpy changies between the closed form and the open form of spiroanthraoxazine, and spiro-6-nitropyran were measured. Wiht increasing polarity of solvent, the enthalpy changies of spiroanthraoxazine, and spiro-6-nitropyran decrease.
3-isoamyl-ethyl-amino-6-methyl-7-anilino fluoran(S-205)의 열 변색 현상에 관한 열역학적 연구
김명건,허영덕,김종규 단국대학교 1999 論文集 Vol.34 No.-
Absorption spetra of thermochromic of 3-isoamylethyl-amino-6-methyl-7-anilino fluoran(S-205) was investigated. The S-205 exists as a colorless lactone in aprotic solvents. However, the S-205 exists in the form of an equilibrium mixture of a colored zwitter-ion and a colorless lactone in protic solvents. In order to understand the interaction between the S-205 and the solvent, absorption spectra of the S-205 in various solvents were measured. The systematic increase of the λ_max of the S-205 correlate with the solvent polarity of the solvent in protic solvent and aprotic solvent. The enthalpy changes of the S-205 has also been investigated. From the variation of absorbance with temperature, the standard enthalpy changes △H_0 the equilibrium between the lactone and the zwitter-ion in various solvents have been determined. The standard enthalpy change △H_0 is approximately -7 kJ/㏖ in protic solvents. In acidic solution, the standard enthalpy change is measured to be to zero in protic solvents within the experimental error. When the carboxylic group is protonated in acidic solution, a poor interaction between the dye and the solvent is expected.
許永德,金明建,金鍾珪 단국대학교 1995 論文集 Vol.29 No.-
The termochromism of OBD-2 has been examined. The OBD-2 exists as a colorless lactone in aprotic solvents. However, the OBD-2 exists in the form of an equilibrium imxture of a colored zwitter-ion and a colorless lactone in protic solvents. When an acid is added to the solution, the OBD-2 exists and equilibrium mixture as a colorless lactone and a colored cation even in aprotic solvents. In order to understand the interaction between the OBD-2 and the solvent, absorption spectra of the OBD-2 in various solvents were measured. The systematic increase of the λ_max of the OBD-2 correlate with the hydrogen-bond donor ability of the solvent in neutral solution. The thermodynamic parameters of the OBD-2 has also been investigated. From the variation of absorbance with temperature, the standard enthalpy changes △H^0 of the equilibrium between the lactone and the zwitter-ion in various solvents have been determined. The standard enthalpy change △H^0 is approximately -7 kJ/mol in protic solvents. In acidic solution, the standard enthalpy change is measured to be to zero in protic solvents within the experimental error. When the carboxylic group is protonated in acidic solution, a poor interaction between the dye and the solvent is expected.