<em>N</em>,<em>N'</em>-二-[3-羟基-4-(2-苯并噻唑)苯基]脲的光谱实验与密度泛函理论研究

引用本文: 崔颖娜, 尹静梅, 贾颖萍, 李慎敏. N,N'-二-[3-羟基-4-(2-苯并噻唑)苯基]脲的光谱实验与密度泛函理论研究[J]. 物理化学学报, 2015, 31(9): 1647-1654. doi: 10.3866/PKU.WHXB201506182 shu

Citation: CUI Ying-Na, YIN Jing-Mei, JIA Ying-Ping, LI Shen-Min. Experimental and Density Functional Theoretical Studies on the Spectra of N,N'-di[3-hydroxy-4-(2-benzothiazole)phenyl]urea[J]. Acta Physico-Chimica Sinica, 2015, 31(9): 1647-1654. doi: 10.3866/PKU.WHXB201506182 shu

N,N'-二-[3-羟基-4-(2-苯并噻唑)苯基]脲的光谱实验与密度泛函理论研究

基金项目:
国家自然科学基金(21133005) (21133005)

辽宁省自然科学基金(201205535) (201205535)

辽宁省教育厅2010年度高等学校科研项目(重点实验室项目)(LS2010005)资助 (重点实验室项目)(LS2010005)

摘要:

利用实验观测与密度泛函理论(DFT)计算方法考察了新化合物N,N'-二-[3-羟基-4-(2-苯并噻唑)苯基]脲(4-DHBTU)的红外、核磁与紫外吸收光谱性质. 与单体2-(4-氨基-2-羟苯基)苯并噻唑(4-AHBT)相比, 4-DHBTU的实验紫外吸收强度显著增强, 最大吸收峰发生了明显红移, 并呈现出双吸收峰特征. 结合实验光谱数据与密度泛函理论计算分析表明, 4-DHBTU分子最稳定的基态异构体为cis-C₁₁和trans-C₁₁, 而导致上述紫外光谱差异的主要原因是4-DHBTU样品中cis-C₁₁, trans-C₁₁, cis-C₂₂, trans-C₂₂等多种异构体共存. 此外, 4-DHBTU与溶剂二甲基亚砜(DMSO)间氢键作用使得核磁实验中4-DHBTU的15H、16H氢谱化学位移显著增大.

关键词:

English

Experimental and Density Functional Theoretical Studies on the Spectra of N,N'-di[3-hydroxy-4-(2-benzothiazole)phenyl]urea

1.
1 College of Environment and Chemical Engineering, Dalian University, Dalian 116622, Liaoning Province, P. R. China;
2 Liaoning Key Laboratory of Bio-organic Chemistry, Dalian University, Dalian 116622, Liaoning Province, P. R. China
Received Date: 11 May 2015
Available Online: 06 September 2015
Fund Project:
国家自然科学基金(21133005)

辽宁省自然科学基金(201205535)

辽宁省教育厅2010年度高等学校科研项目(重点实验室项目)(LS2010005)资助

Abstract:

The experimental infrared (IR), nuclear magnetic resonance (NMR), and ultraviolet (UV) spectra, and density functional theory (DFT) calculations of the novel compound N,N'-di[3-hydroxy-4-(2-benzothiazole) phenyl]urea (4-DHBTU) are presented. Compared with the UV spectra of the 2-(4-amino-2-hydroxyphenyl) benzothiazole (4-AHBT) monomer, the experimental spectra of 4-DHBTU, a dimer of 4-AHBT, show dualwavelength absorption with significantly enhanced absorption intensity and an obvious red shift of the maximum absorption peak. Analysis of the experimental spectra and the DFT calculations shows that the structures of cis-C₁₁ and trans-C₁₁ are the two most stable conformers, and that the main reason for the different UV spectral properties of the dimer and monomer is the coexistence of cis-C₁₁, trans-C₁₁, cis-C₂₂, and trans-C₂₂ in the 4-DHBTU sample. In addition, the DFT calculations indicate that a hydrogen-bonding interaction between 4-DHBTU and the dimethyl sulfoxide (DMSO) solvent leads to a large 1H NMR chemical shift for atoms 15H and 16H in 4-DHBTU.

Key words:

N,N'-di[3-hydroxy-4-(2-benzothiazole)phenyl]urea
/ Ultraviolet spectroscopy
/ Excited state
/ Density functional theory

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1.
沈阳化工大学材料科学与工程学院沈阳 110142

N,N'-二-[3-羟基-4-(2-苯并噻唑)苯基]脲的光谱实验与密度泛函理论研究

English

Experimental and Density Functional Theoretical Studies on the Spectra of N,N'-di[3-hydroxy-4-(2-benzothiazole)phenyl]urea

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

N,N'-二-[3-羟基-4-(2-苯并噻唑)苯基]脲的光谱实验与密度泛函理论研究

English

Experimental and Density Functional Theoretical Studies on the Spectra of N,N'-di[3-hydroxy-4-(2-benzothiazole)phenyl]urea

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs