Multi-branched carbazole derivatives for two-photon absorption and two-photon excited fluorescence

Carbazole-core multi-branched chromophores 9-ethyl- 3, 6-bis （ 2- { 4- [ 5- （4-tert-butyl-phenyl） - [ 1, 3, 4 ] oxadiazol-2-yl ] - phenyl }-vinyl） -carbazole（3） and 9-ethyl-3-（ 2- {4-[ 5-（4-tert-butyl- phenyl） -[ 1, 3, 4 ] oxadiazol-2-yl ] -phenyl }-vinyl ） -carbazole （ 2 ） are synthesized through Wittig reaction and characterized by nuclear magnetic resonance（NMR）and infrared（IR）. The two- photon absorption properties of chromophores are investigated. These chromophores exhibit large two-photon absorption crosssections and strong blue two-photon excited fluorescence. The cooperative enhancement of two-photon absorption（TPA） in the multi-branched structures is observed. This enhancement is partly attributed to the electronic coupling between the branches. The electronic push-pull structures in the arm and their cooperative effects help the extended charge transfer for TPA.

A Fluorescent Probe based on a Carbazole Derivative for Detecting Brilliant Blue in Food

Here a fluorescent probe based on a carbazole derivative(CNS)was developed to increase the detection range and reduce the detection limit of brilliant blue.Characteristics of CNS are studied.Due to the quenching ability of colorants,CNS shows an excellent current response to brilliant blue(from 1 to 10μM)with a detection limit of 2.7×10^(-8)mol/L(3σ/k)in the conditions of a 1:1 volume ratio of water to tetrahydrofuran.And the stability and reproducibility of CNS in the detection of actual samples indicate great potential for application.

NOVEL RED LIGHT-EMITTING POLYMERS BASED ON 2,7-CARBAZOLE AND THIOPHENE DERIVATIVES

A series of conjugated copolymers derived from 9-ethylhexyl-2,7-carbazole(Cz)and 4,7-di(4-hexylthien-2-yl)- 2,1,3-benzothiadiazole(DHTBT)was synthesized by Suzuki polycondensation.The photo-and electro-luminescent properties of these polymers were investigated.Efficient energy transfer from the Cz segment to the DHTBT unit occurs even if the DHTBT content as low as 1 mol%.PL emission was red-shifted significantly from 645 nm to 700 nm with the increase in DHTBT content by 1-50 mol%.PL efficiencies decreased...

Synthesis and Crystal Structure of 3,6-Bis(4,4,4-trifluorobutane-1,3-dione)-9-n-butylcarbazole

A novel bis（β-diketonate） derivate, 3,6-bis（4,4,4-trifluorobutane-1,3-dione）-9-n- butylcarbazole 1, was synthesized and structurally characterized by single-crystal X-ray diffrac- tion. The crystal belongs to the monoclinic system, space group P2 1/c with a = 10.961（6）, b = 22.942（13）, c = 9.408（6）A, α = 90, β = 109.663（9）, y = 90°, V = 2228（2）A^3, Z = 4, Dc = 1.489 g/cm^3, C24H19F6NO4, Mr = 499.40, F（000） = 1024 and μ = 0.134 mm^-1. The structure was refined to the final R = 0.0699 and wR = 0.1627 for 3744 independent reflections （Rint = 0.1288） and 1349 observed reflections （I 〉 2σ（I））. Compound 1 consists of carbazole unit and two terminal diketonate groups, in which carbazole and its two adjacent diketonate rings are almost coplanar. Moreover, compound 1 was characterized with IR, elemental analysis, IH NMR, MS, electronic absorption, and single-photon fluorescence.

Carbazole and tetrahydro-carboline derivatives as dopamine D_(3) receptor antagonists with the multiple antipsychotic-like properties

Dopamine D_(3) receptor(D_(3)R)is implicated in multiple psychotic symptoms.Increasing the D_(3)R selectivity over dopamine D_2 receptor(D_2R)would facilitate the antipsychotic treatments.Herein,novel carbazole and tetrahydro-carboline derivatives were reported as D_(3)R selective ligands.Through a structure-based virtual screen,ZLG-25(D_(3)R K_i=685 nmol/L;D_2R K_i>10,000 nmol/L)was identified as a novel D_(3)R selective bitopic ligand with a carbazole scaffold.Scaffolds hopping led to the discovery of novel D_(3)R-selective analogs with tetrahydro-β-carboline or tetrahydro-γ-carboline core.Further functional studies showed that most derivatives acted as h D_(3)R-selective antagonists.Several lead compounds could dose-dependently inhibit the MK-801-induced hyperactivity.Additional investigation revealed that 23j and 36b could decrease the apomorphine-induced climbing without cataleptic reaction.Furthermore,36b demonstrated unusual antidepressant-like activity in the forced swimming tests and the tail suspension tests,and alleviated the MK-801-induced disruption of novel object recognition in mice.Additionally,preliminary studies confirmed the favorable PK/PD profiles,no weight gain and limited serum prolactin levels in mice.These results revealed that 36b provided potential opportunities to new antipsychotic drugs with the multiple antipsychotic-like properties.

Synthesis,Crystal Structure and Density Functional Theory Studies of 9-Hexyl-3-((pyridin-4-yl)vinyl)-9H-carbazol

A novel pyridine derivate, 9-hexyl-3-（（pyridin-4-yl）vinyl）-9H-carbazole, was synthesized and characterized by 1H NMR spectra and X-ray diffraction analysis. The complex crystallizes in monoclinic, space group P21/n with a = 9.111（5）, b = 8.239（5）, c = 26.835（5） A, β = 95.340（5）°, Mr = 354.48, V = 2005.6（17） A3, Z = 4, Dc = 1.174 g/cm3,μ = 0.068 mm^-1, F（000） = 760, R = 0.0565 and wR = 0.1550 for 12635 observed reflections （I 〉 2σ（I））. Density functional theory （DFT） calculations were carried out to interpret its UV-Vis spectra, and the results are in agreement with the available experiments.

~1H NMR STUDY OF INTERACTION BETWEEN CARBAZOLE DERIVATIVES AND ELECTRON ACCEPTOR MOLECULES

The interactions between carbazole derivatives （D） and electron aeceptor molecules （A） have been studied by 1H NMR. The results reveal that A and D（in CCl4 solution） formed strong or weak complexes AD, and there existed the following

EXCIPLEXES FORMED BETWEEN DIMETHYL TEREPHTHALATE AND CARBAZOLE DERIVATIVES

Ⅰ. INTRODUCTION Carbazole is a heterocyclic compound. Poly N-vinylcarbazole is a photoconductive material. Therefore, much attention has been paid to the study of the properties of carbazole derivatives. In 1978, Guillet et al. reported that exciplex can

CHARGE TRANSFER POLYMERIZATION——THE POLYMERIZATION OF ACRYLONITRILE INITIATED BY CARBAZOLE AND ITS DERIVATIVES

The photopolymerization of acrylonitrile (AN) initited by aromatic tertiary amine, phenothiazine, diphenylsulfide triphenylphosphine, etc. are known to proceed by a charge transfer process with the formation of an exciplex. Recently we have briefly reported that the N-vinylcarbazole (VCZ) is an excellent photoinitiator for AN polymeriza-

THE NUCLEAR MAGNETIC RESONANCES OF CARBAZOLE DERIVATIVES

In this paper, 1H, 13C nuclear magnetic resonance （NMR） data of 14 carbazolc derivativesand 13C spin-lattice relaxation time of some derivatives are presented. The theoretical 1HNMR spectra of the carbazole ring protons in the 14 derivatives are calculated to matchthe experimental spectra by NMRCAL program. The effects of the carbazole ring on thechemical shifts of the protons and carbons of the R-group are discussed. The substituenteffects of carbazole ring on the α-H, β-H, α-C, β-C and v-C of the R-group are estimated. Itis found the the 1JCH of CH2 bonded to N in the R=--CH2--R’(R’=CnH2n+1),--CH2--O,--CH2--CH2--Br and--CH2--CH=CH2 derivatives are additive and can be expressed by 1JCH=8x+8y+8z,where 8x, 8y and εz are respectively the contributions of substituents x, y and z to 1JCH.

咔唑基化学传感器识别各种阴离子研究进展

随着工业的快速发展,阴离子的数量在大幅上升,阴离子识别与检测面临着重大挑战。作为优异的供电子荧光团,咔唑特殊的含氮芳杂环结构,活跃的分子内电荷转移和优秀的空穴传输性能,以及独特的理化性质,使其在光化学传感领域有着广阔的应用前景,因此发展咔唑基衍生物作为化学传感器识别阴离子是一种有效的途径。根据不同的阴离子类型,将近十年各种咔唑衍生物的荧光性质及其在阴离子识别检测方面的研究成果进行了总结,并对未来的发展进行展望。

己基咔唑衍生物电化学传感器制备及Mn^(2+)检测应用

采用vilsmeier甲酰化和羟醛缩合法合成N-己基咔唑衍生物,通过红外光谱、质谱和核磁共振氢谱对化合物结构进行表征确证;采用滴涂法制备N-己基咔唑/r GO/GCE复合电极,通过循环伏安曲线测试和阻抗测试进行表征;采用循环伏安检测Mn^(2+)。结果表明HD4/r GO/GCE对Mn^(2+)电化学响应较好。在扫描速度50 m V/s、p H=4的优化条件下,Mn^(2+)浓度在2~200μmol/L线性关系良好,最低检测限为0.298μmol/L(S/N=3)。选取最优修饰电极用于Mn^(2+)标准品测定,加标回收率为98.0%~101.0%。结果表明HD4/r GO/GCE具有良好的稳定性、重复性和抗干扰性。

酮肟化合物与酰胺衍生物的合成及光谱学性能研究

为探讨酮肟化合物及其酰胺衍生物的光谱学性能,采用亲核取代和亲核加成反应制备出具有咔唑基团的酮肟化合物,并通过Beckmann重排反应制备其相应的酰胺衍生物,对合成的化合物进行核磁和红外表征.结果表明,由于结构的变化,相应的酮化合物、酮肟化合物和酰胺化合物光谱学性能不同,且酮肟化合物具备溶剂效应,而酰胺衍生物对溶剂依赖性小.

基于咔唑类给体分子的给-受体型热活化延迟荧光材料研究进展

热活化延迟荧光(Thermally activated delayed fluorescence,TADF)材料是新一代发光材料,可以通过吸收环境中的热量使分子的三重态转换为单重态,理论上激子利用率达到100%,量子效率大大提高,在有机发光二极管(Organic light-emitting diode,OLED)中有广阔的应用前景。给-受体(Donor-acceptor,D-A)型的纯有机分子是关注度较高的一类TADF分子。其中咔唑作为一种给体单元,易经其他取代基修饰形成新给体,使D-A分子具有较小的最低三重态和单重态的能级差ΔEST,是经常选用的给体基团。另外,理论计算在研究咔唑衍生物分子的TADF性质,预测其在OLED中的性能方面发挥了重要作用。本文综述了基于不同咔唑类给体构筑的D-A结构的TADF分子,依据咔唑分子上取代基的不同,具体介绍了近五年各类TADF分子的结构特点和发光效率,重点讨论了这些分子在器件应用方面的性能,并且结合理论计算分析的结果总结了可能改变D-A型TADF性质的因素,期望能够为未来设计和合成性能更加优异的含咔唑给体的D-A型TADF分子提供有价值的研究思路。

催化合成咔唑工艺研究

主要研究了在壳聚糖羟基上接枝 N 甲基 2吡咯烷酮后再络合钯制成壳聚糖衍生物钯配合物催化剂( CS NCO Pd) ,并使用该催化剂催化合成灰白色片状咔唑结晶 ,红外光谱分析符合标准图谱 ,测定熔点为2 4 1 .5℃ ,含量测定为 96 .9% ,总收率可达 72 .5%。

3,6-二氨基咔唑衍生物的合成及与DNA的相互作用

以咔唑为起始原料,通过硝化、还原、酰化合成了3,6-二(3-丙酰氯氨基)咔唑,再分别与4个含氮化合物进行烷基化反应,合成了4个具有不同取代基的3,6-二氨基咔唑衍生物,用1HNMR、13CNMR和ESI-MS进行了结构表征。通过UV-Vis谱、荧光光谱、圆二色谱和热变性实验研究了合成化合物与小牛胸腺(Ct)-DNA的结合能力。结果表明,化合物Ⅳa及Ⅳb作为DNA嵌入剂与Ct-DNA有较好的结合能力。

具有双光子吸收的咔唑类分子的设计、合成及光谱特性

设计、合成了四个新的咔唑类具有较大双光子吸收截面的化合物 ,研究它们的光谱特性 ,对双光子吸收的构效关系进行初步探索 .

9-咔唑-羧酸化合物的微波合成及其生物活性研究

This paper investigated a rapid one pot synthesis method of some substituted（9 carbazoly） carboxylic acids（3a3m）. The reaction was carried out by mixing of the 9H carbazoles derivatives with bromo esters and potassium hydroxide using DMF as solvent under microwave irradiation without catalyst. The optimized experiment conditions were 48 min irradiation time and 375 W microwave power. The required range of molar ratio of KOH to substituted carbazole was 35. The biological activities of some compounds have been tested. They have medium to weak antimicrobial activities.

咔唑衍生物在有机电致发光材料中的研究进展

综述了近几年来咔唑衍生物在有机电致发光材料中的研究进展,包括提高玻璃化转变温度、提高光量子产率、开发白光OLED材料和AIE效应材料等方面的研究进展情况。

基于咔唑衍生物的荧光化学传感器的合成及其对金属离子的选择性识别性能

以咔唑为原料合成了2个荧光化学传感器,所得化合物的组成和结构经元素分析以及质谱、红外光谱、核磁共振氢谱验证.通过在25℃下进行荧光光谱滴定,研究了传感器在体积比为1∶1的二甲基亚砜/水缓冲溶液[三羟甲基氨基甲烷盐酸盐(Tris-HCl),pH=7.4]中对Cu2+和Fe3+的选择性识别作用.结果表明,所合成的传感器与Cu2+和Fe3+形成1∶1的配合物并导致荧光猝灭,并对Cu2+离子和Fe3+离子具有较高的选择性识别和荧光传感性能.