Synthesis and properties of novel second-order NLO chromophores   containing pyrrole as an auxiliary electron donor

doi:10.1039/b720023d

CORC > 北京大学 > 化学与分子工程学院

	Synthesis and properties of novel second-order NLO chromophores containing pyrrole as an auxiliary electron donor
	Ma, Xiaohua ; Liang, Ran ; Yang, Fan ; Zhao, Zhenhua ; Zhang, Aixin ; Song, Naiheng ; Zhou, Qifeng ; Zhang, Jianping
刊名	材料化学杂志
	2008
关键词	NONLINEAR-OPTICAL MATERIALS HYPER-RAYLEIGH SCATTERING PALLADIUM-CATALYZED AMINATION BOND-LENGTH ALTERNATION MOLECULAR HYPERPOLARIZABILITIES TRANSITION-TEMPERATURES POLYMERIC MATERIALS DESIGN AROMATICITY POLYENES
DOI	10.1039/b720023d
英文摘要	A novel series of second-order NLO chromophores containing pyrrole as an auxiliary electron donor was synthesized via Knoevenagel reactions between 5-aminated N-methylpyrrole-2-carbaldehydes and different electron-accepting groups, i.e., malononitrile, picolinium tosylate and 2-dicyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran (TCF). Their corresponding NLO chromophores containing thiophene in the place of pyrrole were also prepared for comparison. The resulting NLO chromophores showed good solubility in common organic solvents such as CHCl3, THF and DMF, except for TTCF containing thiophene and TCF, which is soluble in polar aprotic solvents but poorly soluble in less polar solvents. NMR studies of these chromophores showed that, in comparison with thiophene rings in the same type of NLO chromophores, pyrrole rings had higher electron density, as evidenced by the up-field chemical shifts of pyrrole protons. TGA investigations showed good thermal stability of these chromophores in nitrogen with the onset weight loss temperatures in the range of 203 to 296 degrees C. Positive solvatochromism of 10-44 nm from dioxane to chloroform were found for these chromophores, and moderate to very large molecular static hyperpolarizabilities (beta(0)) of 57-1490 x 10(-30) esu were revealed by hyper-Rayleigh scattering measurements. For chemical bonding to polymer chains, hydroxyl-containing NLO chromophores were also prepared and characterized for their linear and nonlinear optical properties.; http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000254648100006&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=8e1609b174ce4e31116a60747a720701 ; Chemistry, Physical; Materials Science, Multidisciplinary; SCI(E); EI; 23; ARTICLE; 15; 1756-1764; 18
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/151527]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Ma, Xiaohua,Liang, Ran,Yang, Fan,et al. Synthesis and properties of novel second-order NLO chromophores containing pyrrole as an auxiliary electron donor[J]. 材料化学杂志,2008.
APA	Ma, Xiaohua.,Liang, Ran.,Yang, Fan.,Zhao, Zhenhua.,Zhang, Aixin.,...&Zhang, Jianping.(2008).Synthesis and properties of novel second-order NLO chromophores containing pyrrole as an auxiliary electron donor.材料化学杂志.
MLA	Ma, Xiaohua,et al."Synthesis and properties of novel second-order NLO chromophores containing pyrrole as an auxiliary electron donor".材料化学杂志 (2008).