Sawyer,James R. M.S.,Department of

Sawyer,James R. M.S.,Department of Chemistry,Wright State University,2001. The Functionalization of Thermally Stable Third-Order NLO Chromophores. There is a need to functionalize NLO chromophore systems to incorporate them into polymeric matricies by covalent attachment.The functionalization of a series of NLO chromophores based on the N,N-diphenyl-N-[7-(2-benzothiazolyl)-9,9-diethyl-2- fluorenyl ]amine structure has been investigated.All the chromophores were synthesized from the intermediate chromophore N-phenyl-N-[4-(4-bromophenyl)phenyl ]-N-[7-(2- benzothiazolyl)-9,9-diethyl-2-fluorenyl ]amine which was prepared by a six-step process. Bromination of fluorene yielded 2,7-dibromo-fluorene which could be converted to 2,7- dibromo-9,9-diethylfluorene by alkylation with ethyl iodide in DMSO.Reaction of 2,7- dibromo-9,9-diethylfluorene with one equivalent of butyl lithium followed by reaction with DMF provides 2-bromo-7-formyl-9,9-diethylfluorene.Condensation of 2-bromo-7- formyl-9,9-diethylfluorene and 2-aminobenzenethiol in DMSO results in the formation of 7-(2-benzothiazolyl)-2-bromo-9,9-diethylfluorene.The palladium catalyzed reaction of 7- (2-benzothiazolyl)-2-bromo-9,9-diethylfluorene with aniline afforded N-phenyl-N-[7-(2- benzothiazolyl)-9,9-diethyl-2-fluorenyl ]amine which was subjected to a second palladium catalyzed reaction with 4,4 ’-dibromobiphenyl to yield N-phenyl-N-[4-(4- bromophenyl)phenyl ]-N-[7-(2-benzothiazolyl)-9,9-diethyl-2-fluorenyl ]amine.Further reactions have yielded a series of thermally stable NLO chromophores in which the functional group is located in the para position to the amine nitrogen.

ผลลัพธ์ (อังกฤษ) 3:

Sawyer James, R. M.S, Department of Chemistry Wright, State, University 2001. The Functionalization of Thermally Stable Third-Order. NLO Chromophores. There is a need to functionalize NLO chromophore systems to incorporate them into polymeric Matricies. By covalent attachment.The functionalization of a series of NLO chromophores based on, the N N-diphenyl-N - [7 - (2-benzothiazolyl), 99-diethyl-2 - fluorenyl] amine structure has been investigated.All the chromophores were synthesized from the intermediate. Chromophore N-phenyl-N - [4 - (4-bromophenyl) phenyl] - N - [7 - (2 - benzothiazolyl) - 9 9-diethyl-2-fluorenyl], amine which was prepared. By a six-step process. Bromination of fluorene, yielded 2 7-dibromo-fluorene which could be converted to 2 7 - dibromo-9,,9-diethylfluorene by alkylation with ethyl iodide in DMSO.Reaction, of 2 7 - dibromo-9 9-diethylfluorene with, one equivalent. Of butyl lithium followed by reaction with DMF, provides 2-bromo-7-formyl-9 9-diethylfluorene.Condensation of 2-bromo-7 -. Formyl-9 9-diethylfluorene and, 2-aminobenzenethiol in DMSO results in the formation of 7 - (2-benzothiazolyl) - 2-bromo-9, the 9-diethylfluorene.The palladium catalyzed reaction of 7 - (2-benzothiazolyl) - 2-bromo-9 9-diethylfluorene with, aniline afforded N-phenyl-N - [7 - (2 -. Benzothiazolyl) - 9 9-diethyl-2-fluorenyl], amine which was subjected to a second palladium catalyzed reaction, with 4 4 '- Dibromobiphenyl. To yield N-phenyl-N - [4 - (4 - Bromophenyl phenyl.) ] - - [N 7 - (2-benzothiazolyl) - 9 9-diethyl-2-fluorenyl], amine.Further reactions have yielded a series of thermally stable NLO chromophores in which the functional group is located in. The para position to the amine nitrogen.