Nghiên cứu tổng hợp các Polyme Acrylat khúc xạ quang hữu cơ đa chức năng với những đơn vị chứa nhóm Diphenylhydrazon được gắn vào nửa Triethylamine hoặc Carbazole

Hai polyme acrylate khúc xạ quang đa chức năng mới là polydiphenylhydrazone triphenylamine methylacrylate 1.5 và polydiphenylhydrazone carbazole ethylacrylate 2.7 đã được tổng hợp để nghiên cứu khả năng dẫn quang và quang không tuyến tính của chúng trong vật liệu polyme composit khúc xạ quang. Những monome đa chức năng đã thu được bằng phản ứng ngưng tụ giữa phân tử diphenylhydrazine với một cấu tử chuyển điện tích là các dẫn xuất của hoặc triphenylamine hoặc carbazole. Phản ứng polyme hóa được tiến hành sử dụng chất khơi mào AIBN. Cấu trúc các sản phẩm phản ứng được khẳng định bằng các phương pháp phổ (1)H, (13)C-NMR và FAB-MS.
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Nghiên cứu tổng hợp các Polyme Acrylat khúc xạ quang hữu cơ đa chức năng với những đơn vị chứa nhóm Diphenylhydrazon được gắn vào nửa Triethylamine hoặc CarbazoleTieu ban: cdc chdt co hogi linh sinh hqc ISBN: 978-604-913-012-0 SYNTHESIS OF NEW MULTIFUNCTIONAL PHOTOREFRACTIVE ACRYLATE POLYMERS WITH UNITS CONTAINING DIPHENYLHYDRAZONE GROUP ATTACHED TO TRIPHENYLAMINE OR CARBAZOLE MOIETY NGHIEN Ciru TONG HOP CAC POLYME ACRYLAT KHUC XA QUANG HLTU CO DA CHlTC NANG V 6 l NHLTNG DON VI CHlTA NHOM DIPHENYLHYDRAZON DlTOC GAN VAO NlTA TRIETHYLAMINE HOAC CARBAZOLE Nguyen Quoc Vuong, Tran Van Sung Institute of Chemistry (VAST) 18 - Hoang Quoc Viet, Cau Giay, Ha Noi Email: nguvenvh62(fl),gmail.com Abstract: TM:O new tnultifunclional photorefractive acrylate polymers such as polydiphenylhydrazone Iriphenylamine melhylacrylale 1.5 and polydiphenylhydra-zonecarbazole ethylacrylale 2.7 were synthesized for investigation on their photoconducting (PR) and nonlinear optical (NLO) ability in photorefractive polymer composite. The multifuncdonal monomers were obtained by condensation reaction between diphenylhydrazine with a charge transfer compound as Iriphenylamine or carbazole derivatives. The polymerization was carried out using AIBN as initiator. The reaction products structure was confirmed by H, ^C-NMR and FAB-Mass spectroscopy. Tom tat: Hai polyme acrylate khiic xd quang da chirc ndng m&i Id polydiphenylhydrazone Iriphenylamine melhylacrylale 1.5 vd polydiphenylhydrazone carbazole ethylacrylale 2.7 dd dugc tdng hgp di nghien ciru khd ndng ddn quang vd quang khdng tuyen linh ciia chiing trong vdt lieu polyme composit khiic xg quang. Nhirng monome da chirc ndng dd thu dugc bdng phdn irng ngirng lu giira phdn tu diphenylhydrazine v&i mdl cdu tu chuyin dien lich la cdc ddn xudt ciia hodc Iriphenylamine hodc carbazole. Phdn irng polyme hda dugc liin hdnh su dung chdt khai mdo AIBN. Cdu true cdc sdn phdm phdn irng dugc khdng dinh bdng cdc phuong phdp phd H, C-NMR vd FAB-MS. I. Introduction Polymeric photorefractive materials, reported for the first time in 1991 [1], have a variety of important applications in the field of high-density optical data store, holographic image processing techniques and programmable optical interconnection [2, 3, 4]. To gain photorefractive effect, the material has to possess photoconductivity and optical nonlinearity simultaneously. These properties are exhibited in two types of polymeric materials: one is fully functionalized photorefractive polymers [5-7] and the other is host-guest polymeric systems [8-10]. However, both approaches still have significant drawbacks. While the former requires elaborate synthesis, the latter often faces problems due to phase separation. To harmonize both these problems, host-guest systems consisting of multifunctional photorefractive polymers which possess both photoconductive and electro-optic properties, 172 Hoi nghi Khoa hqc ky- niem 35 ndm ien Khoa hqc vd Cong nghe Viet Nam - Hd Noi 10/2010have been also reported [11-14]. The multifunctional photorefractive polymers are easier insynthesis and exhibit higher stability. As well known, the carbazole and triphenylamine(TPA) are good charge (hole or electron) transporting materials, on the other hand,diphenylhydrazine compounds are nonlinear optical chromophores. In continuation of ourwork on photorefractive polymers [9, 13, 15-17], we here report the synthesis of two newmultifunctional acrylate polymers with units containing diphenylhydrazone group attached totriethylamine or carbazole moiety Experimental Materials and instruments: All reagents were purchased from Aldrich Chem. Co. orTCI Chem. Co.. The solvents for reactions were dried then distilled before use. The productswere purified by column chromatography (CC) on silica gel 60 (Merck Co.). All reactionswere carried out under dried nitrogen or argon atmosphere. The H , ^ C - NMR spectra wereoperated on a Varian Mercury 400MHz. FAB-MS was measured on a JEOL JMS700 (highresolution). N,N-bis[(4-formyl)phenyl]-N-phenylamine(l.l). The formylation of TPA (50mmol, 12.25g) was can-ied out by common procedureusing Vilmeier reagent. The reaction product was isolated by chromatography column (cc) togive a yellow product 4.1 in 65% yield. ll H-NMR(CDCl3): 9.9(s, 2H) of 2x CHO, 7.78(d, 4H), 7.4(t, 2H), 7.3(t, IH) and 7.22- ...