Photophysics and photochemistry of p-nitroaniline as photoinitiator

被引:13
作者
Costela, A
GarciaMoreno, I
Dabrio, J
Sastre, R
机构
[1] CSIC,INST QUIM FIS ROCASOLANO,E-28006 MADRID,SPAIN
[2] CSIC,INST CIENCIA & TECNOL POLIMEROS,E-28006 MADRID,SPAIN
关键词
photoinitiator; nitroaniline; laser photochemistry;
D O I
10.1016/S1010-6030(97)00100-7
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Steady-state (313 and 365 nm) and laser (308 and 337 nm) photolysis have been employed to carry out a structure-reactivity investigation on p-nitroaniline as photoinitiator of polymerization. Detailed studies on the spectroscopy of the molecule were accomplished. Quantum yields of p-nitroaniline photoreduction induced by a tertiary amine, 2-(N,N-diethylamino) ethanol have been determined. The dependence of the photoreduction behaviour on several factors, such as photoinitiator concentration, proportion of the aliphatic amine added to p-nitroaniline as reducing agent, nature of the coinitiator, irradiation energy, and wavelength has been studied. The analysis by gas chromatography-mass spectroscopy technique of the photolysed solutions allowed 1,4-benzenediamine to be identified as the main photoreduction product. A mechanism for the p-nitroaniline photoreduction induced by the aliphatic amine is suggested. (C) 1997 Elsevier Science S.A.
引用
收藏
页码:77 / 86
页数:10
相关论文
共 35 条
[1]   PHOTOCHEMISTRY AND PHOTOPOLYMERIZATION ACTIVITY OF PERESTER DERIVATIVES OF BENZOPHENONE [J].
ALLEN, NS ;
HARDY, SJ ;
JACOBINE, AF ;
GLASER, DM ;
YANG, B ;
WOLF, D ;
CATALINA, F ;
NAVARATNAM, S ;
PARSONS, BJ .
JOURNAL OF APPLIED POLYMER SCIENCE, 1991, 42 (05) :1169-1178
[2]   ORGANIC PHOTOCHEMISTRY .8. PHOTOCHEMICAL REDUCTION OF NITRO-COMPOUNDS [J].
BARLTROP, JA ;
BUNCE, NJ .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (12) :1467-&
[3]   ELECTRON SPIN RESONANCE AND LUMINESCENCE STUDIES OF REACTION OF PHOTOCHEMICALLY GENERATED NITRENES WITH OXYGEN - PHOSPHORESCENCE OF NITROBENZENES [J].
BRINEN, JS ;
SINGH, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (24) :6623-&
[4]   PHOTOCHEMISTRY AND PHOTOPOLYMERIZATION STUDY ON 2-ACETOXY AND METHYL-2-ACETOXY DERIVATIVES OF THIOXANTHONE AS PHOTOINITIATORS [J].
CATALINA, F ;
TERCERO, JM ;
PEINADO, C ;
SASTRE, R ;
MATEO, JL ;
ALLEN, NS .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1989, 50 (02) :249-258
[5]  
COSTELA A, 1995, J PHOTOCH PHOTOBIO A, V99, P213
[6]  
Davidson R. S., 1993, ROLE AMINES UV CURIN, P153
[7]   SYNTHESIS OF SOLUBLE POLYMERIC PHOTOSENSITIZERS WITH THE 4-NITRO-1-NAPHTHYL-CARBAMOYL AS PENDANT GROUP [J].
DIAZ, FR ;
TAGLE, LH ;
GARCIA, F ;
SASTRE, R ;
CONDE, M ;
MATEO, JL ;
CATALINA, F .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1990, 28 (12) :3499-3511
[8]  
Dopp D, 1975, Top Curr Chem, P49, DOI 10.1007/BFb0050594
[9]   SINGLE-PULSE 2-PHOTON LASER-ASSISTED REDUCTION OF BENZOPHENONE BY TRIETHYLAMINE TO FORM EXCITED BENZOPHENONE KETYL RADICAL [J].
FIGUERA, JM ;
SASTRE, R ;
COSTELA, A ;
GARCIAMORENO, I ;
ALHAKAKK, MT ;
DABRIO, J .
LASER CHEMISTRY, 1994, 15 (01) :33-46
[10]   PHOTOCHEMISTRY AND PHOTOCYCLIZATION OF ARYL HALIDES [J].
GRIMSHAW, J ;
DE SILVA, AP .
CHEMICAL SOCIETY REVIEWS, 1981, 10 (02) :181-203