Research On Synthesis And Properties Of2-Hydroxy Arortiatic Ketone Photoiiritiators

Ultraviolet-curing (UV) technology is viewed as a high efficient, environmentalfriendly and saving-energy surface treatment technology toward the21st Century greenindustry, Photoinitiator is a key component of the UV-curable system. However, thedeveloping level of Photoinitiators in China is not high and many products are low-end,so the UV-curing market outlook and developing scope is extremely extensive.Free radical Photoinitiators is a kind of Photoinitiators which is early developedand widely used in our life. The synthetic methods of2-hydroxy aromatic ketones athome and abroad were studied and reviewed in detail in this thesis. On the basis, twonovel processes of preparing D-1173were developed. And then the best processconditions of key step were optimized. Comparing between two processes, the bettertechnology was chose to use in exploring experimentation and toluene andchlorobenzene were separately used as reactants in the experimentation. The processconditions were also optimized. In the end, the influence of different substituents onbenzene ring for process conditions, the yield and Photoinitiated properties has beenstudied. The mainly experimentation and the best results are as follows:1. Basic Research.2-bromoisobutyrylchloride (or2-acetoxyisobutyrylchloride) andbenzene were used as reagents to produce D-1173. The best process conditions of keysteps are as follows:(1) the molar ratios of acylation agents and benzene both are1:5;(2)the molar ratios of acylation agents and AlCl3both are1:1.3;(3) the optimal reactiontime is3hours (2-bromoisobutyrylchloride) and5hours(2-acetoxyisobutyrylchloride);(4) the appropriate NaOH concentration is about8(wt)%. The best yields of twotechnologies are88.6%and86.7%, respectively.2. Exploring Experimentation. Using2-bromoisobutyrylchloride as ultimate acylationreagent and toluene or chlorobenzene as reactant,2-hydroxy aromatic ketones wereprepared by F-C reaction. The influence of different reactants for the yield has beenresearched. For F-C reaction, the best process conditions are as follows:(1) the molarratios of2-bromoisobutyrylchloride with toluene and chlorobenzene both are1:6;(2)the molar ratios of2-bromoisobutyrylchloride and AlCl3by different reactants are1:1.3and1:1.2;(3) the optimal reaction times both are4hours;(4) the optimal reaction temperature is20℃. For hydrolyticreaction, the NaOH concentration is about8(wt)%and the reaction time is1hour, the hydrolytic yield is up to95%, the average total yieldsof two processes are93.5%and86.7%.3. Photoinitiated performance test. The influence of different molecular structures forPhotoinitiated properties has been researched. The results of photoinitiated performancetest are as follows: toluene product is better than chlorobenzene product and benzeneproduct D-1173is the worst one among them.4. Finalily, Intermediates and products were checked by IR,1H-NMR, MS. Thestructure of the typic intermediate1-Phenyl-2-acetoxy-2-methyl-1-propanone has beenresolved by single crystal. The data of the crystal was correspondent with its' structure.