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Preparation method of (diphenylphosphine oxide)(mesitylene)ketone and (phenylphosphine oxide)bis(mesitylene ketone)

A technology of diphenylphosphineoxy and mesitylene, which is applied in the field of new materials for free radical polymerization of light radiation, can solve the problems of difficult and complete reaction, large steric hindrance, and significant environmental risks, and achieve a significant effect of environmental friendliness

Active Publication Date: 2013-01-16
SHENZHEN UV-CHEMTECH CO LTD
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Problems solved by technology

This process releases a large amount of hydrochloric acid gas and sulfur dioxide during the preparation of acid chlorides, and releases a large amount of chlorinated alkanes, such as methyl chloride or ethyl chloride, which pollute the atmosphere and have a significant damage to the ozone layer in the subsequent reaction, so the pressure on environmental protection is huge.
Diphenylalkoxyphosphine is usually prepared by condensation of diphenylphosphine chloride and corresponding fatty alcohol under the action of alkali. In recent years, in order to eliminate the discharge pressure of highly volatile methyl chloride or ethyl chloride, long-chain fatty alcohol has been used Such as the improvement of butanol, the chlorobutane generated thus is a liquid so that recovery can be implemented more conveniently, but because the long chain causes steric hindrance, the reaction is difficult to complete, thus directly causing (diphenylphosphinooxy) ( Mesityl) ketone product purity is difficult to guarantee and improve economically
Therefore, the environmental risk caused by heavy metal pollution is still quite significant

Method used

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  • Preparation method of (diphenylphosphine oxide)(mesitylene)ketone and (phenylphosphine oxide)bis(mesitylene ketone)
  • Preparation method of (diphenylphosphine oxide)(mesitylene)ketone and (phenylphosphine oxide)bis(mesitylene ketone)
  • Preparation method of (diphenylphosphine oxide)(mesitylene)ketone and (phenylphosphine oxide)bis(mesitylene ketone)

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Embodiment Construction

[0018] The technical process will be further described below in conjunction with specific examples.

[0019] The preparation of target compound (diphenylphosphinyl) (mesityl) ketone (route one):

[0020] Synthesis of 1,3,5-trimethyl-2-trichloromethyl-benzene: Mix 1.82 L of carbon tetrachloride and 2.5 kg of anhydrous AlCl in a reaction flask at room temperature 3 1.5 kg of mesitylene (i.e. 1,3,5-trimethylbenzene) was added dropwise within one hour under effective mechanical stirring, and the reaction system immediately appeared dark red and released hydrochloric acid gas (note the absorption of acid gas), and the addition was completed. Stirring was continued at 45 degrees Celsius for 2 hours, the reaction solution was slowly poured into an equal volume of 1N glacial hydrochloric acid, the organic phase was separated, extracted twice with an equal volume of dichloromethane, the organic phases were combined, dried over anhydrous sodium sulfate, filtered, concentrated, and the o...

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Abstract

The invention relates to the technical field of optical radiation free-radical polymerized new materials, especially to a novel synthesis technological process of commercial photoinitiator compounds of (diphenylphosphine oxide)(mesitylene)ketone and (phenylphosphine oxide)bis(mesitylene ketone). According to the invention, 1,3,5-trimethyl-2-(trichloromethyl)-benzene is used as a key raw material and is respectively subjected to a condensation reaction with corresponding organic phosphine precursors so as to prepare the target compounds. In comparison with a known technological route, the technology disclosed in the application has significant advantages such as novelty of the chemical reaction process, economical cost, competitiveness and environmental friendliness.

Description

【Technical field】 [0001] The invention relates to the technical field of new materials for free radical polymerization of light radiation, in particular to commercial photoinitiator compounds (diphenylphosphineoxy) (s-trimethylphenyl) ketone and (phenylphosphineoxy) bis(s-tricresylmethyl) Ketones) new synthetic technology. 【Background technique】 [0002] In the field of ultraviolet radiation curing, mono- and bisphosphono-type aromatic ketone compounds are radical photopolymerization initiators containing ethylenically unsaturated systems with important industrial application value, and the representative structures that have been successfully commercialized are shown below The (diphenylphosphineoxy) (mesityl) ketone [the corresponding English name of the compound is (diphenylphosphoryl) (mesityl) methanone] and (phenylphosphineoxy) bis (mesityl) ketone) [the The corresponding English name of the compound is (phenylphosphoryl)bis(mesitylmethanone)]. [0003] [0004] Re...

Claims

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Application Information

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IPC IPC(8): C07F9/53
Inventor 陈婷王瑜
Owner SHENZHEN UV-CHEMTECH CO LTD
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