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Diphenyl ketone photo initiator containing cyclic acctals and preparation method thereof

A technology of benzophenone and photoinitiator, applied in the field of photoinitiator and its preparation, can solve the problems of toxicity and carcinogenicity, easy yellowing of cured film, restricted application, etc. Toxic, easy-to-use effects

Inactive Publication Date: 2012-01-04
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, amine compounds are toxic and carcinogenic, and the cured film caused by them is prone to yellowing
Restricts its application in food and drug packaging

Method used

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  • Diphenyl ketone photo initiator containing cyclic acctals and preparation method thereof
  • Diphenyl ketone photo initiator containing cyclic acctals and preparation method thereof
  • Diphenyl ketone photo initiator containing cyclic acctals and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Add 0.02mol (3.96g) of 4-hydroxybenzophenone to 28mL of 37% formaldehyde solution at room temperature, slowly add 150mL of hydrochloric acid and 30mL of phosphoric acid mixed acid solution dropwise for more than 2 hours, and slowly heat up after the dropwise addition , stirred at 48°C for 6 hours, cooled to room temperature, filtered, washed the filter cake with water until neutral, dried, recrystallized with a mixed solvent of ethanol and water (10:3v / v), dried in vacuo to obtain 1,3- Dioxybenzohexane benzophenone 4.15g, yield 86.5%. 1 H NMR 7.70-6.80 (8H, benzene ring), 6.02 (2H, OCH 2 O), 6.46 (2H, CH 2 )ppm

Embodiment 2

[0022] Add 0.02mol (3.96g) of 4-hydroxybenzophenone to 28mL of 37% formaldehyde solution at room temperature, slowly add 150mL of hydrochloric acid, 10mL of mixed acid solution of perchloric acid for more than 2 hours, after the dropwise addition Slowly heat up, stir at 50°C for 8 hours, cool to room temperature, filter, wash the filter cake with water until neutral, dry, recrystallize with a mixed solvent of ethanol and water (10:2v / v), and dry in vacuo to obtain 1, 3.24 g of 3-dioxobenzohexane benzophenone, yield 67.5%. 1 H NMR 7.70-6.80 (8H, benzene ring), 6.02 (2H, OCH 2 O), 6.46 (2H, CH 2 )ppm

Embodiment 3

[0024] Add 0.02mol (4.24g) of 4-hydroxy-4'methylbenzophenone to 28mL of 37% formaldehyde solution at room temperature, slowly add 100mL of hydrochloric acid and 20g of p-toluenesulfonic acid mixed acid solution for more than 2 hours After the dropwise addition, the temperature was raised slowly, stirred at 10°C for 6 hours, filtered, the filter cake was washed with water until neutral, dried, recrystallized with a mixed solvent of ethanol and water (10:1 v / v), dried in vacuo to obtain 1 , 3.68 g of 3-dioxobenzohexane-4'methylbenzophenone, yield 72.4%. 1 H NMR 7.58-6.80 (8H, benzene ring), 6.02 (2H, OCH 2 O), 6.46 (2H, CH 2 ), 2.35 (3H, CH 3 )ppm

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Abstract

The invention discloses a diphenyl ketone photo initiator containing cyclic acctals as the following formula and a preparation method thereof. In the method, 4-hydroxy diphenyl ketone or derivatives thereof and formaldehyde are used as raw materials, an acidic aqueous solution is used as a solvent, and the diphenyl ketone photo initiator containing cyclic acctals is obtained by reaction for 1 to 10 hours at the temperature of 10 to 70 DEG C. In the invention, cyclic acctals base is introduced to the diphenyl ketone, the cyclic acctals can be used as an assistant initiator of the diphenyl ketone, and the compound can be used as the photo initiator independently, and substitutes diphenyl ketone / amine initiator systems so as to reduce yellowing and toxicity caused by amine assistant initiator, and has wide application prospect in the field of light-curing industry.

Description

technical field [0001] The invention belongs to a photoinitiator and a preparation method thereof, in particular to a benzophenone photoinitiator containing cyclic acetal and a preparation method thereof. Background technique [0002] The photopolymerization reaction of multifunctional monomers such as bis(meth)acrylate can quickly form a highly crosslinked polymer network structure. Especially important in areas with high sexual demands. [0003] The photoinitiator is a key component of the photocuring system, which is related to whether the oligomer and diluent of the formulation system can quickly change from liquid to solid when light is irradiated. Its basic function characteristics are: the initiator molecule has a certain light absorption ability in the ultraviolet region (250-400nm) or visible region (400-800nm), after directly or indirectly absorbing light energy, the initiator molecule transitions from the ground state to the excited singlet state , through inter...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F2/48C07D319/08C07D407/06
Inventor 聂俊王克敏
Owner BEIJING UNIV OF CHEM TECH