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Polymerizable benzophenone photoinitiator and preparation method thereof

A technology for polymerizing photoinitiators and benzophenone, which is applied in the field of benzophenone polymerizable photoinitiators and its preparation, can solve the problems of restricted application, toxicity and carcinogenicity, and easy yellowing of cured films, etc., and achieve reduction Mobility, yellowing and toxicity reduction effects

Inactive Publication Date: 2014-12-17
CHANGZHOU UNIV
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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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  • Polymerizable benzophenone photoinitiator and preparation method thereof
  • Polymerizable benzophenone photoinitiator and preparation method thereof
  • Polymerizable benzophenone photoinitiator and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1: Take Polyethylene Glycol 200 as raw material

[0027] a) Add 2.1 moles of maleic anhydride and 0.001 moles of catalyst triethylamine to 1 mole of polyethylene glycol 200, and react at 40°C for 5 hours. After the reaction is complete, the product is extracted and purified with ether three times to remove unreacted horse To acid anhydride, obtain the carboxyl-terminated polyethylene glycol 200;

[0028] b) Add 2 moles of benzophenone glycidyl ether and 0.005 moles of phase transfer catalyst dodecyldimethylbenzyl chloride to 1 mole of the carboxyl-terminated polyethylene glycol obtained in step a). Ammonium, react at 60°C, monitor the progress of the reaction by infrared spectroscopy, 910cm -1 The infrared characteristic peak of the epoxy group at the disappearance means that the reaction is completed, and a polymerizable photoinitiator comprising benzophenone and polyethylene glycol is obtained.

[0029] Its structure is as attached figure 2 shown.

Embodiment 2

[0030] Embodiment 2: Take Polyethylene Glycol 800 as raw material

[0031] a) Add 2.1 moles of maleic anhydride and 0.01 moles of catalyst N,N-dimethylethanolamine to 1 mole of polyethylene glycol 800, and react at 85°C for 0.5 hours. After the reaction is complete, the product is extracted and purified with ether three times. Remove unreacted maleic anhydride to obtain carboxyl-terminated polyethylene glycol 800;

[0032] b) Add 2 moles of methyl benzophenone glycidyl ether and 0.05 moles of phase transfer catalyst dioctadecyl dibromide to 1 mole of the carboxyl-terminated polyethylene glycol 800 obtained in step a). Methyl ammonium, react at 100°C, monitor the progress of the reaction by infrared spectroscopy, 910cm -1 The infrared characteristic peak of the epoxy group at the disappearance means that the reaction is completed, and a benzophenone polymerizable photoinitiator containing polyethylene glycol is obtained.

[0033] Its structural formula is attached image 3 s...

Embodiment 3

[0034] Embodiment 3: Take Polyethylene Glycol 1000 as raw material

[0035] a) Add 2.1 moles of maleic anhydride and 0.005 moles of catalyst N,N-diethylethanolamine to 1 mole of polyethylene glycol 1000, and react for 2.5 hours at 55°C. After the reaction is complete, the product is extracted and purified with ether for 3 times , remove unreacted maleic anhydride to obtain carboxyl-terminated polyethylene glycol 1000;

[0036] b) Add 2 moles of tert-butylbenzophenone glycidyl ether and 0.008 moles of phase transfer catalyst octadecyldimethyl to 1 mole of polyethylene glycol 1000 with a carboxyl end obtained in step a). Hydroxyethylammonium nitrate, react at 70°C, monitor the progress of the reaction by infrared spectroscopy, 910cm -1 The infrared characteristic peak of the epoxy group at the disappearance means that the reaction is completed, and a benzophenone polymerizable photoinitiator containing polyethylene glycol is obtained.

[0037] Its structural formula is attache...

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Abstract

The invention discloses a polymerizable benzophenone photoinitiator and a preparation method thereof. The preparation method includes firstly reacting polyethylene glycol with maleic anhydride to get carboxyl-terminated polyethylene glycol, and reacting carboxyl-terminated polyethylene glycol and an epoxy benzophenone derivative with a quaternary ammonium salt catalyst to obtain a polymerizable photoinitiator containing benzophenone and polyethylene glycol. As the photoinitiator of the present invention contains ethoxylated, the photoinitiator can be used as a hydrogen donor for benzophenone, and can help to omit the addition of an amine co-initiator, thereby reducing the yellowing caused by the amine co-initiator. Intramolecular double bond can participate in polymerization and reduce the migration of the initiator after curing. The photoinitiator has a broad industrial application prospect in coatings, inks and other light-curing materials.

Description

technical field [0001] The invention relates to a photoinitiator and a preparation method thereof, in particular to a benzophenone polymerizable photoinitiator 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 intersystem cros...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F2/48C08G65/48C07C69/60C07C67/26
Inventor 张亚兰王克敏鲁玉辉俞强
Owner CHANGZHOU UNIV