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Highly branched macro-molecule photoinitiator and preparation method thereof

A photoinitiator and macromolecular technology, applied in the field of photoinitiator and its preparation, can solve the problems of precipitation of initiator, easy volatility of photoinitiator, restricted application and the like

Inactive Publication Date: 2013-01-30
CHANGSHANG NEWSUN CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Small molecule photoinitiators have shown some shortcomings when used: poor compatibility, some solid photoinitiators need to be heated to dissolve in oligomers and reactive diluents, and low temperature will lead to the precipitation of initiators; easy to migrate, the system Residual photoinitiators and photolysis products after curing will migrate to the surface of the system, thereby affecting the appearance and performance of the coating (such as toxicity and yellowing); the smell is strong, many small molecule photoinitiators are volatile and the photolysis products have different degrees These shortcomings restrict the wider application of light curing systems (such as applications in food and pharmaceutical packaging, etc.)
[0004] Macromolecular photoinitiators can overcome the disadvantages of small molecule photoinitiators such as easy migration, volatilization, and odor to a certain extent, but long-chain macromolecular photoinitiators often have chain entanglements between molecules that lead to their solubility. decline, thereby affecting the use of

Method used

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  • Highly branched macro-molecule photoinitiator and preparation method thereof
  • Highly branched macro-molecule photoinitiator and preparation method thereof
  • Highly branched macro-molecule photoinitiator and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Highly branched macromolecular photoinitiator C 173 h 168 N 4 o 48 (named: HB-BP-8-1) preparation:

[0031] (1) Add diethanolamine (315.2g, 3.0mol) and 2-methyl methacrylate (300.4g, 3.0mol) into a 1000ml three-necked flask filled with 300ml of methanol, and stir at 30°C for 6 hours , then the solvent methanol was removed by rotary evaporation, extracted once with anhydrous ether, and then the ether was removed by rotary evaporation to obtain a light yellow liquid (533.4g), which was one of the monomer compounds IV containing three functional groups, namely: 2- Methyl-(N,N-dihydroxyethyl)-3-amino-benzoic acid methyl ester, the yield is 86.7%.

[0032] (2) Take the product 2-methyl-(N,N-dihydroxyethyl)-3-amino-methyl acrylate (255.0g, 1.2mol) in the above (1), pentaerythritol (40.8g , 0.3mol), they were added into a 500ml three-necked flask, and 1.0g of p-toluenesulfonic acid was added at the same time, heated to 140°C, stirred and reacted at this temperature for 5 ...

Embodiment 2

[0036] Highly branched macromolecular photoinitiator C 169 h 160 N 4 o 48 (named: HB-BP-8-2) preparation:

[0037] (1) Get diethanolamine (315.2g, 3.0mol) and methyl acrylate (258.4g, 3.0mol) respectively and join in the 1000ml three-neck flask that fills 300ml methanol, take the same processing method as Example 1, and finally obtain a The light yellow liquid (458.8g) is a monomer compound containing three functional groups: N,N-dihydroxyethyl-3-amino-methyl acrylate, and the yield is 80%.

[0038](2) Take the product N in the above (1), N-dihydroxyethyl-3-amino-methyl acrylate (229.4g, 1.2mol), pentaerythritol (40.8g, 0.3mol), and mix them Join in the there-necked flask of 500ml, add the p-toluenesulfonic acid of 1.0g simultaneously, carry out the same treatment process of step (2) among the embodiment 1, obtain the hyperbranched compound that end group contains 8 hydroxyls: four-( N,N-dihydroxyethyl)-propylcarboxy-isopentane (200.9 g), yield 86.7%.

[0039] (3) Take t...

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Abstract

The invention discloses a highly branched macro-molecule photoinitiator of formula (I). The novel photoinitiator has eight branched chains having exactly same structure and the end group of each chain contains a photoactive group. Highly-branched macro-molecule numerous photoactive groups allow the photoinitiator disclosed herein to have high initiation efficiency and simultaneously let the photoinitiator disclosed herein can effectively overcome the disadvantages of bad intermiscibility, easy migration, strong smell, oxygen inhibition, etc. of micro-molecule photoinitiators. According to the invention, a highly-branched compound can be effectively constructed by the reaction of polyhydric alcohols and trifunctional monomers, and then the photoinitiator with excellent comprehensive performance is prepared by introducing the photoactive groups into the end groups of the branched chains; based on the excellent performances of the highly branched macro-molecule photoinitiators, the highly branched macro-molecule photoinitiator disclosed herein will be the main research and development direction of future photoinitiators.

Description

technical field [0001] The invention relates to a photoinitiator and a preparation method thereof, in particular to a highly branched macromolecular photoinitiator and a preparation method thereof. Background technique [0002] Photoinitiator (photoinitiator, PI) is an extremely important component of the photocuring system. It is directly related to whether the photocuring formula system can quickly realize the transformation of oligomers and diluents from liquid to solid state when the photocuring system is irradiated, that is, the exchange Combined curing and directly affects many physical and chemical properties of the cured system (such as mechanical properties, yellowing, odor, etc.). [0003] The photoinitiators currently used in the market are mainly monofunctional small molecule photoinitiators, there are few commercial macromolecular photoinitiators (Lamberti KIP150), and highly branched macromolecular photoinitiators are almost blank . Small molecule photoinitia...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F2/48C07C229/12C07C227/16
Inventor 叶正培鲁祥勇
Owner CHANGSHANG NEWSUN CHEM IND
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