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A long-wave absorbing photoinitiator containing phosphate group based on epoxy compound and preparation method thereof

An epoxy compound and phosphate-containing technology, which is applied in chemical instruments and methods, compounds of group 5/15 elements of the periodic table, organic chemistry, etc., can solve the problem of no photoinitiated polymerization activity, etc., and achieve improved interface light Effects of priming efficiency, improvement of adhesion, and enhancement of adhesion retention characteristics

Active Publication Date: 2016-09-07
南京玖泰新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, this adhesion-promoting monomer can only passively accept the attack of free radicals to undergo copolymerization and cross-linking, and has no activity of photoinitiated polymerization itself.

Method used

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  • A long-wave absorbing photoinitiator containing phosphate group based on epoxy compound and preparation method thereof
  • A long-wave absorbing photoinitiator containing phosphate group based on epoxy compound and preparation method thereof
  • A long-wave absorbing photoinitiator containing phosphate group based on epoxy compound and preparation method thereof

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preparation example Construction

[0024] A kind of preparation method of the long-wave absorbing photoinitiator containing phosphate group based on epoxy compound, comprises the steps: the 2,4,6-trimethylbenzoylphenyl phosphonic acid alkyl group containing 2'-position hydroxyl The ester and phosphorus pentoxide can be reacted under the condition of water, wherein, 2,4,6-trimethylbenzoylphenyl phosphonic acid alkyl ester containing 2′-hydroxyl and phosphorus pentoxide, The molar ratio of water is 1.0:(0.4-0.6):(0.4-0.6), preferably 1:0.5:0.5; the 2,4,6-trimethylbenzoylbenzene containing 2'-position hydroxyl The structural formula of alkyl phosphonate is as follows:

[0025]

[0026] Among them, Y is H, alkyl and haloalkyl with 1 to 4 carbon atoms, ROCH 2 -, R'COOCH 2 One of -; said R represents an alkyl group of 1 to 8 carbon atoms or an alkyl group containing a benzene ring, and said R' represents an alkyl group of 1 to 7 carbon atoms or an aryl group or an alkyl group containing a benzene ring of alkyl....

Embodiment 1

[0048] Take 28.8g (0.1mol) of 2,4,6-trimethylbenzoylphenylphosphonic acid and add it to a three-necked bottle filled with 100ml of toluene, stir and heat to 60°C to completely dissolve the substituted phosphonic acid, and circulate at low temperature Pump down the temperature of the system to 0°C, add 6.4g (0.11mol) of frozen propylene oxide, continue to stir and react at 0°C for 8 hours, and take a sample to measure the acid value below 5.0mg KOH / g, which is regarded as the completion of the reaction sign, the reaction is basically over. The solvent was distilled off under reduced pressure to obtain 34.5 g of the product 2,4,6-trimethylbenzoylphenylphosphonic acid-2′-hydroxypropyl ester. Structure detection 1 H NMR (d 6 -DMSO): δ(ppm)=1.17-1.22(m,3H),2.14(s,3H),2.34(s,6H),3.45(m,1H),4.18(m,2H),6.81(s, 2H) 7.42 (m, 2H), 7.68 (m, 1H), 7.76 (m, 2H).

Embodiment 2

[0050] As in Example 1, 10.1 g (0.11 mol) of epichlorohydrin was used instead of propylene oxide for reaction at 60°C for 5 hours to obtain the product 2,4,6-trimethylbenzoylphenylphosphonic acid-2 38.2 g of '-hydroxy-3'-chloropropyl ester. Structure detection 1 H NMR (d 6 -DMSO): δ(ppm)=2.13(s,3H),2.34(s,6H),3.40-3.57(m,2H),3.66(m,1H),4.19(m,2H),6.81(s, 2H) 7.44 (m, 2H), 7.69 (m, 1H), 7.75 (m, 2H).

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Abstract

The invention discloses an epoxy compound-based phosphate ester-containing long wave light-absorbing initiator. The structural formula of the epoxy compound-based phosphate ester-containing long wave light-absorbing initiator is as shown in the specification; the preparation method of the epoxy compound-based phosphate ester-containing long wave light-absorbing initiator comprises the step of: reacting 2'-hydroxy-containing ethyl (2,4,6-trimethylbenzoyl) phenyl phosphinate with phosphorus pentoxide under the water condition. The photoinitiator has the metal interface anchoring function, and is beneficial to starting of photopolymerization crosslinking from the interface. The light-absorbing wave length of the photoinitiator is obviously higher than that of the conventional alpha-hydroxyalkyl phenyl ketone photoinitiator, gradient distribution is formed in a coating, the light absorption shielding action of the hydroxyalkyl photoinitiator in the coating to the metal base material interface anchoring photoinitiator can be avoided, the light initiation efficiency of the interface can be improved. With the photoinitiator, the adhesiveness of the photocuring coating to various metal base materials can be finally improved, especially, the boiled adhesiveness retention property can be remarkably increased.

Description

technical field [0001] The invention relates to an epoxy compound-based long-wave absorption photoinitiator containing phosphate groups and a preparation method. Background technique [0002] Photocuring refers to the process in which the formulation material is instantly transformed from liquid to crosslinked solid state under the irradiation of ultraviolet light. The photocuring formulation generally includes photocurable resin, acrylate reactive diluent, photoinitiator and other additives. The essence of the photocuring process is that the photoinitiator decomposes rapidly under the irradiation of ultraviolet light, generates active free radicals, and triggers the instantaneous polymerization and crosslinking of the photocurable resin and the reactive diluent. Among them, the photoinitiator is generally used in an amount of 2 to 5%, although the proportion is small, the effect is very critical. However, the conventional photoinitiators are all small molecular organic com...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/32C08F2/48
Inventor 庞来兴
Owner 南京玖泰新材料科技有限公司
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