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Hydroxyalkyl benzophenone photocuring agent and its preparation and use

A technology of phenyl ketone and hydroxycyclohexyl, which is applied in the field of photocuring, can solve the problems of yellowing, peculiar smell, and it is difficult to meet the special requirements of photocuring initiators.

Inactive Publication Date: 2004-04-21
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, these photoinitiators generally do not participate in polymerization except for initiating polymerization. Therefore, the remaining excess of photoinitiators and photocleavage residues in the polymerized product will cause serious quality problems such as reduced strength, yellowing, and peculiar smell of the finished product. question
In addition, it is difficult to be compatible with hydrophilic resins; and it is difficult to meet the special requirements of the emerging powder photocuring technology for photocuring initiators
[0007] Therefore a large amount of hydroxyalkyl phenone photoinitiators used: 1-phenyl-2-methyl-2-hydroxyl-1-propanone, and 1-hydroxycyclohexyl phenyl ketone still need to be improved

Method used

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  • Hydroxyalkyl benzophenone photocuring agent and its preparation and use
  • Hydroxyalkyl benzophenone photocuring agent and its preparation and use
  • Hydroxyalkyl benzophenone photocuring agent and its preparation and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Example 1 (1-hydroxycyclohexyl) [4-(2-hydroxyethoxy) phenyl] ketone synthesis

[0042] Preparation of step A1-cyclohexyl-4-(2-acetoxyethoxy) phenyl ketone

[0043] Under the ice-water bath, add 40ml of dichloromethane (or 1,2-dichloroethane) and 80.0g of aluminum trichloride to the 250ml reactor, and the system is fully cooled. Add 37.2g of cyclohexanoyl chloride dropwise into the funnel, control the rate of addition, and keep the reaction temperature at about -5-5°C. After the dropwise addition, continue to stir for about half an hour.

[0044] Add 44.8 g of 2-phenoxyethyl acetate dropwise into the reactor with a constant pressure funnel at a temperature of about -5-5° C., and continue stirring for 1 hour after the dropwise addition is completed.

[0045] Stop the reaction, pour the reactant into a mixed system of 350g ice and 150ml concentrated hydrochloric acid, stir vigorously, let it stand, and separate the layers to obtain the organic oil in the lower layer, whic...

Embodiment 2

[0061] Embodiment 2 (1-hydroxycyclohexyl) [4-(2-hydroxyethoxy) phenyl] ketone photocuring experiment A

[0062] 73 parts of acrylic modified epoxy resin, 20 parts of 1,6-hexanediol diacrylate, 3 parts of trimethylolpropane triacrylate, and 4 parts of (1-hydroxycyclohexyl)[4-(2- Hydroxyethoxy) phenyl] ketone is evenly mixed, coated on a 2×4cm clean glass sheet with a thickness of about 500μm, placed under a 500W high-pressure mercury lamp, exposed for 8-10 seconds, and the exposure distance is 10cm, coated The layer is fully cured.

Embodiment 3

[0063] Example 3 (1-hydroxycyclohexyl) [4-(2-hydroxyethoxy) phenyl] ketone photocuring experiment B

[0064] 60 parts 1,6-hexanediol diacrylate, 36 parts trimethylolpropane triacrylate, and 4 parts (1-hydroxycyclohexyl)[4-(2-hydroxyethoxy)phenyl]methanone Mix evenly, spread on a 1mm thick clean glass piece, and then cover with another 1mm thick clean glass piece. After being exposed to sunlight for 6-8 seconds, the two glass sheets are completely tightly bonded.

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Abstract

A novel hydroxyalkyl phenyl ketone: (1-hydroxycylohexyl)[4-(2- hydroxy ethoxy)phenyl] methanone, its preparing process and its application as the trigger for optical solidification are disclosed. Said trigger can effectively and optical trigger the polymerization between unsaturated compound and resin. Its special molecular structure can prevent migration, odoring and yellowing.

Description

technical field [0001] The invention belongs to the field of photocuring technology, and relates to the structure, synthesis and application of a new hydroxyalkyl phenone photocuring initiator. Background technique [0002] Photocuring technology can be rapidly and widely used because of its fast construction speed, saving materials and energy, and low pollution; however, the polymerized monomers and prepolymers themselves cannot absorb ultraviolet light and polymerize. A photocuring initiator is required in the compounding components. The commonly used photoinitiators include benzophenone, benzoin ether, benzil ketal, dibenzocycloheptanone, anthraquinone, xanthone, thioxanthone, Dialkoxyacetophenone, α-halogenated acetophenone, hydroxyalkylphenone and other compounds. [0003] The preparation of hydroxyalkylphenones is reported in J.Amer.Chem.Soc.Vol.74(1952)618-620, Vol.75(1953)5975-5978 Bull.Soc.Chim.France 1967, 1047-1052. [0004] German Patent Publication No. 2772226...

Claims

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Application Information

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IPC IPC(8): C07C69/736C09D7/12
Inventor 罗志强陈小明阳年发罗和安申东升肖利民雷衡军
Owner XIANGTAN UNIV
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