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(Methyl) acrylate compound containing ketone carbonyl group as well as preparation method and application thereof

A technology of acrylate and ketone carbonyl, which is applied in the field of monomer synthesis of polymer materials, can solve problems such as pollution, toxicity, and odor, and achieve the effects of improving interface adhesion, improving strength, and accelerating synthesis efficiency

Inactive Publication Date: 2012-11-07
GUANGDONG BOSSIN NOVEL MATERIALS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the addition of these traditional organic solvents to the formula brings serious pollution, toxicity, and odor problems, which are incompatible with the environmental protection features promoted by light curing technology, which is a technical retrogression

Method used

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  • (Methyl) acrylate compound containing ketone carbonyl group as well as preparation method and application thereof
  • (Methyl) acrylate compound containing ketone carbonyl group as well as preparation method and application thereof
  • (Methyl) acrylate compound containing ketone carbonyl group as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Add 137g of bromoacetone, 8g of cetyltrimethylammonium bromide, 200ml of toluene, 119g of sodium methacrylate, 0.5g of light stabilizer 770 and 240ml of deionized water into a 1000ml three-necked bottle. Install a reflux condenser and agitator on top, stir and heat, control the reaction at 85~90°C for 8 hours, cool down, post-process and separate, obtain the dried oil phase components, remove toluene and other low boiling point components by rotary evaporation, and distill under reduced pressure. Collect the 84~88°C / 20mmHg fraction to obtain the product with the following structure, with a weight of 113.2g. 1 H NMR (CDCl 3 , δppm) 6.12(1H, CH 2 =), 5.54(1H, CH 2 =), 4.72(2H, O-CH 2 -CO-), 2.21(3H, -CO-CH 3 ), 1.98(3H, =C-CH 3 ). ESI-MS m / z: 142.

[0033]

Embodiment 2

[0035] Add 92.5g chloroacetone, 14g polyethylene glycol 200, 200 ml toluene, 178g ammonium acrylate, 0.5g light stabilizer 770 and 240ml deionized water in a 1000 ml three-necked bottle, install a reflux condenser and Agitator, stirring and heating, controlled at 85~90°C for 8 hours, cooling down, post-processing and separation to obtain dried oil phase components, rotary evaporation to remove low boiling point components such as toluene, vacuum distillation, and collecting 76~80°C / 20mmHg fraction, obtain the product of following structure, and weight is 78.6g. 1 H NMR (CDCl3, δppm) 6.51(1H, CH 2 =), 6.33(1H, CH 2 =), 5.85(1H,CH 2 =), 4.74(2H, O-CH 2 -CO-), 2.19(3H, -CO-CH 3 ). ESI-MS m / z: 128.

[0036]

Embodiment 3

[0038]Add 92.5g chloroacetone, 14g polyethylene glycol 1000, 200 ml toluene, 160g tetramethylammonium acrylate, 0.5g light stabilizer 770 in a 1000 ml three-necked bottle, install a reflux condenser and stir on the three-necked bottle Stir and heat, control the reaction at 85~90°C for 7 hours, cool down, post-treat and separate, obtain the dried oil phase components, remove toluene and other low boiling point components by rotary evaporation, distill under reduced pressure, collect 76~80°C / 20mmHg Fraction, obtains the product identical with embodiment 2, and weight is 108.4g.

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Abstract

The invention discloses a (methyl) acrylate compound containing a ketone carbonyl group. The (methyl) acrylate compound containing the ketone carbonyl group is shown as a formula (I), wherein R1 and R2 are independently selected from H or CH3. A preparation method of the (methyl) acrylate compound containing the ketone carbonyl group comprises the following steps of: taking alpha-halogenated methyl ketone and (methyl) acrylate as raw materials and performing the replacement reaction on the raw materials in the presence of a phase transfer catalyst and an oily organic solvent to obtain the (methyl) acrylate compound containing the ketone carbonyl group, wherein the phase transfer catalyst is polyethylene glycol or a quaternary ammonium salt phase transfer catalyst. Compared with the conventional (methyl) acrylate diluting agent, functional inert resin which is added into the formula of the compound has the relatively good dissolving capability so as to improve the use ratio of the functional inert resin in the formula (inertia means that the functional inert resin is not subjected to chemical cross-linking reaction); the functional inert resin has obvious corrosion and bottom etching effects on the common plastic substrate; and the total result is that the self strength of a photo-curing material and the adhesiveness on the substrate are improved.

Description

technical field [0001] The invention belongs to the field of monomer synthesis of polymer materials, and in particular relates to a (meth)acrylate compound containing a ketone carbonyl group and a preparation method and application thereof. Background technique [0002] Acrylate and methacrylate monomers are raw materials for the synthesis of poly(meth)acrylate materials, and play an important role in industrial production and scientific research. Including coatings, inks, adhesives, polymer composites, medical biomaterials and other fields, it has a wide range of applications. Especially in photocurable coatings, inks, and adhesives, (meth)acrylate monomers are generally used as reactive diluent monomers to reduce the viscosity of the formulation system and participate in photocrosslinking reactions to form a photocurable crosslinked network structure a part of. The (meth)methacrylate monomers currently used in this field mainly include (meth)acrylates of fatty alcohols, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/54C07C67/10B01J31/02B01J31/06C09D4/02C09D11/00C09J4/02
Inventor 庞来兴
Owner GUANGDONG BOSSIN NOVEL MATERIALS TECH CO LTD