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A kind of phosphorus-containing polyurethane acrylate oligomer and its preparation method and application

A technology of urethane acrylate and hydroxy acrylate, which is applied in the field of phosphorus-containing cyclic structure urethane acrylate oligomers and its synthesis, and can solve the problems of poor storage stability and short service life

Active Publication Date: 2018-01-23
CHANGXING PHOTOELECTRIC MATERIAL +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Moreover, the existing LDI dry film photoresist itself has a high exposure speed, but its storage stability is poor and its life is short

Method used

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  • A kind of phosphorus-containing polyurethane acrylate oligomer and its preparation method and application
  • A kind of phosphorus-containing polyurethane acrylate oligomer and its preparation method and application
  • A kind of phosphorus-containing polyurethane acrylate oligomer and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] (1) Synthesis of semi-adducts

[0052] Under the protection of nitrogen, 116.12 grams of hydroxyethyl acrylate and 1.0451 grams of dibutyltin dilaurate were added dropwise to 168.19 grams of hexamethylene diisocyanate, and the reaction temperature was kept at 40 ° C. The concentration of -NCO in the monitoring system changed until -The NCO content is 50% of the initial content, and the half-blocked half-adduct A of the diisocyanate is obtained;

[0053] (2) Synthesis of Phosphate Ester

[0054] Dissolve 268.35 g of trimethylolpropane in toluene, add 153.33 g of phosphorus oxychloride dropwise into the trimethylolpropane solution at 40°C, and react for 5 hours to obtain Phosphate B;

[0055] (3) Synthesis of polyurethane acrylate oligomers

[0056] Under the protection of nitrogen, 312.18 grams of phosphate ester B, 284.31 grams of semi-blocked addition product A and 1.4216 grams of polymerization inhibitor p-hydroxyanisole were added to the reactor, the temperature wa...

Embodiment 2

[0060] (1) Synthesis of semi-adducts

[0061] Under the protection of nitrogen, 116.12 grams of hydroxyethyl acrylate and 1.0451 grams of dibutyltin dilaurate were added dropwise to 168.19 grams of hexamethylene diisocyanate, and the reaction temperature was maintained at 40 ° C. The concentration of -NCO in the system was monitored until - The NCO content is 50% of the initial content, and the half-blocked half-adduct A of the diisocyanate is obtained;

[0062] (2) Synthesis of Phosphate Ester

[0063] Dissolve 178.90 g of trimethylolpropane in toluene, add 153.33 g of phosphorus oxychloride dropwise into the trimethylolpropane solution at 40°C, and react for 5 hours to obtain phosphate ester B;

[0064] (3) Synthesis of polyurethane acrylate oligomers

[0065] Under the protection of nitrogen, 244 grams of phosphoric acid ester B, 284.31 grams of semi-capped addition product A and 1.4216 grams of polymerization inhibitor p-hydroxyanisole were added to the reactor, the temp...

Embodiment 3

[0069] (1) Synthesis of semi-adducts

[0070] Under the protection of nitrogen, 130.14 grams of hydroxypropyl acrylate and 1.3100 grams of dibutyltin dilaurate were added dropwise to 168.20 grams of hexamethylene diisocyanate, and the reaction temperature was kept at 45 ° C. The concentration of -NCO in the monitoring system changed until -The NCO content is 50% of the initial content, and the semi-adduct A of diisocyanate is obtained;

[0071] (2) Synthesis of Phosphate Ester

[0072] Dissolve 268.35 g of trimethylolpropane in toluene, add 229.995 g of phosphorus oxychloride dropwise into the trimethylolpropane solution at 50°C, and react for 3.5 hours to obtain phosphate ester B;

[0073] (3) Synthesis of polyurethane acrylate oligomers

[0074] Under the protection of nitrogen, 334.09 grams of phosphate ester B, 298.34 grams of semi-blocked addition product A and 1.4917 grams of polymerization inhibitor p-hydroxyanisole were added to the reactor, the temperature was raise...

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Abstract

The invention discloses a phosphorus-containing polyurethane acrylate oligomer, and a preparation method and an application thereof. The preparation method comprises the following steps: adding hydroxy acrylate and dibutyltin dilaurate to diisocyanate in a dropwise manner, controlling the reaction temperature, and monitoring the concentration change of -NCO in a system to obtain a semi-adduct of diisocyanate; dissolving polyol in toluene, adding an acylchloriration agent phosphorous oxychloride in a dropwise manner, and reacting to obtain cyclic phosphate B; and heating the cyclic phosphate B, the semi-adduct of diisocyanate and a polymerization inhibitor, adding a catalyst dissolved in acetone in a dropwise manner, and reacting to obtain phosphorus-containing annular structured polyurethane acrylate. The above product can be applied in photoimageable components. Introduction of an annular phosphate group in the design process of a molecular structure increases the adhesion of a dry film photoresistive resist on a metal substrate; and the method has the advantages of simple synthesis route, few side reactions, no pollution, and obtaining of the product with good performances without purification.

Description

technical field [0001] The invention relates to a phosphorus-containing urethane acrylate oligomer, in particular to a phosphorus-containing cyclic structure urethane acrylate oligomer and a synthesis method thereof. Background technique [0002] Ultraviolet (UV) curing technology is a new technology with high efficiency, energy saving and environmental protection. It means that the photoinitiator in the liquid UV material is stimulated to become free radicals or cations under the UV radiation of the liquid UV material, and the active group contained in the trigger material (Unsaturated double bond) chemical reaction (various polymerization and reaction), forming a cured body structure. UV curing has its unique features and advantages, and fully complies with the "5E" principle: Energy (energy saving), Ecology (environmental protection), Economy (economy), Efficiency (high efficiency), and Enabling (multi-energy), and has irreplaceable advantages. [0003] Among them, ureth...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/6574G03F7/004G03F7/033
CPCC07F9/65742G03F7/004G03F7/033
Inventor 杨明雄林耿弘郑裕正李利涂伟萍卢明
Owner CHANGXING PHOTOELECTRIC MATERIAL
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