CN107674149A - A kind of preparation method of polyfunctionality acrylate containing strontium for photosensitive resin - Google Patents

A kind of preparation method of polyfunctionality acrylate containing strontium for photosensitive resin Download PDF

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Publication number
CN107674149A
CN107674149A CN201710870018.0A CN201710870018A CN107674149A CN 107674149 A CN107674149 A CN 107674149A CN 201710870018 A CN201710870018 A CN 201710870018A CN 107674149 A CN107674149 A CN 107674149A
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CN
China
Prior art keywords
polyfunctionality
acrylate containing
photosensitive resin
strontium
containing strontium
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CN201710870018.0A
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Chinese (zh)
Inventor
刘立忠
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Jiangshan Haiwei Technology Co Ltd
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Jiangshan Haiwei Technology Co Ltd
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Priority to CN201710870018.0A priority Critical patent/CN107674149A/en
Publication of CN107674149A publication Critical patent/CN107674149A/en
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F230/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
    • C08F230/04Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • C08F2/46Polymerisation initiated by wave energy or particle radiation
    • C08F2/48Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

The invention provides a kind of preparation method of polyfunctionality acrylate containing strontium for photosensitive resin, bipentaerythrite is added in a kettle, 1,4 cyclohexane diisocyanates, acetylacetone,2,4-pentanedione strontium is hydrated, under ferric acetyl acetonade catalysis, 1 3h is reacted at 55 65 DEG C, the hydroxypropyl acrylate of 3 perfluoro hexyl 2 is added, 3 6h is reacted, obtains polyfunctionality acrylate containing strontium.

Description

A kind of preparation method of polyfunctionality acrylate containing strontium for photosensitive resin
Technical field
The present invention relates to a kind of raw material for photosensitive resin, especially a kind of polyfunctionality for photosensitive resin to contain strontium The preparation method of acrylate.
Background technology
China initially enters photosensitive field from the 1980s.The production of early stage photosensitive resin is mainly that the U.S. is husky more Company, the present country such as agate, Japanese synthesis, Bayer Bitterfeld GmbH, TaiWan, China Changxing have many producers to be also well done, and such as three wood collect Group, appearance coloured silkization work etc..Recently as the enhancing of people's energy conservation and environmental awareness, photosensitive resin varieties and characteristicses constantly strengthen, application Field is constantly expanded, and yield quickly increases, and shows swift and violent growth momentum.Particularly coating is included in consumption tax range of collection Afterwards, the development of photosensitive resin is expected to further speed up.At present, photocureable coating be not only widely used in paper, plastics, leather, A variety of base materials such as metal, glass, ceramics, and be successfully applied in materials such as optical fiber, printed circuit board (PCB), electronic component encapsulation Material.
CN106896641A discloses a kind of formula of photosensitive resin, and it is formulated parts per hundred parts by the component of following parts by weight Composition:UV-Curable Prepolymer 20-40 parts, monomer 5-20 parts, reactive diluent 15-30 parts, crosslinking agent 5-20 parts, light trigger 0.5- 5 parts, auxiliary agent 0.2-3 parts, conductive particle 10-20 parts, the monomer is benzene oxygen ethyl propylene acid esters, and the reactive diluent is double Phenol A diacrylate fat, the crosslinking agent are the propylene of three propane of trihydroxy methyl three.The present invention is advantageous in that:Effectively Solve the problems, such as that present photosensitive resin toughness deficiency, impact resistance are poor, frangible, while add the conductive energy of photosensitive resin Power.
CN105116686A discloses a kind of 3D printing photosensitive resin, and its raw material includes following components:Oligomer:Oneself Lactone-modified urethane acrylate;Reactive diluent:Monofunctional acrylates' ester, bifunctional acrylate, more officials Monofunctional acrylates' ester, the amido-containing acid ester of acrylate, vinyl monomer, vinyl ethers, the end group containing methoxy can be rolled into a ball Monofunctional acrylates' ester or cyclic carbonate ester monofunctional acrylates' ester;Ultraviolet initiator:Styrax ethers, 2,2- bis- Methyl alpha-hydroxyacetophenone or azido compound.3D printing photosensitive resin of the present invention, the more existing 3D printing of cost is with photosensitive tree Fat is low, application easy to spread;Shower nozzle is not easily blocked when in use, and the material printed has excellent compliance and mechanical property 3 D-printing material.
Existing photosensitive resin product, there is the problem of product stability is not strong mostly, product is easily deformed, fragile Split, easily discoloration, influences overall precision, outward appearance and performance, can not meet some downstreams higher for service life requirement The requirement of technique.
The content of the invention
The purpose of the present invention is:A kind of preparation method of polyfunctionality acrylate containing strontium for photosensitive resin is provided, Overcome disadvantages mentioned above, it is characterised in that following steps:
By weight, bipentaerythrite is added in a kettle, Isosorbide-5-Nitrae-cyclohexane diisocyanate, is hydrated acetylacetone,2,4-pentanedione strontium, Under ferric acetyl acetonade catalysis, 1-3h is reacted at 55-65 DEG C, adds 3- perfluoro hexyl -2- hydroxypropyl acrylates, reacts 3- 6h, obtain polyfunctionality acrylate containing strontium;
Two trimethylolpropane tetra-acrylates, 1- hydroxycyclohexylphenyl first are added into polyfunctionality acrylate containing strontium again Ketone, 4- boric acid dibenzofuran, 4,4'- dibromo dibenzo-18-crown-6 (DB18C6)s, N- (isobutoxy) Methacrylamide, double (pentamethyl rings Pentadiene) cobalt, stirs 4-10h at 50-65 DEG C, produces photosensitive resin.
The quality usage ratio of described polyfunctionality acrylate containing strontium raw material is bipentaerythrite:1,4- hexamethylenes Diisocyanate:It is hydrated acetylacetone,2,4-pentanedione strontium:Ferric acetyl acetonade:3- perfluoro hexyl -2- hydroxypropyls acrylic acid=1:3.5-4.5: 0.001-0.005:0.1-0.5:8-10。
Two described trimethylolpropane tetra-acrylates, its quality dosage are the 1-6% of polyfunctionality acrylate containing strontium.
Described 1- hydroxycyclohexyl phenyl ketones, its quality dosage are the 0.5-4% of polyfunctionality acrylate containing strontium.
Described 4- boric acid dibenzofuran, its quality dosage are the 5-20% of polyfunctionality acrylate containing strontium.
Described 4,4'- dibromo dibenzo-18-crown-6 (DB18C6)s, its quality dosage are the 1- of polyfunctionality acrylate containing strontium 3%。
Described N- (isobutoxy) Methacrylamide, its quality dosage are the 0.1- of polyfunctionality acrylate containing strontium 0.5%.
Described double (pentamethylcyclopentadiene) cobalts, its quality dosage are the 0.1-0.3% of polyfunctionality acrylate containing strontium.
Described bipentaerythrite is commercially available prod, the product produced such as Puyang Yong'an Chemical Industry Co., Ltd.;1,4- rings Hexane diisocyanate is commercially available prod, the product produced such as Hangzhou great Yang Chemical Co., Ltd.s;3- perfluoro hexyl -2- hydroxypropyls Acrylate is commercially available prod, as Wuhan power dimension can Science and Technology Ltd. produce product;Two trimethylolpropane tetras acid Ester is commercially available prod, the product produced such as Hangzhou Jie Heng Chemical Co., Ltd.s;1- hydroxycyclohexyl phenyl ketones are commercially available prod, Such as Shanghai Losec Chemical Co., Ltd.;
4- boric acid dibenzofuran, 4,4'- dibromo dibenzo-18-crown-6 (DB18C6)s, N- (isobutoxy) Methacrylamide, double (pentamethyls Cyclopentadiene) cobalt is commercially available prod.
The product of the present invention has the advantages that:
Photosensitive resin crosslinking degree of the present invention is big, has excellent a flexility and water repelling property, not easily broken, be not easy Absorb water, be unlikely to deform, can preferably meet the needs of downstream process deforms for long-time storage with not cracky.
Embodiment
Following instance is only to further illustrate the present invention, is not limitation the scope of protection of the invention.
Embodiment 1
Bipentaerythrite 100Kg is added in a kettle, Isosorbide-5-Nitrae-cyclohexane diisocyanate 400Kg, is hydrated acetylacetone,2,4-pentanedione strontium 0.3Kg, ferric acetyl acetonade 30Kg, 2h, 3- perfluoro hexyl -2- hydroxypropyl acrylate 900Kg are reacted at a temperature of 60 DEG C, reacted 4.5h, obtain polyfunctionality acrylate containing strontium;
Two trimethylolpropane tetra-acrylate 3.5Kg, 1- hydroxy cyclohexylphenyls are added into 100Kg polyfunctionalities acrylate containing strontium Base phenyl ketone 2.25Kg, 4- boric acid dibenzofuran 15Kg, 4,4'- dibromo dibenzo-18-crown-6 (DB18C6) 2Kg, N- (isobutoxy) first Base acrylamide 0.3Kg, double (pentamethylcyclopentadiene) cobalt 0.2Kg, 7h is stirred at 57 DEG C, obtains photosensitive resin.
Embodiment 2
Bipentaerythrite 100Kg is added in a kettle, Isosorbide-5-Nitrae-cyclohexane diisocyanate 350Kg, is hydrated acetylacetone,2,4-pentanedione strontium 0.1Kg, ferric acetyl acetonade 10Kg, 1h, 3- perfluoro hexyl -2- hydroxypropyl acrylate 800Kg are reacted at a temperature of 55 DEG C, reacted 3h, obtain polyfunctionality acrylate containing strontium;
Two trimethylolpropane tetra-acrylate 1Kg, 1- hydroxy-cyclohexyls are added into 100Kg polyfunctionalities acrylate containing strontium Phenyl ketone 0.5Kg, 4- boric acid dibenzofuran 5Kg, 4,4'- dibromo dibenzo-18-crown-6 (DB18C6) 1Kg, N- (isobutoxy) methyl-props Acrylamide 0.1Kg, double (pentamethylcyclopentadiene) cobalt 0.1Kg, 4h is stirred at 50 DEG C, obtains photosensitive resin.
Embodiment 3
Bipentaerythrite 100Kg is added in a kettle, Isosorbide-5-Nitrae-cyclohexane diisocyanate 450Kg, is hydrated acetylacetone,2,4-pentanedione strontium 0.5Kg, ferric acetyl acetonade 50Kg, 3h, 3- perfluoro hexyl -2- hydroxypropyl acrylate 1000Kg are reacted at a temperature of 65 DEG C, instead 6h is answered, obtains polyfunctionality acrylate containing strontium;
Two trimethylolpropane tetra-acrylate 6Kg, 1- hydroxy-cyclohexyls are added into 100Kg polyfunctionalities acrylate containing strontium Phenyl ketone 4Kg, 4- boric acid dibenzofuran 25Kg, 4,4'- dibromo dibenzo-18-crown-6 (DB18C6) 3Kg, N- (isobutoxy) metering systems Acid amides 0.5Kg, double (pentamethylcyclopentadiene) cobalt 0.3Kg, 10h is stirred at 65 DEG C, obtains photosensitive resin.
Comparative example 1
4,4'- dibromo dibenzo-18-crown-6 (DB18C6)s are added without, other conditions are the same as embodiment 1.
Comparative example 2
Hydration acetylacetone,2,4-pentanedione strontium is added without, other conditions are the same as embodiment 1.
Comparative example 3
Double (pentamethylcyclopentadiene) cobalts are added without, other conditions are the same as embodiment 1.
Comparative example 4
4- boric acid dibenzofuran is added without, other conditions are the same as embodiment 1.
Comparative example 5
4,4'- dibromo dibenzo-18-crown-6 (DB18C6)s are added without, other conditions are the same as embodiment 1.
Embodiment 4
The photosensitive resin product for respectively being produced embodiment 1-3 and comparative example 1-3, with reference to the inspection of GB/T 2567-200 standards The quick resin pliability of optometry, and the heat distortion temperature of resin is examined, it is shown in Table 1.
Table 1:The tensile strength and heat distortion temperature for the photosensitive resin product that different process is produced.

Claims (2)

  1. A kind of 1. preparation method of polyfunctionality acrylate containing strontium for photosensitive resin, it is characterised in that following steps:
    By weight, bipentaerythrite is added in a kettle, Isosorbide-5-Nitrae-cyclohexane diisocyanate, is hydrated acetylacetone,2,4-pentanedione strontium, Under ferric acetyl acetonade catalysis, 1-3h is reacted at 55-65 DEG C, adds 3- perfluoro hexyl -2- hydroxypropyl acrylates, reacts 3- 6h, obtain polyfunctionality acrylate containing strontium.
  2. 2. a kind of preparation method of polyfunctionality acrylate containing strontium for photosensitive resin described in claim 1, its feature It is:The quality usage ratio of described polyfunctionality acrylate containing strontium raw material is bipentaerythrite:1,4- hexamethylenes two are different Cyanate:It is hydrated acetylacetone,2,4-pentanedione strontium:Ferric acetyl acetonade:3- perfluoro hexyl -2- hydroxypropyls acrylic acid=1:3.5-4.5:0.001- 0.005:0.1-0.5:8-10。
CN201710870018.0A 2017-09-23 2017-09-23 A kind of preparation method of polyfunctionality acrylate containing strontium for photosensitive resin Pending CN107674149A (en)

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101157640A (en) * 2007-09-20 2008-04-09 湖南大学 Acrylic polyurethane having star-structure six functional groups and synthesizing method thereof
CN102766248A (en) * 2012-07-25 2012-11-07 广州市博兴化工科技有限公司 Method for preparing liquid urethane acrylate resin by recovered solid polyurethane
CN103724556A (en) * 2013-12-31 2014-04-16 蚌埠金黄山凹版印刷有限公司 Preparation method of resin, resin, ink and preparation method thereof
CN104449337A (en) * 2014-12-19 2015-03-25 江南大学 Preparation method of high-thermal-conductivity photocuring functional coating
CN104448172A (en) * 2014-12-18 2015-03-25 江苏柏鹤涂料有限公司 Photosensitive waterborne acrylic acid-polyurethane dispersion and coating thereof
CN105116686A (en) * 2015-08-28 2015-12-02 江门市恒光新材料有限公司 Photosensitive resin for 3D printing
CN105153373A (en) * 2015-09-21 2015-12-16 扬州市祥华新材料科技有限公司 Preparation method for modified poly(ammonia ester-acrylic ester) emulsion of polyfunctionality compound and application

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101157640A (en) * 2007-09-20 2008-04-09 湖南大学 Acrylic polyurethane having star-structure six functional groups and synthesizing method thereof
CN102766248A (en) * 2012-07-25 2012-11-07 广州市博兴化工科技有限公司 Method for preparing liquid urethane acrylate resin by recovered solid polyurethane
CN103724556A (en) * 2013-12-31 2014-04-16 蚌埠金黄山凹版印刷有限公司 Preparation method of resin, resin, ink and preparation method thereof
CN104448172A (en) * 2014-12-18 2015-03-25 江苏柏鹤涂料有限公司 Photosensitive waterborne acrylic acid-polyurethane dispersion and coating thereof
CN104449337A (en) * 2014-12-19 2015-03-25 江南大学 Preparation method of high-thermal-conductivity photocuring functional coating
CN105116686A (en) * 2015-08-28 2015-12-02 江门市恒光新材料有限公司 Photosensitive resin for 3D printing
CN105153373A (en) * 2015-09-21 2015-12-16 扬州市祥华新材料科技有限公司 Preparation method for modified poly(ammonia ester-acrylic ester) emulsion of polyfunctionality compound and application

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
房江华等: "铁系催化剂催化降冰片烯与丙烯酸甲酯共聚合", 《高分子学报》 *

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Application publication date: 20180209