CN105131779A - Ultraviolet curing organic silicon release agent and preparation method thereof - Google Patents

Ultraviolet curing organic silicon release agent and preparation method thereof Download PDF

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Publication number
CN105131779A
CN105131779A CN201510580876.2A CN201510580876A CN105131779A CN 105131779 A CN105131779 A CN 105131779A CN 201510580876 A CN201510580876 A CN 201510580876A CN 105131779 A CN105131779 A CN 105131779A
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organic silicon
ultraviolet curing
curing organic
parting agent
oil
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CN201510580876.2A
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CN105131779B (en
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王振卫
王磊
李书珍
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Jiangsu Shuangguan New Materials Technology Co.,Ltd.
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Shanghai Institute of Technology
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Abstract

The invention discloses an ultraviolet curing organic silicon release agent. The ultraviolet curing organic silicon release agent is prepared from the following raw materials in parts by weight: 100 parts of amino silicon oil, 2 to 15 parts of glycidyl methacrylate, 5 to 100 parts of reactive diluent, 0.1 to 2 parts of antioxidant, 0 to 8 parts of high-viscosity methylsilicone oil, 0.1 to 10 parts of photoinitiator and 100 to 300 parts of solvent. The invention also provides a preparation method for the organic silicon release agent. The preparation method comprises the following steps: weighing various reaction raw materials according to the weight ratio; adding the amino silicon oil, the glycidyl methacrylate, the antioxidant and the solvent into a reaction container; after the reaction is completed, adding the reactive diluent, the high-viscosity methylsilicone oil and the photoinitiator into a mixed liquid, then adding the mixture into the container, and stirring uniformly. The organic silicon release agent disclosed by the invention is low in curing temperature; the obtained coating is transparent and colorless; a good release effect can be achieved; the release force is low; the resistance to water and oil contamination is high; the organic silicon release agent can be applied to the outer surfaces of metal, ceramics, glass and the like.

Description

A kind of ultraviolet curing organic silicon parting agent and preparation method thereof
Technical field
The invention belongs to chemical field, relate to a kind of coating, specifically a kind of ultraviolet curing organic silicon parting agent and preparation method thereof.
Background technology
Organic silicon coating is an important directions of current anti-stick dirty paint field.Because it has the advantages such as low surface tension, transparent, nontoxic, high temperature resistant, weathering resistance is good, be widely used in metal, pottery, paper, plastics, textile surface as antifouling paint or the use of anti-adhesive coating material.
The organosilicon coating of use in the past adopts vinyl organosilicon as resin mostly, and containing hydrogen silicone oil is catalyzer as linking agent, metal platinum, 130 ~ 230 DEG C of solidifications.Because solidification value is higher, need at substantial energy, base material such as paper, plastics etc. for non-refractory likely cause product generation sex change, limit its range of application.
Summary of the invention
For above-mentioned technical problem of the prior art, the invention provides a kind of ultraviolet curing organic silicon parting agent and preparation method thereof, described this ultraviolet curing organic silicon parting agent and preparation method thereof solve organosilicon coating of the prior art due to solidification value higher, the base material for non-refractory can cause the technical problem of product generation sex change.
The invention provides a kind of ultraviolet curing organic silicon parting agent, be made up of the raw material of following weight part:
Amido silicon oil 100 parts,
Glycidyl methacrylate 2-15 part,
Reactive thinner 5-100 part,
Antioxidant 0.1-2 part,
High viscosity methyl-silicone oil 1-8 part,
Light trigger 0.1-10 part,
Solvent 100-300 part.
Further, the ammonia value of described amido silicon oil is 0.7-1, and kinematic viscosity is at 10000 ~ 200000mPas.
Further, an amino side-chain of described full-bodied amido silicon oil there is an amino group or have two or three amino groups.
Further, described reactive thinner refers to that UV curing field has the reactive monomer of acrylic acid groups or methacrylic acid group, and described reactive thinner is mono-functional reactive's monomer or the reactive monomer containing more than 2 or 2 functional groups.
Further, described antioxidant is the compound that polyatomic phenol has anti-oxidant function, such as Resorcinol, tertiary butyl Pyrogentisinic Acid etc.
Further, described methyl-silicone oil is the methyl-silicone oil that dimethyl silicone oil or methyl phenyl silicone oil or side chain are replaced by polyethers or long chain alkane.
Further, described light trigger refers to the compound that can produce under UV-irradiation and have initiation free radical.
Further, described solvent is selected from the mixture of the one or more than one in sherwood oil, gasoline, benzene,toluene,xylene, ethylbenzene or hexanaphthene.
Further, described high viscosity methyl-silicone oil is the methyl-silicone oil that dimethyl silicone oil or methyl phenyl silicone oil or side chain are replaced by polyethers or long chain alkane, and its range of viscosities is between 10000CTS to 1000000CTS.
Further, described reactive thinner includes but not limited to methyl acrylate, ethyl propenoate, butyl acrylate, methyl methacrylate, β-dimethyl-aminoethylmethacrylate, butyl methacrylate, tri (propylene glycol) diacrylate, Triethylene glycol diacrylate, neopentylglycol diacrylate, hexanediyl ester, Viscoat 295 or glycerol tri-acrylate.
Further, described light trigger be 2-hydroxy-2-methyl-1-phenyl-1-acetone (be called for short: 1173), 1-hydroxycyclohexyl phenyl ketone (be called for short: 184), 2-methyl-2-(4-morpholinyl)-1-[4-(methylthio group) phenyl]-1-acetone (be called for short: 907), 1-(4-morpholinyl phenyl)-2-(dimethyl amine)-2-benzyl-1-butanone (be called for short: 369) or benzophenone (be called for short: BP).
Present invention also offers the preparation method of above-mentioned a kind of ultraviolet curing organic silicon parting agent, it is characterized in that: take amido silicon oil according to weight ratio, glycidyl methacrylate, reactive thinner, antioxidant, high viscosity methyl-silicone oil, light trigger, solvent, by amido silicon oil, glycidyl methacrylate, antioxidant, solvent adds in a reaction vessel, react under the condition of 20 ~ 60 DEG C, after reacting completely, by reactive thinner, high viscosity methyl-silicone oil, light trigger adds wherein again, stir, obtain a kind of ultraviolet curing organic silicon parting agent.
Methyl-silicone oil of the present invention slowly can penetrate into coatingsurface and form film after coating curing, thus reduces the surface tension of coating further, promotes anti-stick dirt effect.When coating is as friction surface, the methyl-silicone oil that supplementary coatingsurface is worn can be continued.Described solvent mainly rises and dissolves and dilute amido silicon oil, glycidyl methacrylate, the effect of high viscosity methyl-silicone oil, for parting agent mixing, reaction provides convenient, be convenient to the thin paint film of formation one when parting agent is constructed simultaneously, described thin paint film mainly refers to that its thickness is below 5 microns, especially at 0.3 micron to 1.5 micrometer ranges, if described thin paint film is prepared in the substrate surface of porous or many defects, how whether apertures and defect structure and size change, described parting agent can be partially filled full hole and defect structure, also can filling orifice and defect structure completely.
A kind of ultraviolet curing organic silicon parting agent of the present invention is when applying, the modes such as spraying, brushing can be adopted to coat on the extexines such as metal, pottery, glass, paper, plastics, textiles, after solvent evaporates, under adopting UV-irradiation, solidify release coating.Described parting agent solvent evaporates process can adopt forced-air blast, infrared drying, vacuumize etc., and mode is strengthened.
Photosensitive group and silicone resin are obtained by reacting the organosilane monomer of photosensitivity by the present invention, then can solidify in normal temperature environment under light trigger and UV-irradiation, avoid and need high temperature curing process, have saved the energy.This parting agent solidification value is low, and can mate with full automatic photocuring production line, save energy, base material adaptation type is good.
A kind of ultraviolet curing organic silicon parting agent provided by the invention is applicable to use as release coating for outside surfaces such as metal, pottery, glass, paper, plastics, textiless, compared with the organosilicon needing hot setting, has expanded range of application.
The present invention compares with prior art, and its technical progress is significant.The present invention's employing connects methacrylate functional and is transformed into polymerisable photosensitive resin on silicone resin, thus under normal temperature open environment, just can realize the solidification of silicone release agent, solidification value is low, may be used for the UV curing process of serialization coating, the coating transparent obtained is colourless, can produce good release effect, peeling force is low, water resistant oil pickup ability is strong, and can be applied to the extexines such as metal, pottery, glass, use range is extensive.
Embodiment
Below by specific examples, the present invention is described in detail.
Embodiment 1
A kind of ultraviolet curing organic silicon parting agent, be made up of the raw material of following weight part: 150 parts, amido silicon oil 100 parts (ammonia value 0.7-1, kinematic viscosity: 150000mPas), glycidyl methacrylate 10 parts, hexanediyl ester 10 parts, Resorcinol 0.2 part, 1000000CTS high viscosity methyl-silicone oil 5 parts, 1-hydroxycyclohexyl phenyl ketone 3 parts, No. 92 gasoline.
A kind of preparation method of ultraviolet curing organic silicon parting agent is as follows:
By in amido silicon oil 100 parts, glycidyl methacrylate 10 parts, Resorcinol 0.2 part, No. 92 gasoline 150 parts of input mixing kettles, stirring at normal temperature is spent the night, then hexanediyl ester 10 parts, 1000000CTS high viscosity methyl-silicone oil 5 parts, 1-hydroxycyclohexyl phenyl ketone 3 parts is added under agitation, be uniformly mixed, obtain a kind of ultraviolet curing organic silicon parting agent of the present invention.
Above-mentioned ultraviolet curing organic silicon parting agent, when applying, can adopt the modes such as spraying, brushing to coat on metal, pottery, glass, paper, plastics, textiles, after solvent evaporates, solidify under UV-irradiation, obtain silicone release coating.
Wax of the present invention sliding sense silicone release agent sticking power can reach 1 grade, and surface tension is low, release effective, and print resistance can be good.
Embodiment 2
A kind of ultraviolet curing organic silicon parting agent, be made up of the raw material of following weight part: amido silicon oil 100 parts (ammonia value 0.6-0.8, kinematic viscosity: 10000mPas), glycidyl methacrylate 5 parts, tri (propylene glycol) diacrylate 20 parts, Tert. Butyl Hydroquinone 0.1 part, 500000CTS high viscosity methyl-silicone oil 10 parts, 100 parts, 2-hydroxy-2-methyl-1-phenyl-1-acetone 2 parts, No. 92 gasoline.
A kind of preparation method of ultraviolet curing organic silicon parting agent is as follows:
By in amido silicon oil 100 parts, glycidyl methacrylate 5 parts, tertiary butyl Pyrogentisinic Acid 0.1 part, No. 92 gasoline 100 parts of input mixing kettles, stirring at normal temperature is spent the night. then add tri (propylene glycol) diacrylate 20 parts, 500000CTS high viscosity methyl-silicone oil 10 parts, 2 parts, 2-hydroxy-2-methyl-1-phenyl-1-acetone under agitation, be uniformly mixed, obtain a kind of ultraviolet curing organic silicon parting agent of the present invention.
Above-mentioned ultraviolet curing organic silicon parting agent, when applying, can adopt the modes such as spraying, brushing to coat on metal, pottery, glass, paper, plastics, textiles, after solvent evaporates, solidify under UV-irradiation, obtain silicone release coating.
Wax of the present invention sliding sense silicone release agent sticking power can reach 1 grade, and surface tension is low, release effective, and print resistance can be good.

Claims (12)

1. a ultraviolet curing organic silicon parting agent, is characterized in that, is made up of the raw material of following weight part:
Amido silicon oil 100 parts,
Glycidyl methacrylate 2-15 part,
Reactive thinner 5-100 part,
Antioxidant 0.1-2 part,
High viscosity methyl-silicone oil 1-8 part,
Light trigger 0.1-10 part,
Solvent 100-300 part.
2. a kind of ultraviolet curing organic silicon parting agent according to claim 1, is characterized in that: the ammonia value of described amido silicon oil is 0.7-1, and kinematic viscosity is at 10000 ~ 200000mPas.
3. a kind of ultraviolet curing organic silicon parting agent according to claim 1, is characterized in that: an amino side-chain of described amido silicon oil has an amino group or have two or three amino groups.
4. a kind of ultraviolet curing organic silicon parting agent according to claim 1, it is characterized in that: described high viscosity methyl-silicone oil is the methyl-silicone oil that dimethyl silicone oil or methyl phenyl silicone oil or side chain are replaced by polyethers or long chain alkane, and its range of viscosities is between 10000CTS to 1000000CTS.
5. a kind of ultraviolet curing organic silicon parting agent according to claim 1, it is characterized in that: described reactive thinner refers to that UV curing field has the reactive monomer of acrylic acid groups or methacrylic acid group, described reactive thinner is mono-functional reactive's monomer or the reactive monomer containing more than 2 or 2 functional groups.
6. a kind of ultraviolet curing organic silicon parting agent according to claim 5, is characterized in that: described reactive thinner includes but not limited to methyl acrylate, ethyl propenoate, butyl acrylate, methyl methacrylate, β-dimethyl-aminoethylmethacrylate, butyl methacrylate, tri (propylene glycol) diacrylate, Triethylene glycol diacrylate, neopentylglycol diacrylate, hexanediyl ester, Viscoat 295 or glycerol tri-acrylate.
7. a kind of ultraviolet curing organic silicon parting agent according to claim 1, is characterized in that: described antioxidant is the compound that polyatomic phenol has anti-oxidant function.
8. a kind of ultraviolet curing organic silicon parting agent according to claim 7, is characterized in that: described antioxidant is Resorcinol or Tert. Butyl Hydroquinone.
9. a kind of ultraviolet curing organic silicon parting agent according to claim 1, is characterized in that: described light trigger refers to the compound that can produce under UV-irradiation and have initiation free radical.
10. a kind of ultraviolet curing organic silicon parting agent according to claim 9, is characterized in that: described light trigger is 2-hydroxy-2-methyl-1-phenyl-1-acetone, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-2-(4-morpholinyl)-1-[4-(methylthio group) phenyl]-1-acetone, 1-(4-morpholinyl phenyl)-2-(dimethyl amine)-2-benzyl-1-butanone or benzophenone.
11. a kind of ultraviolet curing organic silicon parting agents according to claim 1, is characterized in that: described solvent is selected from the mixture of the one or more than one in sherwood oil, gasoline, benzene,toluene,xylene, ethylbenzene or hexanaphthene.
The preparation method of a kind of ultraviolet curing organic silicon parting agent described in 12. claims 1, it is characterized in that: take amido silicon oil according to weight ratio, glycidyl methacrylate, reactive thinner, antioxidant, high viscosity methyl-silicone oil, light trigger, solvent, by amido silicon oil, glycidyl methacrylate, antioxidant, solvent adds in a reaction vessel, react under the condition of 20 ~ 60 DEG C, after reacting completely, by reactive thinner, high viscosity methyl-silicone oil, light trigger adds wherein again, stir, obtain a kind of ultraviolet curing organic silicon parting agent.
CN201510580876.2A 2015-09-14 2015-09-14 A kind of ultraviolet curing organic silicon mould release and preparation method thereof Active CN105131779B (en)

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Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105462489A (en) * 2016-01-20 2016-04-06 上海应用技术学院 Strippable blue gel and preparation process thereof
CN105602443A (en) * 2016-01-20 2016-05-25 上海应用技术学院 Peelable blue gel and preparation method
CN105719562A (en) * 2016-01-28 2016-06-29 安徽盛鼎电器科技有限公司 Label material free of release paper and making technology of label material
CN105906831A (en) * 2016-05-09 2016-08-31 吉翔宝(太仓)离型材料科技发展有限公司 Ultraviolet-cured anti-scraping release film
CN105949487A (en) * 2016-05-09 2016-09-21 吉翔宝(太仓)离型材料科技发展有限公司 Ultraviolet curable antistatic release film and preparation method thereof
CN106381084A (en) * 2016-10-17 2017-02-08 哈尔滨工业大学无锡新材料研究院 Non-transfer organic silicon modified acrylate parting agent and preparation method thereof
CN107570393A (en) * 2017-07-19 2018-01-12 深圳市佰瑞兴实业有限公司 A kind of coating process of reticulate pattern PET silicone release films
CN110886127A (en) * 2019-12-05 2020-03-17 江苏双冠新材料科技有限公司 Preparation method of antibacterial antistatic release paper

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CN1880396A (en) * 2005-06-13 2006-12-20 联合工艺公司 Erosion resistant anti-icing coatings
CN104213465A (en) * 2014-07-31 2014-12-17 东莞宏石功能材料科技有限公司 UV paper varnish having separating effect and being ultra-smooth after ultraviolet light curing and preparation method thereof
CN104479506A (en) * 2014-06-11 2015-04-01 深圳职业技术学院 Stain-resistant UV hybrid curable coating composition and preparation method thereof

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1880396A (en) * 2005-06-13 2006-12-20 联合工艺公司 Erosion resistant anti-icing coatings
CN104479506A (en) * 2014-06-11 2015-04-01 深圳职业技术学院 Stain-resistant UV hybrid curable coating composition and preparation method thereof
CN104213465A (en) * 2014-07-31 2014-12-17 东莞宏石功能材料科技有限公司 UV paper varnish having separating effect and being ultra-smooth after ultraviolet light curing and preparation method thereof

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105462489A (en) * 2016-01-20 2016-04-06 上海应用技术学院 Strippable blue gel and preparation process thereof
CN105602443A (en) * 2016-01-20 2016-05-25 上海应用技术学院 Peelable blue gel and preparation method
CN105602443B (en) * 2016-01-20 2017-10-27 上海应用技术学院 Peelable blue glue and preparation method
CN105719562A (en) * 2016-01-28 2016-06-29 安徽盛鼎电器科技有限公司 Label material free of release paper and making technology of label material
CN105906831A (en) * 2016-05-09 2016-08-31 吉翔宝(太仓)离型材料科技发展有限公司 Ultraviolet-cured anti-scraping release film
CN105949487A (en) * 2016-05-09 2016-09-21 吉翔宝(太仓)离型材料科技发展有限公司 Ultraviolet curable antistatic release film and preparation method thereof
CN106381084A (en) * 2016-10-17 2017-02-08 哈尔滨工业大学无锡新材料研究院 Non-transfer organic silicon modified acrylate parting agent and preparation method thereof
CN106381084B (en) * 2016-10-17 2019-08-27 哈尔滨工业大学无锡新材料研究院 It is a kind of without transfer organosilicon-modified acrylate mould release and preparation method thereof
CN107570393A (en) * 2017-07-19 2018-01-12 深圳市佰瑞兴实业有限公司 A kind of coating process of reticulate pattern PET silicone release films
CN110886127A (en) * 2019-12-05 2020-03-17 江苏双冠新材料科技有限公司 Preparation method of antibacterial antistatic release paper

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