CN108586752A - A kind of ultraviolet light（UV）The application of polymethyl siloxane of the curing type side group containing metacrylic acid ester structure - Google Patents
A kind of ultraviolet light（UV）The application of polymethyl siloxane of the curing type side group containing metacrylic acid ester structure Download PDFInfo
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- CN108586752A CN108586752A CN201810390608.8A CN201810390608A CN108586752A CN 108586752 A CN108586752 A CN 108586752A CN 201810390608 A CN201810390608 A CN 201810390608A CN 108586752 A CN108586752 A CN 108586752A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/0427—Coating with only one layer of a composition containing a polymer binder
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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Abstract
The present invention relates to a kind of preparation methods of polymethyl siloxane of the ultraviolet curing type side group containing metacrylic acid ester structure, Michael addition reaction is carried out by asymmetric double allyl olefin(e) acid methacrylic acid glycol ester and amido silicon oil, the poor activity of the double bond of asymmetric diene is away from larger, acrylic acid structure preferentially carries out addition with amino, methacrylic acid structure is successfully linked in methyl-silicone oil side chain, prepare methyl-silicone oil of the side group containing metacrylic acid ester structure of structure-controllable, reactive grafting rate is high, is a kind of efficiently mild controllable preparation method；Select conventional compounding photoinitiator, cure coated in ultraviolet light on base material, rapid curing forms a film at room temperature, the characteristics of cleanliness without any pollution, without complicated prepare silicon oil modified photoinitiator, preparing organosilicon has many advantages, such as high temperature resistant, and weatherability is good, electric insulating quality is good, release effect is outstanding and low surface tension, is widely used in the industries such as release coating, coating, leather agent and packaging.
Description
Technical field
The invention belongs to polymer material science fields, more particularly, to a kind of ultraviolet light (UV) curing type methyl-silicone oil material
The application of material.
Background technology
Polymethyl siloxane is methyl-silicone oil, has many excellent physical and chemical performances by its unique chemical constitution,
Structure has the characteristics that fabulous compliant structure, while showing high-low temperature resistant using silicon oxygen bond as main chain, and in wider temperature model
Interior use is enclosed, in addition, silica structure compared with conventional polymer, has more excellent weatherability, corrosion resistance, electric insulation
Property, the performances such as resistance to ozone-type, waterproof, anti-flammability, physiological inertia, be widely used in aerospace, daily material, it is electric,
The national economy industry-by-industry such as chemical machinery, health care, communications and transportation.
Currently, traditional organosilicon is to carry out curing molding at high temperature by effective catalyst, not only curing rate is slow,
Solvent and small organic molecule volatilization pollution environment, metal catalytic are generated during high energy consumption, curing efficiency be low or even solidification process
The remaining influence properties of product of agent and apply point, therefore, this largely limits the application and popularization of organosilicon.
Ultraviolet light (UV) solidification is a kind of energy-saving and environment-friendly new technology, has a rapid curing (several seconds film forming), solidification is uniform,
Room temperature curing, energy-efficient, advantages of environment protection are particularly suitable for thermal sensitivity component forming method and locality
The photoetching with semiconductor circuit is duplicated, therefore, photocuring is a kind of very promising curing.Therefore, pass through by
Silicon-oxygen backbone introduces the functional group of uV curable, and progress crosslinking curing is then shown efficient, quick under ultraviolet light irradiation
The many advantages such as curing molding, clean environment firendly, energy saving, resulting materials have heatproof, weather-proof, electric insulation, low surface tension and
The advantages that low-surface-energy, therefore, the methyl-silicone oil material of the base of function containing esters of acrylic acid, have ultraviolet light active organosilicon high score
Son, photopolymerization reaction activity it is general it is higher, reaction rate is very fast, with certain antioxygen polymerizing power, along with cheap,
The maximum prepolymer of dosage in current ultraviolet light cured article is become, the release film streamlined of different substrate materials is can be applied to
Quickly manufacture, not only remains the advantage of organosilicon after solidification, while having that the film forming of acrylate, colour retention are good, gloss
Height, adhesive property is excellent, improves the application and popularization of organosilicon, such as coating, paint, leather agent, packaging industry.
Acrylate modified methyl-silicone oil is by the dichlorosilane and hydroxy-ethyl acrylate in polymethyl siloxane in early days
(HEA) hydrolysis-condensation reaction under base catalysis is made, but this modified polyorganosiloxane contains the Si-O-C keys to humidity sensitive, water
Numerical solution is poor, and HEA structures are easy dissociation and inactivate, therefore, it is necessary to the acrylic acid of the high Si-C structures of synthesising stability
Ester polymethyl siloxane, primary synthetic methods are to have hydrosilation method, esterification process and dealcoholysis method.The poly- methyl of hydrosilyl group-containing
Siloxanes directly carries out hydrosilylation, H with symmetric form double methacrylate2PtO6 6H2Under the catalysis of O, acrylic acid is just obtained
Ester polysiloxanes, since double methacrylate has same isoreactivity, during addition reaction, it may occur that between polymer chain
Cross-linking reaction is affected, in addition, catalyst costly, limits the application of the reaction.Sun Fang etc. utilizes end ring oxygen
For polymethyl siloxane with acrylic acid under catalyst, esterification process prepares acroleic acid esterification polysiloxanes；Hold hydroxyalkyl poly-
With acrylic acid esterification occurs for methylsiloxane, obtains acroleic acid esterification polysiloxanes；He Hua etc. is with Chloropropylpolysiloxanes
With acrylic acid light propyl ester reaction, synthesize acrylate functional polysiloxanes, as interleaving agent study ultraviolet light curing characteristics and
Its anti-adhesion performance etc..The activity of esterification limits that esterifying efficiency is relatively low, and the grafting rate of acrylate influences answering for organosilicon
With.
With the development of science and technology, demand of the people to polymethyl siloxane rapid cure system is more and more extensive, it
It is played in the industries such as aerospace, daily material, electric, chemical machinery, health care, communications and transportation very important
Effect can greatly save the time, improve process efficiency, and product yield obtains index promotion, therefore, promotes connecing for acrylate
Branch efficiency and reduction manufacturing cost effectively improve the popularization of UV curing type polymethyl siloxanes.
Invention content
The object of the present invention is to provide the high grafting rate haveing excellent performance and low cost it is metacrylate
The application of polymethyl siloxane solves expensive catalyst in the prior art, and reaction process easily crosslinks, acrylic ester grafted
Efficiency is low, and solidification process photoinitiator prepares the technical problems such as cumbersome costliness.The metacrylate poly- methyl silicon of gained
Oxygen alkane, which has, to be prepared simple, and manufacturing cost is low, easy to use, and acrylic ester grafted rate is high, and activity is high, is a kind of efficiently mildly may be used
The preparation method of control, ultraviolet light solidified forming time is short, and photoinitiator prepares silicon oil modified photoinitiator without cumbersome, selects
Cheap commercially available compounding photoinitiator, organosilicon membrane material after solidification have a high temperature resistant, and weatherability is good, electric insulating quality
The advantages that good and low surface tension, it is widely used in the industries such as release coating, coating, leather agent and packaging.
The present invention adopt the following technical scheme that for：
A kind of polymethyl siloxane material (PSi-MA) of ultraviolet light (UV) the curing type side group containing metacrylic acid ester structure,
Its general structure with formula [1]：
In formula [1]：M=10-150, n=1-20；Wherein m, n are integer；m:N=1:1~50:1.
The PSi-MA by the asymmetric double allyl olefin(e) acid methacrylic acid glycol ester of preparation and amido silicon oil into
Row Michael addition reaction purifying is made, and reactional equation is [2]:
[2] reactional equation of PSi-MA
The raw material A is amido silicon oil, and self-control, m and n can be arbitrary integer in structure, may be set to m=20~
150, n=1~20, m:N=1:1~50:1, molecular weight is 1000~20000.
The raw material B is asymmetric diene structure, is acrylic arid methacrylic acid glycol ester, self-control, the mesh of design
It is that during Michael addition reaction, acrylate structural and the activity of amino addition reaction are far above methacrylic acid
Therefore the reactivity of ester structure is stablized when addition reaction enters the methacrylate of polymethyl siloxane side chain, is kept away relatively
The further amino structure with polymer is exempted to carry out the addition between chain and chain and branched or even crosslinking side reaction occurs, swim
From acrylate small molecule identical mole of base only therefore preferentially need to be added with remaining amino structure addition reaction in polymer
It is thorough that the B of group can be such that reaction carries out, and it is not necessary that excess B is added, improves the controllability of the reaction, while Michael addition reaction
Activity is higher, and the grafting rate of methacrylate is up to 95% or more, and reaction has preferable controllability and reaction mildness.
The Michael addition reaction condition is to be carried out under room temperature, and tetrahydrofuran, ethyl acetate, first can be selected in solvent
The good solvents such as benzene, dimethylbenzene, butanone, reaction time are 5 hours, and by vacuum rotary steam, solvent is recyclable sharp again for post-processing
With entire technological process is simply controllable.
Polymethyl siloxane material (PSi-MA) of the side group containing metacrylic acid ester structure has high methyl
The grafting rate of acrylate, up to 95% or more.In the presence of photoinitiators, under room temperature ultraviolet light (UV) irradiation rapid curing at
Type, or coated in forming a film on film, hardening time is 1~5 second, photocuring reaction have rapid curing, solidification uniformly, room temperature it is solid
Change, energy-efficient, advantages of environment protection, preparing organosilicon membrane material has high temperature resistant, and weatherability is good, electric insulating quality is good
And the advantages that low surface tension, it is widely used in the industries such as release coating, coating, leather agent and packaging.
The photoinitiator is commercially available normal starter, good with PSi-MA compatibilities, further, passes through Compositional type light
Initiator improves space charge force and efficiency, without complicated prepares silicon oil modified photoinitiator, greatly simplifies system
Preparation Method, reduces the manufacturing cost of product, and conventional photoinitiator is：1- hydroxycyclohexyl phenyl ketones (184), 2- hydroxyls
Base -4'- (2- hydroxy ethoxies) -2- methyl phenyl ketones, 2,4,6 (trimethylbenzoyl) diphenyl phosphine oxides, 2,4,6 1 front threes
The similar free radical type such as base benzoyl phosphinic acid ethyl ester, 2- isopropyl thioxanthones, 4- dimethylamino-ethyl benzoate is light-initiated
Agent compounds both the above or two or more photoinitiators, and efficient organosilicon photoinitiator is made.
Polymethyl siloxane material of the side group containing metacrylic acid ester structure through ultraviolet light film-forming, obtain from
Type film has excellent low-surface-energy, and excellent release effect：The remaining Stickiness of standard rubber band is up to 93%, off-type force
Stablize in 9.5g/in or so, be a solvent-free, non-metal catalyst, is not necessarily to the quick organosilicon photocuring body of hot setting
System.
Description of the drawings
The nuclear magnetic spectrum of Fig. 1, asymmetric double allyl olefin(e) acid methacrylic acid glycol ester
The nuclear magnetic spectrum of Fig. 2, amido silicon oil
The nuclear magnetic spectrogram of the polymethyl siloxane material (PSi-MA) of Fig. 3, side group containing metacrylic acid ester structure
The polymethyl siloxane material (PSi-MA) of Fig. 4, amido silicon oil and side group containing metacrylic acid ester structure is infrared right
Than figure
The polymethyl siloxane of Fig. 5, side group containing the metacrylic acid ester structure ultraviolet light film-forming in PET base material connects
Feeler test chart (A：PET film, B：Silicon oil solidifying film)
Specific implementation mode
With reference to embodiment, the present invention will be further described：
Embodiment 1
The synthesis of polymethyl siloxane material (PSi-MA) of the side group containing metacrylic acid ester structure.
Acrylic arid methacrylic acid glycol ester, asymmetric diene structure, self-control have Michael addition reaction controllable
Property, Fig. 1 is the nuclear magnetic spectrogram of acrylic arid methacrylic acid glycol ester, and proton and the nuclear magnetic signal peak of structure correspond, and
Integral ratio is consistent with proton ratio, is shown to be goal response object.
Amido silicon oil, i.e. amino polymethoxysiloxanes, structure such as formula [1], molecular weight 8200, self-control, Fig. 2 is amino
The nuclear magnetic spectrogram of silicone oil, structure are corresponded with nuclear-magnetism proton peak, pass through integral and calculating, m=100, n=5, silicon containing amino methyl
Oxygen alkane molar content is 4.8%.
It is separately added into amido silicon oil into the 250mL three-necked flasks with constant pressure bottom liquid funnel and magnetic stir bar
(10.00g, 0.00125mol) and solvents tetrahydrofurane (100mL).Under stirring at normal temperature, by acrylic arid methacrylic acid ethylene glycol
Ester (3.50g, 0.019mol) tetrahydrofuran solution (50mL) is added drop-wise in reaction solution, 30min, the reaction was continued 5h is added dropwise, instead
It should terminate to be evaporated under reduced pressure out solvent, polymethyl siloxane material (PSi-MA) of the side group containing metacrylic acid ester structure is made.Fig. 3
It is the nuclear magnetic spectrogram of PSi-MA, the structure of PSi-MA can be analyzed by nuclear magnetic signal and nuclear-magnetism proton peak corresponds, and
Integral ratio is also coincide, and the grafting rate of methacrylate is obtained up to 97% through nuclear-magnetism integral and calculating.Meanwhile Fig. 4 is amido silicon oil
With PSi-MA infrared spectrums, it was found that PSi-MA contains 1730cm-1Ester vibration peak, acrylic arid methacrylic acid ethylene glycol
Ester structure is linked on polymethyl siloxane side chain, shows successfully to prepare PSi-MA, label PSi-MA01, without additional addition
Excessive acrylic arid methacrylic acid glycol ester does not crosslink equal side reactions in the process, and without adding catalyst, room temperature
It is lower simply mildly efficiently to prepare propionic acid acid esters polymethyl siloxane.
Embodiment 2
The synthesis of polymethyl siloxane material (PSi-MA) of the side group containing metacrylic acid ester structure.
As different from Example 1, the molecular weight of amido silicon oil is 8200, m=90, n=10, siloxanes containing amino methyl
Molar content is 10%.
In the case where not changing the other conditions of embodiment 1, amido silicon oil and acrylic acid metering system in preparation process
Sour glycol ester parts by weight are respectively：10 parts and 7 parts, solvent dosage is constant, can use ethyl acetate, toluene, dimethylbenzene, butanone etc.
Instead of tetrahydrofuran, operating process is constant, and nuclear magnetic spectrogram and IR Characterization confirm successfully to prepare PSi-MA, methacrylate
Grafting rate up to 95%.Label PSi-MA02.
Embodiment 3
The synthesis of polymethyl siloxane material (PSi-MA) of the side group containing metacrylic acid ester structure.
As different from Example 1, the molecular weight of amido silicon oil is 8200, m=104, n=3, siloxanes containing amino methyl
Molar content is 2.8%.
In the case where not changing the other conditions of embodiment 1, amido silicon oil and acrylic acid metering system in preparation process
Sour glycol ester parts by weight are respectively：10 parts and 2.5 parts, solvent dosage is constant, can use ethyl acetate, toluene, dimethylbenzene, butanone
Deng replace tetrahydrofuran, operating process is constant, and nuclear magnetic spectrogram and IR Characterization confirm successfully to prepare PSi-MA, methacrylic acid
The grafting rate of ester is up to 95%.Label PSi-MA03.
Embodiment 4
The synthesis of polymethyl siloxane material (PSi-MA) of the side group containing metacrylic acid ester structure.
As different from Example 1, the molecular weight of amido silicon oil is 4100, m=50, n=3, siloxanes containing amino methyl
Molar content is 5.7%.
In the case where not changing the other conditions of embodiment 1, amido silicon oil and acrylic acid metering system in preparation process
Sour glycol ester parts by weight are respectively：10 parts and 3.5 parts, solvent dosage is constant, can use ethyl acetate, toluene, dimethylbenzene, butanone
Deng replace tetrahydrofuran, operating process is constant, and nuclear magnetic spectrogram and IR Characterization confirm successfully to prepare PSi-MA, methacrylic acid
The grafting rate of ester is up to 92%.Label PSi-MA04.
Embodiment 5
The ultraviolet light curing reaction of the polymethyl siloxane material (PSi-MA) of metacrylic acid ester structure
Compound photoinitiator：1- hydroxycyclohexyl phenyl ketones (184) and 2- hydroxyls -4'- (2- hydroxy ethoxies) -2- methyl
Propiophenone, mass ratio 1：1 mixing.
It is 100 by PSi-MA and above-mentioned compounding photoinitiator quality proportioning:1, it is mixed into homogeneous, selection inert gas,
Oxygen is removed as high pure nitrogen (99.99%) or argon gas be bubbled, in nitrogen atmosphere, on a pet film by solution roller coating, continuously
Change and carry out ultraviolet light irradiation, 5 seconds, PSi-MA films are made.
The PSi-MA that will be prepared in Examples 1 to 4, film-forming, label are respectively PSi-MA01A, PSi-MA02A,
PSi-MA03A, PSi-MA04A.Release performance test is carried out to cured film.
The release parameter of 1 PSi-MA films of table
Table 1 is the release performance of the PSi-MA films of different structure under the conditions of identical compounding initiator as a result, showing PSi-
The remaining Stickiness highest of MA01A, up to 95%, while off-type force 9.5g/in, contact angle are promoted from 70 ° before modified to 85 °,
As shown in figure 5, the polymer film of other labels also complies with requirement, and PSi-MA01 prepares best results, and structure is the most reasonable, is
Optimal reaction condition.
Embodiment 6
The ultraviolet light curing reaction of the polymethyl siloxane material (PSi-MA) of metacrylic acid ester structure
As different from Example 5, photoinitiator is compounded：2,4,6 (trimethylbenzoyl) diphenyl phosphine oxides, 4- bis-
Methylamino-ethyl benzoate, mass ratio 1：1 mixing.
In the case where not changing the other conditions of embodiment 5, the PSi-MA that will be prepared in Examples 1 to 4 is solidified into
Film, label are respectively PSi-MA01B, PSi-MA02B, PSi-MA03B, PSi-MA04B.Release performance survey is carried out to cured film
Examination.
The release parameter of 2 PSi-MA films of table
Table 2 is the release performance of the PSi-MA films of different structure under the conditions of identical compounding initiator as a result, showing PSi-
The remaining Stickiness highest of MA01B, up to 94%, while off-type force 9.1g/in, contact angle are promoted from 70 ° before modified to 86 °,
The polymer film of other labels also complies with requirement, and PSi-MA01 prepares best results, and structure is the most reasonable, is optimal reaction
Condition.
Embodiment 7
The ultraviolet light curing reaction of the polymethyl siloxane material (PSi-MA) of metacrylic acid ester structure
As different from Example 5, photoinitiator is compounded：2,4,6 1 trimethylbenzoyl phosphinic acid ethyl esters, 2- isopropyls
Thioxanthone, mass ratio 1：1 mixing.
In the case where not changing the other conditions of embodiment 5, the PSi-MA that will be prepared in Examples 1 to 4 is solidified into
Film, label are respectively PSi-MA01C, PSi-MA02C, PSi-MA03C, PSi-MA04C.Release performance survey is carried out to cured film
Examination.
The release parameter of 3 PSi-MA films of table
Table 3 is the release performance of the PSi-MA films of different structure under the conditions of identical compounding initiator as a result, showing PSi-
The remaining Stickiness highest of MA01C, up to 97%, while off-type force 9.7g/in, contact angle are promoted from 70 ° before modified to 87 °,
The polymer film of other labels also complies with requirement, and PSi-MA01 prepares best results, and structure is the most reasonable, is optimal reaction
Condition.
Embodiment 8
In the case where not changing the other conditions of embodiment 5, it is by PSi-MA and compounding photoinitiator quality proportioning
200:1, PSi-MA films are prepared, release performance is tested.
The release parameter of 4 PSi-MA films of table
Table 4 is the release performance of the PSi-MA films of different structure under the conditions of identical compounding initiator as a result, showing PSi-
The remaining Stickiness highest of MA01D, up to 90%, while off-type force 7.5g/in, contact angle are promoted from 70 ° before modified to 86 °,
Comparative example 5, PSi-MA01D remnants' Stickiness are less than PSi-MA01A, and therefore, initiator optimum amount is more than PSi-MA mass
1%.
By embodiment 5 and comparative example 6,7 it is found that can effectively cause PSi- using compounding initiator of the present invention
MA, effect gap is little, shows have preferable broad spectrum activities of the PSi-MA to initiator, insensitive to structure of initiator, favorably
In popularization and application；PSi-MA01 prepares best results, and structure is the most reasonable, and embodiment 1 is optimal reaction condition.In addition it compares
Embodiment 5 and 8, is based on cost consideration, and the optimum amount of initiator is the 1% of PSi-MA mass.
The foregoing is merely the preferred embodiment of the invention, are not intended to restrict the invention, to the technology of this field
For personnel, it can still modify to technical solution recorded in foregoing embodiments, or to which part skill
Art feature carries out equivalent replacement.All within the spirits and principles of the present invention, any modification, equivalent substitution, improvement and etc. done,
It should all be included in the protection scope of the present invention.
Claims (4)
1. a kind of polymethyl siloxane material (PSi-MA) of ultraviolet light (UV) curing type side group containing metacrylic acid ester structure
Using, Michael addition reaction is carried out by asymmetric double allyl olefin(e) acid methacrylic acid glycol ester and amido silicon oil and is made,
For the grafting rate of methacrylate up to 95% or more, reactional equation is [1]:
M and n can be arbitrary integer in the structure of the raw material A amido silicon oil, may be set to m=20~150, n=1~
20, m:N=1:1~50:1, molecular weight is 1000~20000, and raw material B is asymmetric diene structure, acrylic arid methacrylic acid
Glycol ester, raw material B dosages are hydrogen amount in the amino of the amido silicon oil of equimolar amounts.
2. polymethyl siloxane material (PSi-MA) of the side group according to claim 1 containing metacrylic acid ester structure answers
Be room temperature (25 DEG C) with, reaction temperature, solvent can optional good solvents such as tetrahydrofuran, ethyl acetate, toluene, dimethylbenzene, butanone,
Reaction time is 5 hours, and vacuum rotary steam obtains PSi-MA, the recyclable recycling of solvent, and entire technological process controllability is strong.
3. polymethyl siloxane material (PSi-MA) of the side group according to claim 1-2 containing metacrylic acid ester structure
Using the efficient organosilicon photoinitiator of selection is 1- hydroxycyclohexyl phenyl ketones (184), 2- hydroxyls -4'- (2- hydroxyl ethoxies
Base) -2- methyl phenyl ketones, 2,4,6 (trimethylbenzoyl) diphenyl phosphine oxides, 2,4,6 1 trimethylbenzoyl phosphonic acids
Two or more photoinitiator is answered in ethyl ester, 2- isopropyl thioxanthones, 4- dimethylamino-ethyl benzoate etc.
Match, it is 0.1%~2% that compounding photoinitiator dosage, which is PSi-MA mass contents, is mixed into homogeneous, selection such as high pure nitrogen
(99.99%) or the inert gases such as argon gas are as protective gas, carry out ultraviolet light irradiation 1~5 second, PSi-MA films are made.
4. polymethyl siloxane material (PSi-MA) of the side group according to claim 1-3 containing metacrylic acid ester structure
Using, it is characterised in that the remaining Stickiness of standard rubber band is up to 95%, and off-type force is stablized in 9.5g/in or so, contact angle
It is promoted from 70 ° before modified to 85 °, is applied to the industries such as release coating, coating, leather agent and packaging.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810390608.8A CN108586752A (en) | 2018-04-27 | 2018-04-27 | A kind of ultraviolet light（UV）The application of polymethyl siloxane of the curing type side group containing metacrylic acid ester structure |
| US16/770,355 US20200299462A1 (en) | 2018-04-27 | 2019-02-27 | Method for preparing ultraviolet (uv) curing polymethyl siloxane containing acrylate structure |
| PCT/CN2019/076331 WO2019205802A1 (en) | 2018-04-27 | 2019-02-27 | Method for preparing ultraviolet (uv) curing polymethylsiloxane containing acrylate structure |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810390608.8A CN108586752A (en) | 2018-04-27 | 2018-04-27 | A kind of ultraviolet light（UV）The application of polymethyl siloxane of the curing type side group containing metacrylic acid ester structure |
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| CN108586752A true CN108586752A (en) | 2018-09-28 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019205802A1 (en) * | 2018-04-27 | 2019-10-31 | 常州大学 | Method for preparing ultraviolet (uv) curing polymethylsiloxane containing acrylate structure |
| CN114539531A (en) * | 2022-02-08 | 2022-05-27 | 西北工业大学 | Controllable thermosetting organic silicon polyurea resin and preparation method thereof |
-
2018
- 2018-04-27 CN CN201810390608.8A patent/CN108586752A/en not_active Withdrawn
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019205802A1 (en) * | 2018-04-27 | 2019-10-31 | 常州大学 | Method for preparing ultraviolet (uv) curing polymethylsiloxane containing acrylate structure |
| CN114539531A (en) * | 2022-02-08 | 2022-05-27 | 西北工业大学 | Controllable thermosetting organic silicon polyurea resin and preparation method thereof |
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