CN104327217B - A kind of ultraviolet light polymerization non-silicon mould release and preparation method thereof - Google Patents
A kind of ultraviolet light polymerization non-silicon mould release and preparation method thereof Download PDFInfo
- Publication number
- CN104327217B CN104327217B CN201410410140.6A CN201410410140A CN104327217B CN 104327217 B CN104327217 B CN 104327217B CN 201410410140 A CN201410410140 A CN 201410410140A CN 104327217 B CN104327217 B CN 104327217B
- Authority
- CN
- China
- Prior art keywords
- parts
- mould release
- ultraviolet light
- light polymerization
- silicon mould
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 45
- 229910052710 silicon Inorganic materials 0.000 title claims abstract description 41
- 239000010703 silicon Substances 0.000 title claims abstract description 41
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 title claims abstract description 40
- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims abstract description 24
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 23
- 229960000834 vinyl ether Drugs 0.000 claims abstract description 18
- -1 dodecyl vinyl Chemical group 0.000 claims abstract description 16
- 239000002253 acid Substances 0.000 claims abstract description 15
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 12
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 11
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 11
- CYIGRWUIQAVBFG-UHFFFAOYSA-N 1,2-bis(2-ethenoxyethoxy)ethane Chemical compound C=COCCOCCOCCOC=C CYIGRWUIQAVBFG-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000002156 mixing Methods 0.000 claims abstract description 8
- 239000011347 resin Substances 0.000 claims abstract description 7
- 229920005989 resin Polymers 0.000 claims abstract description 7
- 238000003847 radiation curing Methods 0.000 claims abstract description 4
- 238000003756 stirring Methods 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 25
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 18
- 239000000178 monomer Substances 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 12
- 229920000642 polymer Polymers 0.000 claims description 12
- HMBNQNDUEFFFNZ-UHFFFAOYSA-N 4-ethenoxybutan-1-ol Chemical class OCCCCOC=C HMBNQNDUEFFFNZ-UHFFFAOYSA-N 0.000 claims description 10
- MBAKFIZHTUAVJN-UHFFFAOYSA-I hexafluoroantimony(1-);hydron Chemical compound F.F[Sb](F)(F)(F)F MBAKFIZHTUAVJN-UHFFFAOYSA-I 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical class CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 claims description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical class CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 8
- 229920002799 BoPET Polymers 0.000 claims description 7
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 7
- 150000002148 esters Chemical class 0.000 claims description 7
- 239000003112 inhibitor Substances 0.000 claims description 7
- 238000010992 reflux Methods 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- 238000005292 vacuum distillation Methods 0.000 claims description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 229920002126 Acrylic acid copolymer Polymers 0.000 claims description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 3
- 238000001723 curing Methods 0.000 claims description 3
- 230000032050 esterification Effects 0.000 claims description 3
- 238000005886 esterification reaction Methods 0.000 claims description 3
- 238000007306 functionalization reaction Methods 0.000 claims description 3
- 238000006386 neutralization reaction Methods 0.000 claims description 3
- 238000000967 suction filtration Methods 0.000 claims description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- 239000010408 film Substances 0.000 claims 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 239000010409 thin film Substances 0.000 claims 1
- 230000006641 stabilisation Effects 0.000 abstract description 6
- 238000011105 stabilization Methods 0.000 abstract description 6
- 229910000077 silane Inorganic materials 0.000 abstract description 5
- 230000001617 migratory effect Effects 0.000 abstract description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 abstract description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract description 2
- 229920002554 vinyl polymer Polymers 0.000 abstract description 2
- 238000007711 solidification Methods 0.000 description 10
- 230000008023 solidification Effects 0.000 description 10
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000000853 adhesive Substances 0.000 description 7
- 230000001070 adhesive effect Effects 0.000 description 7
- 238000012360 testing method Methods 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- LAYAKLSFVAPMEL-UHFFFAOYSA-N 1-ethenoxydodecane Chemical class CCCCCCCCCCCCOC=C LAYAKLSFVAPMEL-UHFFFAOYSA-N 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 239000000523 sample Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000002390 adhesive tape Substances 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 230000007547 defect Effects 0.000 description 3
- 230000005012 migration Effects 0.000 description 3
- 238000013508 migration Methods 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 235000008645 Chenopodium bonus henricus Nutrition 0.000 description 1
- 244000138502 Chenopodium bonus henricus Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 101710137710 Thioesterase 1/protease 1/lysophospholipase L1 Proteins 0.000 description 1
- 206010044565 Tremor Diseases 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 238000004873 anchoring Methods 0.000 description 1
- 239000012496 blank sample Substances 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- SIXOAUAWLZKQKX-UHFFFAOYSA-N carbonic acid;prop-1-ene Chemical compound CC=C.OC(O)=O SIXOAUAWLZKQKX-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 238000013007 heat curing Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Macromonomer-Based Addition Polymer (AREA)
- Adhesive Tapes (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The present invention discloses a kind of ultraviolet light polymerization non-silicon mould release, includes according to mass fraction：50 ~ 80 parts of the acrylate tree of vinyl ether functional；10 ~ 30 parts of dodecyl vinyl；10 ~ 20 parts of triethyleneglycol divinylether；1 ~ 3 part of light trigger；Preparation method comprises the following steps：Step one：Synthesis of vinyl ether functionalized propylene acid resin；Step 2：To addition 10 ~ 30 parts of dodecyl vinyls and 10 ~ 20 parts of triethyleneglycol divinylethers in 50 ~ 80 parts of acrylic ester prepolymers of vinyl ether functional；Step 3：After stirring, 1 ~ 3 part of light trigger is added, be uniformly mixing to obtain ultraviolet light polymerization non-silicon mould release；Step 4：Ultraviolet light polymerization non-silicon mould release is coated on film, radiation curing under uviol lamp is placed in.It is an object of the invention to provide a kind of release performance stabilization, non-migratory, the non-silane mould release of solvent-free ultraviolet light polymerization and preparation method thereof.
Description
Technical field
A kind of mould release and preparation method thereof, particularly a kind of ultraviolet light polymerization non-silicon mould release and preparation method thereof.
Background technology
Mould release, i.e., for the ease of the uncoiling and expansion of pressure sensitive adhesive tape or pressure-sensitive adhesive label, while being played to pressure-sensitive glue surface
The material of the curable film-forming of insulation blocking effect.Anti-adhesion performance based on mould release, mould release is widely used in pressure sensitive adhesive mark
The industry such as label and adhesive tape, food, health care；Mould release is roughly divided into silicone release agent, non-silane type mould release.Release liners
In production, the most frequently used mould release is silicone release agent.Because its surface tension is very low, isolation effect is good, using the teaching of the invention it is possible to provide compared with
Off-type force scope wide and be widely used.However, due to there is insufficient solidification or not enough to the anchoring of base material, it is organic
Silicon separated type material is easy to be transferred to adhesive surface.The silicone compositions of transfer not only cause the shakiness of pressure sensitive adhesive peeling force
It is fixed, it is also possible to cause the pollution of affixed object.For example, in electron trade, it is this because silicone contamination badly influences affixed object
Outward appearance and following process.
The non-silicon mould release for producing in the prior art is obtained by the crosslinking copolymers of the acrylate containing crosslinking functional group,
Additional crosslink agent has selected isocyanates crosslinking agent, is crosslinked by heat cure.Because the cross-linking reaction of isocyanates is anti-
Answer speed slower, in order to the release performance stablized needs solidification temperature and hardening time more long higher；Acrylate
The crosslinking functional group of copolymer may be carboxyl, hydroxyl, amide groups isopolarity group, these polar groups may result in
Off-type force higher.Further, since there is NCO, the bonding of acrylic pressure sensitive adhesive and separated type material, nothing may be caused
Method is separated.This phenomenon becomes apparent from high temperature；Prior art does not solve such problem also.
The content of the invention
To solve the deficiencies in the prior art, organic silicon mould release can be prevented effectively from it is an object of the invention to provide one kind
Silicon migration caused by pressure sensitive adhesive product quality defect, and release performance stabilization, non-migratory, solvent-free ultraviolet light polymerization
Non- silane mould release and preparation method thereof.
In order to realize above-mentioned target, the present invention is adopted the following technical scheme that：
A kind of ultraviolet light polymerization non-silicon mould release, includes according to mass fraction：
Foregoing a kind of ultraviolet light polymerization non-silicon mould release, it is characterised in that light trigger has according to weight fraction composition：
50% triaryl hexafluoro-antimonic acid sulfosalt, 50% carbonic allyl ester solution.
A kind of preparation method of foregoing ultraviolet light polymerization non-silicon mould release, comprises the following steps：
Step one：Synthesis of vinyl ether functionalized propylene acid resin；
Step 2：To 10~30 parts of dodecyls of addition in 50~80 parts of acrylic ester prepolymers of vinyl ether functional
Vinyl ethers and 10~20 parts of triethyleneglycol divinylethers；
Step 3：After stirring, 1~3 part of light trigger is added, be uniformly mixing to obtain ultraviolet light polymerization non-silicon release
Agent；Above-mentioned light trigger includes：50% triaryl hexafluoro-antimonic acid sulfosalt and 50% carbonic allyl ester solution.
Step 4：Above-mentioned ultraviolet light polymerization non-silicon mould release is coated on film, radiation curing under uviol lamp is placed in.
A kind of preparation method of foregoing ultraviolet light polymerization non-silicon mould release, synthesis of vinyl ether functionalization third in step one
The method of alkene acid ester resin comprises the following steps：
Step a：30~70 parts of octadecyl acrylates, 30~70 parts of n-butyl acrylates, 5~20 parts of acrylic acid are mixed
The mixture of the acrylate monomer of 100 parts of synthesis；
Step b：Take 30 parts of mixtures of aforesaid propylene acid ester monomer, 100 parts of toluene, after 0.3~0.5 part of BPO mixing
It is added in reactor, after reacting half an hour at 80~90 DEG C, the mixture of remaining 70 parts of aforesaid propylene acid ester monomers is added dropwise,
After being dripped off in 1~3 hour, continue to react obtaining polymer in 2~3 hours；
Step c：To in the above-mentioned polymer in step b, 0.1 part of polymerization inhibitor phenthazine, 0.5 part of 98% dense sulphur are added
Acid, adds 10~30 parts of 4- hydroxy butyl vinyl ethers, is heated to reflux, the water generated except dereaction using water knockout drum；
Step d：The mixture formed with sodium acid carbonate neutralization procedure c, suction filtration, vacuum distillation removes solvent, obtains ethene
The acrylate of base ether functionalization.
A kind of preparation method of foregoing ultraviolet light polymerization non-silicon mould release, the acrylate of vinyl ether functional
It is to be synthesized by esterification with 4- hydroxy butyl vinyl ethers by acrylic acid copolymer.
A kind of preparation method of foregoing ultraviolet light polymerization non-silicon mould release, acrylic acid copolymer is by 30~70 part third
Olefin(e) acid stearyl, 30~70 parts of n-butyl acrylates, 5~20 parts of acroleic acid polymerizations into.
A kind of preparation method of foregoing ultraviolet light polymerization non-silicon mould release, film is PET film.
A kind of preparation method of foregoing ultraviolet light polymerization non-silicon mould release, ultra-violet curing light source uses 2.5kW high-pressure mercuries
Lamp, irradiation energy is 60mJ/cm2。
The present invention is advantageous in that：Organic silicon mould release can be prevented effectively from it is an object of the invention to provide one kind
Silicon migration caused by pressure sensitive adhesive product quality defect, and release performance stabilization, non-migratory, solvent-free ultraviolet light polymerization
Non- silane mould release and preparation method thereof.
Specific embodiment
Make specific introduction to the present invention below in conjunction with specific embodiment.
A kind of ultraviolet light polymerization non-silicon mould release, includes according to mass fraction：
Light trigger has according to weight fraction composition：50% triaryl hexafluoro-antimonic acid sulfosalt, 50% propene carbonate is molten
Liquid.
A kind of preparation method of ultraviolet light polymerization non-silicon mould release, comprises the following steps：
Step one：Synthesis of vinyl ether functionalized propylene acid resin；Step 2：To 50~80 parts of vinyl ether functionals'
10~30 parts of dodecyl vinyls and 10~20 parts of triethyleneglycol divinylethers are added in acrylic ester prepolymer；Step
Rapid three：After stirring, 1~3 part of light trigger is added, be uniformly mixing to obtain ultraviolet light polymerization non-silicon mould release；Above-mentioned light draws
Hair agent includes：50% triaryl hexafluoro-antimonic acid sulfosalt and 50% carbonic allyl ester solution.Step 4：By above-mentioned ultraviolet light polymerization
Non-silicon mould release is coated on film, is placed in radiation curing under uviol lamp.
The method of synthesis of vinyl ether functionalized acrylate resins comprises the following steps in step one：
Step a：30~70 parts of octadecyl acrylates, 30~70 parts of n-butyl acrylates, 5~20 parts of acrylic acid are mixed
The mixture of the acrylate monomer of 100 parts of synthesis；Step b：Take 30 parts of mixtures of aforesaid propylene acid ester monomer, 100 parts of first
Benzene, is added in reactor after 0.3~0.5 part of BPO mixing, after reacting half an hour at 80~90 DEG C, is added dropwise remaining 70 parts
The mixture of aforesaid propylene acid ester monomer, after being dripped off in 1~3 hour, continues to react obtaining polymer in 2~3 hours；Step c：To
In above-mentioned polymer in step b, 0.1 part of polymerization inhibitor phenthazine, 0.5 part of 98% concentrated sulfuric acid is added to add 10~30 parts of 4-
Hydroxy butyl vinyl ether, is heated to reflux, the water generated except dereaction using water knockout drum；Step d：With sodium acid carbonate neutralization procedure c
The mixture of formation, suction filtration, vacuum distillation removes solvent, obtains the acrylate of vinyl ether functional.
The acrylate of vinyl ether functional is passed through with 4- hydroxy butyl vinyl ethers by acrylic acid copolymer
Esterification synthesis.Acrylic acid copolymer is by 30~70 parts of octadecyl acrylates, 30~70 parts of positive fourths of acrylic acid
Ester, 5~20 parts of acroleic acid polymerizations into.There is choosing as one kind, film is PET film；Ultra-violet curing light source uses 2.5kW high pressures
Mercury lamp, irradiation energy is 60mJ/cm2。
A kind of ultraviolet light polymerization non-silicon mould release disclosed by the invention can be realized on general coating machine at room temperature
Coating, is crosslinked under uviol lamp radiation, and the problem of solvent-free volatilization is environment-friendly and greatly save energy.The non-silicon
Mould release release performance stabilization, in the absence of pollution problem caused by silicon transfer.
In order to prove a kind of ultraviolet light polymerization non-silicon mould release off-type force stable performance disclosed by the invention, remaining Stickiness
Height, substrate adhesion is high, takes following 4 embodiments and is verified by following method of testing；
Off-type force is tested：Standard rubber band, the adhesive tapes of TESA 7475, width are selected into 25mm, is affixed on release membrane sample, it is public with 2
Jin standard pressure roller roll back and forth 5 times, then place 10min under room temperature (23 ± 2 DEG C, relative humidity 50%), then with
300mm/min carries out 180 ° of strippings, and every group of sample is no less than 3, averages.
Remaining Stickiness test：Step 1, the standard rubber band adhesive tape stripped down during off-type force is tested is affixed on standard not again
On rust steel plate or clean polyester film, rolled back and forth 3 times with 2 kilograms of standard pressure rollers, under room temperature (23 ± 2 DEG C, relative humidity 50%)
3min is placed, 180 ° of strippings are then carried out with 300mm/min, obtain test value L1, every group of sample be no less than 3, average；Step
Rapid 2, standard rubber band is affixed on into blank sample, and (generally on standard stainless steel plate or clean polyester film, and step 1 material therefor must
Must be identical), rolled back and forth 3 times with 2 kilograms of standard pressure rollers, 3min is placed under room temperature (23 ± 2 DEG C, relative humidity 50%), then
180 ° of strippings are carried out with 300mm/min；Record numerical value L0；Equally, every group of sample is no less than 3, averages；Step 3, calculates
Numerical value L1÷L0× 100%, as remaining Stickiness.
Substrate adhesion：
The good release coating of ultraviolet light polymerization is broken with blade, and region is broken with finger wiping.Observe region painting
Whether layer is wiped out.
○：Do not wipe out.
△：Part wipes out.
×：Wipe out completely.
Embodiment 1：
By 40g octadecyl acrylates, 50g n-butyl acrylates, 10g acrylic acid；It is mixed into the acrylate of 100g
The mixture of monomer, takes after 30g therein mixes with the BPO of 100g toluene and 0.3g and is added in reactor, at 80~90 DEG C
After reaction half an hour, remaining monomer mixture is added dropwise, after being dripped off in 3 hours, continues to react 2 hours.Appealed to 200g and be polymerized
In thing, 0.2g polymerization inhibitors, the 1g concentrated sulfuric acids is added to add 20g 4- hydroxy butyl vinyl ethers, be heated to reflux, removed using water knockout drum
The water of generation is reacted, after reaction terminates, with after, being detached in sodium acid carbonate, vacuum distillation removes solvent, obtains vinyl ethers official
The acrylate of energyization.
Gained performed polymer 70g and 20g dodecyl vinyl ethers are taken, 10g triethyleneglycol divinylethers add 2g's
Light trigger mixed type triaryl hexafluoro-antimonic acid sulfosalt (50% carbonic allyl ester solution), is well mixed, and coats PET film
On, the lower 15 centimetres of solidifications of 2.5kW uviol lamps are placed in, solidification energy is 60mJ/cm2。
The mould release membrance for obtaining carries out off-type force, remaining rate, adhesive force test.
Embodiment 2,
By 60g octadecyl acrylates, 20g n-butyl acrylates, 20g acrylic acid；It is mixed into the acrylate of 100g
The mixture of monomer, takes after 30g therein mixes with the BPO of 100g toluene and 0.3g and is added in reactor, at 80~90 DEG C
After reaction half an hour, remaining monomer mixture is added dropwise, after being dripped off in 3 hours, continues to react 2 hours.Appealed to 200g and be polymerized
In thing, 0.2g polymerization inhibitors, the 1g concentrated sulfuric acids is added to add 35g 4- hydroxy butyl vinyl ethers, be heated to reflux, removed using water knockout drum
The water of generation is reacted, after reaction terminates, with after, being detached in sodium acid carbonate, vacuum distillation removes solvent, obtains vinyl ethers official
The acrylate of energyization.
Gained performed polymer 70g and 20g dodecyl vinyl ethers are taken, 10g triethyleneglycol divinylethers add 2g's
Light trigger mixed type triaryl hexafluoro-antimonic acid sulfosalt (50% carbonic allyl ester solution), is well mixed, and coats PET film
On, the lower 15 centimetres of solidifications of 2.5kW uviol lamps are placed in, solidification energy is 60mJ/cm2。
The mould release membrance for obtaining carries out off-type force, remaining rate, adhesive force test.
Embodiment 3
By 80g n-butyl acrylates, 20g acrylic acid；The mixture of the acrylate monomer of 100g is mixed into, is taken therein
30g is added in reactor after mixing with the BPO of 100g toluene and 0.3g, after reacting half an hour at 80~90 DEG C, is added dropwise remaining
Monomer mixture, after being dripped off in 3 hours, continue react 2 hours.In to 200g appeal polymer, 0.2g polymerization inhibitors, 1g are added
The concentrated sulfuric acid, adds 35g 4- hydroxy butyl vinyl ethers, is heated to reflux, and the water generated except dereaction using water knockout drum, reaction is terminated
Afterwards, with after, being detached in sodium acid carbonate, vacuum distillation removes solvent, obtains the acrylate of vinyl ether functional.
Gained performed polymer 70g and 20g dodecyl vinyl ethers are taken, 10g triethyleneglycol divinylethers add 2g's
Light trigger mixed type triaryl hexafluoro-antimonic acid sulfosalt (50% carbonic allyl ester solution), is well mixed, and coats PET film
On, the lower 15 centimetres of solidifications of 2.5kW uviol lamps are placed in, solidification energy is 60mJ/cm2。
The mould release membrance for obtaining carries out off-type force, remaining Stickiness, adhesive force test.
Embodiment 4
By 60g octadecyl acrylates, 30g n-butyl acrylates, 10g acrylic acid；It is mixed into the acrylate of 100g
The mixture of monomer, takes after 30g therein mixes with the BPO of 100g toluene and 0.3g and is added in reactor, at 80~90 DEG C
After reaction half an hour, remaining monomer mixture is added dropwise, after being dripped off in 3 hours, continues to react 2 hours.Appealed to 200g and be polymerized
In thing, 0.2g polymerization inhibitors, the 1g concentrated sulfuric acids is added to add 20g 4- hydroxy butyl vinyl ethers, be heated to reflux, removed using water knockout drum
The water of generation is reacted, after reaction terminates, with after, being detached in sodium acid carbonate, vacuum distillation removes solvent, obtains vinyl ethers official
The acrylate of energyization.
Gained performed polymer 80g and 20g dodecyl vinyl ethers are taken, the light trigger mixed type triaryl six of 2g is added
Fluorine metaantimmonic acid sulfosalt (50% carbonic allyl ester solution), is well mixed, and coats in PET film, is placed in 15 under 2.5kW uviol lamps
Centimetre solidification, solidification energy is 60mJ/cm2。
The mould release membrance for obtaining carries out off-type force, remaining Stickiness, adhesive force test.
Release film properties obtained by above example are listed in table 1：
| Off-type force | Remaining Stickiness | Adhesive force | |
| Embodiment 1 | 1.25N/25mm | 92% | ○ |
| Embodiment 2 | 2.21N/25mm | 94% | ○ |
| Embodiment 3 | 3.91N/25mm | 90% | ○ |
| Embodiment 4 | 0.88N/25mm | 63% | △ |
Table 1
It can be seen from Table 1 that, the non-silicon mould release release performance stabilization obtained by method of the present invention is remaining
Stickiness is high, and adhesive force is high；Reason is the release performance that octadecyl acrylate can improve mould release membrance in polymers compositions；
The addition of difunctional triethyleneglycol divinylether contributes to the raising of mould release curability in formula；Add triethylene glycol two
The mould release of vinyl ethers, so as to improve remaining Stickiness.
Pressure sensitive adhesive caused by the silicon migration of organic silicon mould release can be prevented effectively from it is an object of the invention to provide a kind of
The quality defect of product, and the non-silane mould release of release performance stabilization, non-migratory, solvent-free ultraviolet light polymerization and its preparation
Method.
The basic principles, principal features and advantages of the present invention have been shown and described above.The technical staff of the industry should
Understand, the invention is not limited in any way for above-described embodiment, it is all to be obtained by the way of equivalent or equivalent transformation
Technical scheme, all falls within protection scope of the present invention.
Claims (6)
1. a kind of ultraviolet light polymerization non-silicon mould release, it is characterised in that include according to mass fraction：
50 ~ 80 parts of the acrylate of vinyl ether functional；
10 ~ 30 parts of dodecyl vinyl；
10 ~ 20 parts of triethyleneglycol divinylether；
1 ~ 3 part of light trigger；
The acrylate of above-mentioned vinyl ether functional is passed through with 4- hydroxy butyl vinyl ethers by acrylic acid copolymer
Esterification synthesis, the copolymer of aforesaid propylene acid is that 30 ~ 70 parts of acrylic acid are just by 30 ~ 70 parts of octadecyl acrylates
Butyl ester, 5 ~ 20 parts of acroleic acid polymerizations into.
2. a kind of ultraviolet light polymerization non-silicon mould release according to claim 1, it is characterised in that above-mentioned light trigger according to
Weight fraction composition has：50% triaryl hexafluoro-antimonic acid sulfosalt, 50% carbonic allyl ester solution.
3. the preparation method of a kind of ultraviolet light polymerization non-silicon mould release according to claim 1, it is characterised in that including such as
Lower step：
Step one：Synthesis of vinyl ether functionalized propylene acid resin；
Step 2：To 10 ~ 30 parts of dodecyl vinyl bases of addition in 50 ~ 80 parts of acrylic ester prepolymers of vinyl ether functional
Ether and 10 ~ 20 parts of triethyleneglycol divinylethers；
Step 3：After stirring, 1 ~ 3 part of light trigger is added, be uniformly mixing to obtain ultraviolet light polymerization non-silicon mould release；It is above-mentioned
Light trigger includes：50% triaryl hexafluoro-antimonic acid sulfosalt and 50% carbonic allyl ester solution；
Step 4：Above-mentioned ultraviolet light polymerization non-silicon mould release is coated on film, radiation curing under uviol lamp is placed in.
4. a kind of preparation method of ultraviolet light polymerization non-silicon mould release according to claim 3, it is characterised in that above-mentioned step
The method of synthesis of vinyl ether functionalized acrylate resins comprises the following steps in rapid one：
Step a：30 ~ 70 parts of octadecyl acrylates, 30 ~ 70 parts of n-butyl acrylates, 5 ~ 20 parts of acrylic acid are mixed into 100
The mixture of the acrylate monomer of part；
Step b：30 parts of mixtures of aforesaid propylene acid ester monomer are taken, 100 parts of toluene are added to after 0.3 ~ 0.5 part of BPO mixing
In reactor, after reacting half an hour at 80 ~ 90 DEG C, the mixture of remaining 70 parts of aforesaid propylene acid ester monomers, 1 ~ 3 hour is added dropwise
After inside dripping off, continue to react obtaining polymer in 2 ~ 3 hours；
Step c：Added to 0.1 part of polymerization inhibitor phenthazine, 0.5 part of 98% concentrated sulfuric acid in the above-mentioned polymer in step b, is added
10 ~ 30 parts of 4- hydroxy butyl vinyl ethers, are heated to reflux, the water generated except dereaction using water knockout drum；
Step d：The mixture formed with sodium acid carbonate neutralization procedure c, suction filtration, vacuum distillation removes solvent, obtains vinyl ethers
The acrylate of functionalization.
5. the preparation method of a kind of ultraviolet light polymerization non-silicon mould release according to claim 3, it is characterised in that above-mentioned thin
Film is PET film.
6. a kind of preparation method of ultraviolet light polymerization non-silicon mould release according to claim 3, it is characterised in that above-mentioned purple
Outer curing light source uses 2.5 kW high-pressure sodium lamps, and irradiation energy is 60 mJ/cm2。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410410140.6A CN104327217B (en) | 2014-08-20 | 2014-08-20 | A kind of ultraviolet light polymerization non-silicon mould release and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410410140.6A CN104327217B (en) | 2014-08-20 | 2014-08-20 | A kind of ultraviolet light polymerization non-silicon mould release and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104327217A CN104327217A (en) | 2015-02-04 |
| CN104327217B true CN104327217B (en) | 2017-05-31 |
Family
ID=52402029
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410410140.6A Active CN104327217B (en) | 2014-08-20 | 2014-08-20 | A kind of ultraviolet light polymerization non-silicon mould release and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104327217B (en) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105906756B (en) * | 2016-05-13 | 2017-09-12 | 浙江枧洋高分子科技有限公司 | Mould release and preparation method thereof |
| CN108690524A (en) * | 2017-09-14 | 2018-10-23 | 浙江欧仁新材料有限公司 | Anti-static release liner |
| CN108690514A (en) * | 2017-09-14 | 2018-10-23 | 浙江欧仁新材料有限公司 | Monoclonal antibody single-sided parting film |
| CN108690525A (en) * | 2017-09-14 | 2018-10-23 | 浙江欧仁新材料有限公司 | Optical release liner |
| CN108690521A (en) * | 2017-09-14 | 2018-10-23 | 浙江欧仁新材料有限公司 | Optical transparent double-faced adhesive tape |
| CN108690520A (en) * | 2017-09-14 | 2018-10-23 | 浙江欧仁新材料有限公司 | Mould release and its preparation process for wiring board |
| CN108690387A (en) * | 2017-09-14 | 2018-10-23 | 浙江欧仁新材料有限公司 | The mould release and preparation method thereof of light off-type force |
| CN108690522A (en) * | 2017-09-14 | 2018-10-23 | 浙江欧仁新材料有限公司 | Dual anti-single side separated type material |
| CN108690523A (en) * | 2017-09-14 | 2018-10-23 | 浙江欧仁新材料有限公司 | Light exfoliated release film |
| CN109401662A (en) * | 2018-09-28 | 2019-03-01 | 苏州泰仑电子材料有限公司 | Off-type force stabilization, no-solvent ultraviolet curing type non-silicon release film and preparation method thereof |
| CN109435390B (en) * | 2018-10-30 | 2020-12-25 | 上海海顺新型药用包装材料股份有限公司 | Release film for circuit board |
| WO2020245707A1 (en) * | 2019-06-03 | 2020-12-10 | 3M Innovative Properties Company | Release coating compositions for pressure sensitive adhesive articles and methods |
Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1127695A (en) * | 1994-09-02 | 1996-07-31 | 阿托哈斯控股公司 | Process for the preparation of shaped articles based on acrylic polymers coated with an antiscratch and... |
| CN1205718A (en) * | 1995-11-03 | 1999-01-20 | Dsm有限公司 | Solvent-free, radiation-curable, optical glass fiber coating compsn. and solvent-free method for making solvent-free, radiation-curable, optical glass fiber coating compsn. |
| CN1427856A (en) * | 2000-05-12 | 2003-07-02 | 陶氏康宁公司 | Radiation curable compositions containing alkenyl ether functional polyisobutylenes |
| CN1515639A (en) * | 2003-01-09 | 2004-07-28 | 湖南亚大新材料科技股份有限公司 | UV light solidified composition for protecting electronic circuit and electronic element and device |
| CN101445679A (en) * | 2008-12-25 | 2009-06-03 | 四川大学 | UV-light solidifying paint having decorative effect and preparation method thereof |
| CN101463215A (en) * | 2007-12-20 | 2009-06-24 | 仁宝电脑工业股份有限公司 | Protective diaphragm and manufacturing method thereof |
| CN101468893A (en) * | 2006-12-21 | 2009-07-01 | 喜利得股份公司 | Dual component thermosetting resin and its use |
| CN101799563A (en) * | 2010-01-29 | 2010-08-11 | 东莞市亚马电子有限公司 | Production technology of optical release liner |
| CN101941339A (en) * | 2009-07-06 | 2011-01-12 | 珠海东诚光固化材料有限公司 | Ultraviolet light cured transfer printing film and preparation method and application thereof |
| CN102299119A (en) * | 2011-05-20 | 2011-12-28 | 电子科技大学 | Method for packaging photoelectronic device |
| CN102558963A (en) * | 2012-01-04 | 2012-07-11 | 东莞劲胜精密组件股份有限公司 | Radiation curing printing ink capable of being directly jetted on surface of ultraviolet curing coating and preparation method thereof |
| CN102676033A (en) * | 2012-01-15 | 2012-09-19 | 河南科技大学 | Aqueous strippable paint |
-
2014
- 2014-08-20 CN CN201410410140.6A patent/CN104327217B/en active Active
Patent Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1127695A (en) * | 1994-09-02 | 1996-07-31 | 阿托哈斯控股公司 | Process for the preparation of shaped articles based on acrylic polymers coated with an antiscratch and... |
| CN1205718A (en) * | 1995-11-03 | 1999-01-20 | Dsm有限公司 | Solvent-free, radiation-curable, optical glass fiber coating compsn. and solvent-free method for making solvent-free, radiation-curable, optical glass fiber coating compsn. |
| CN1427856A (en) * | 2000-05-12 | 2003-07-02 | 陶氏康宁公司 | Radiation curable compositions containing alkenyl ether functional polyisobutylenes |
| CN1515639A (en) * | 2003-01-09 | 2004-07-28 | 湖南亚大新材料科技股份有限公司 | UV light solidified composition for protecting electronic circuit and electronic element and device |
| CN101468893A (en) * | 2006-12-21 | 2009-07-01 | 喜利得股份公司 | Dual component thermosetting resin and its use |
| CN101463215A (en) * | 2007-12-20 | 2009-06-24 | 仁宝电脑工业股份有限公司 | Protective diaphragm and manufacturing method thereof |
| CN101445679A (en) * | 2008-12-25 | 2009-06-03 | 四川大学 | UV-light solidifying paint having decorative effect and preparation method thereof |
| CN101941339A (en) * | 2009-07-06 | 2011-01-12 | 珠海东诚光固化材料有限公司 | Ultraviolet light cured transfer printing film and preparation method and application thereof |
| CN101799563A (en) * | 2010-01-29 | 2010-08-11 | 东莞市亚马电子有限公司 | Production technology of optical release liner |
| CN102299119A (en) * | 2011-05-20 | 2011-12-28 | 电子科技大学 | Method for packaging photoelectronic device |
| CN102558963A (en) * | 2012-01-04 | 2012-07-11 | 东莞劲胜精密组件股份有限公司 | Radiation curing printing ink capable of being directly jetted on surface of ultraviolet curing coating and preparation method thereof |
| CN102676033A (en) * | 2012-01-15 | 2012-09-19 | 河南科技大学 | Aqueous strippable paint |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104327217A (en) | 2015-02-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104327217B (en) | A kind of ultraviolet light polymerization non-silicon mould release and preparation method thereof | |
| CN102791817B (en) | Pressure-sensitive adhesive composition for optical members and pressure-sensitive adhesive tape for optical members | |
| JP5777259B2 (en) | Thermosetting resin composition with excellent coatability and recoatability | |
| KR101393860B1 (en) | Adhesive tape for automobile | |
| CN105086730A (en) | Bi-component cured UV viscosity-decreasing adhesive | |
| JPH06506014A (en) | Radiation curable vinyl/silicone release coating | |
| CN103154169A (en) | Acrylic adhesive tape and method for manufacturing same | |
| CN108026418B (en) | Adhesive sheet | |
| CN114015388B (en) | Hydroxyl-containing viscose-reducing composition and preparation method and application thereof | |
| CN104093761A (en) | Urethane (meth)acrylate and moisture-proof insulating coating material | |
| CN103030810A (en) | (Meth)acrylic-modified organopolysiloxane, radiation-curable silicone composition, silicone release liner, and making methods | |
| KR101099602B1 (en) | acrylic form tape and manufacturing method of the same | |
| CN113956837B (en) | Non-stop printing and high-anchoring organic silicon pressure-sensitive adhesive, preparation method and application thereof | |
| JP2019523308A (en) | Cationic pressure sensitive adhesive UV cured by medium pressure mercury spheres | |
| CN108350274A (en) | Curable organopolysiloxane composition and its cured product | |
| CN109401662A (en) | Off-type force stabilization, no-solvent ultraviolet curing type non-silicon release film and preparation method thereof | |
| CN111548739B (en) | Ultraviolet light curing adhesive | |
| Pang et al. | Effect of naphthyl curing agent having thermally stable structure on properties of UV-cured pressure sensitive adhesive | |
| JP5002777B2 (en) | Acrylic adhesive tape manufacturing method and acrylic adhesive tape | |
| CN108276518B (en) | Preparation method of light-emitting diode (LED) photo-initiated cross-linked polyacrylate pressure-sensitive adhesive | |
| CN103339215B (en) | Pressure sensitive adhesive composition for optical members, pressure sensitive adhesive, adhesion type optical component and image display device | |
| TWI725413B (en) | Adhesive film, method for forming an adhesive film, and urethane polymer | |
| JP6350845B1 (en) | Pressure-sensitive adhesive composition, pressure-sensitive adhesive sheet, and method for producing pressure-sensitive adhesive | |
| KR20120055220A (en) | Thermally curable resin composition for overcoat | |
| JPS6032871A (en) | Pressure-sensitive adhesive composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CP03 | Change of name, title or address | ||
| CP03 | Change of name, title or address |
Address after: 215000, No. 3123 Huanqing Road, Yushan Town, Kunshan City, Suzhou City, Jiangsu Province Patentee after: Boyi Xincheng Polymer Materials Co.,Ltd. Address before: 215300 No. 1798 Zhonghua Garden West Road, Development Zone, Yushan Town, Kunshan City, Suzhou City, Jiangsu Province Patentee before: KUNSHAN BYE POLYMER MATERIAL Co.,Ltd. |