CN104327217A - Ultraviolet light cured non-silicon release agent and preparation method thereof - Google Patents
Ultraviolet light cured non-silicon release agent and preparation method thereof Download PDFInfo
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- CN104327217A CN104327217A CN201410410140.6A CN201410410140A CN104327217A CN 104327217 A CN104327217 A CN 104327217A CN 201410410140 A CN201410410140 A CN 201410410140A CN 104327217 A CN104327217 A CN 104327217A
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Abstract
The invention discloses an ultraviolet light cured non-silicon release agent, which is composed of the following components in parts by weight: 50 to 80 parts of vinyl ether functionalized acrylic resin, 10 to 30 parts of dodecyl vinyl ether, 10 to 20 parts of triethyleneglycol divinyl ether, and 1 to 3 parts of photoinitiator. The preparation method comprises the following steps: step one, synthesizing vinyl ether functionalized acrylic resin; step two, adding 10 to 30 parts of dodecyl vinyl ether and 10 to 20 parts of triethyleneglycol divinyl ether into the 50-80 parts of vinyl ether functionalized acrylic prepolymer; step three, stirring and evenly mixing, then adding 1 to 3 parts of photoinitiator, stirring and evenly mixing so as to obtain ultraviolet light cured non-silicon release agent; step four, painting the obtained ultraviolet light cured non-silicon release agent on a film, and carrying out radiation curing by placing the film under an ultraviolet lamp. The invention aims to provide a non-mobility solvent-free ultraviolet light cured non-silicon release agent with a stable releasing performance and a preparation method thereof.
Description
Technical field
A kind of parting agent and preparation method thereof, particularly a kind of ultraviolet light polymerization non-silicon parting agent and preparation method thereof.
Background technology
Parting agent, namely for the ease of uncoiling and the expansion of Pressuresensitive Tape or pressure-sensitive adhesive label, plays the material of the curable film-forming of insulation blocking effect simultaneously to pressure sensitive adhesive face.Based on the anti-adhesion performance of parting agent, parting agent is widely used in the industry such as pressure-sensitive adhesive label and adhesive tape, food, health care; Parting agent is roughly divided into silicone release agent, non-silane type parting agent.During separate-type paper is produced, the most frequently used parting agent is silicone release agent.Because its surface tension is very low, isolation effect is good, can provide wider off-type force scope and be widely used.But owing to there is insufficient solidification or not enough to the anchoring of base material, silicone release material is easy to transfer to adhesive surface.The silicone compositions of transfer not only causes the instability of pressure sensitive adhesive peeling force, also may cause the pollution of affixed object.Such as, in electron trade, thisly badly influence outward appearance and the following process of affixed object due to silicone contamination.
The non-silicon parting agent produced in prior art is obtained by the crosslinking copolymers of the acrylate containing crosslinking kinetic energy based group, and additional crosslink agent has selected isocyanates linking agent, is cross-linked by thermofixation.Because the crosslinking reaction speed of response of isocyanic ester is comparatively slow, need higher solidification value and longer set time to obtain stable release performance; The crosslinking kinetic energy based group of the multipolymer of acrylate may be carboxyl, hydroxyl, amide group isopolarity group, and these polar groups may result in higher off-type force.In addition, owing to there is isocyanate group, the bonding of acrylic pressure sensitive adhesive and separated type material may be caused, cannot be separated.This phenomenon is at high temperature more obvious; Prior art is unresolved such problem also.
Summary of the invention
For solving the deficiencies in the prior art, the object of the present invention is to provide a kind of quality defect of the pressure sensitive adhesive goods effectively avoiding the silicon migration of silicone based parting agent to cause, and release performance is stable, the non-silane parting agent of non-migratory, solvent-free ultraviolet light polymerization and preparation method thereof.
In order to realize above-mentioned target, the present invention adopts following technical scheme:
A kind of ultraviolet light polymerization non-silicon parting agent, comprises according to mass fraction:
Aforesaid a kind of ultraviolet light polymerization non-silicon parting agent, is characterized in that, light trigger has according to weight fraction composition: 50% triaryl hexafluoro-antimonic acid sulfosalt, 50% carbonic allyl ester solution.
The preparation method of aforesaid a kind of ultraviolet light polymerization non-silicon parting agent, comprises the steps:
Step one: synthesis of vinyl ether functionalized propylene acid resin;
Step 2: add 10 ~ 30 parts of dodecyl vinyl and 10 ~ 20 parts of triethyleneglycol divinylether in the acrylic ester prepolymer of 50 ~ 80 parts of vinyl ether functional;
Step 3: after stirring, adds 1 ~ 3 part of light trigger, stirs and obtains ultraviolet light polymerization non-silicon parting agent; Above-mentioned light trigger comprises: 50% triaryl hexafluoro-antimonic acid sulfosalt and 50% carbonic allyl ester solution.
Step 4: coat on film by above-mentioned ultraviolet light polymerization non-silicon parting agent, is placed in radiation curing under ultraviolet lamp.
The preparation method of aforesaid a kind of ultraviolet light polymerization non-silicon parting agent, in step one, the method for synthesis of vinyl ether functionalized acrylate resins comprises the steps:
Step a: the mixture 30 ~ 70 parts of octadecyl acrylate, 30 ~ 70 parts of n-butyl acrylates, 5 ~ 20 parts of vinylformic acid being mixed into the acrylate monomer of 100 parts;
Step b: the mixture getting 30 parts of aforesaid propylene acid ester monomers, 100 parts of toluene, join in reactor after the BPO mixing of 0.3 ~ 0.5 part, after reacting half an hour at 80 ~ 90 DEG C, drip the mixture of remaining 70 parts of aforesaid propylene acid ester monomers, after dripping off in 1 ~ 3 hour, continue reaction and obtain polymkeric substance in 2 ~ 3 hours;
Step c: in the above-mentioned polymkeric substance in step b, add 0.1 part of stopper thiodiphenylamine, 98% vitriol oil of 0.5 part, add 10 ~ 30 parts of 4-hydroxy butyl vinyl ethers, reflux, utilizes water trap to remove the water of dereaction generation;
Steps d: the mixture formed with sodium bicarbonate neutralization procedure c, suction filtration, underpressure distillation, except desolventizing, obtains the acrylate resin of vinyl ether functional.
The preparation method of aforesaid a kind of ultraviolet light polymerization non-silicon parting agent, the acrylate resin of vinyl ether functional is synthesized by esterification by acrylic acid multipolymer and 4-hydroxy butyl vinyl ether.
The preparation method of aforesaid a kind of ultraviolet light polymerization non-silicon parting agent, acrylic acid multipolymer is by 30 ~ 70 parts of octadecyl acrylate, 30 ~ 70 parts of n-butyl acrylates, 5 ~ 20 parts of acroleic acid polymerization one-tenth.
The preparation method of aforesaid a kind of ultraviolet light polymerization non-silicon parting agent, film is PET film.
The preparation method of aforesaid a kind of ultraviolet light polymerization non-silicon parting agent, ultra-violet curing light source adopts 2.5kW high voltage mercury lamp, and irradiation energy is 60mJ/cm
2.
Usefulness of the present invention is: the quality defect that the object of the present invention is to provide a kind of pressure sensitive adhesive goods effectively avoiding the silicon migration of silicone based parting agent to cause, and release performance is stable, the non-silane parting agent of non-migratory, solvent-free ultraviolet light polymerization and preparation method thereof.
Embodiment
Below in conjunction with specific embodiment, concrete introduction is done to the present invention.
A kind of ultraviolet light polymerization non-silicon parting agent, comprises according to mass fraction:
Light trigger has according to weight fraction composition: 50% triaryl hexafluoro-antimonic acid sulfosalt, 50% carbonic allyl ester solution.
A preparation method for ultraviolet light polymerization non-silicon parting agent, comprises the steps:
Step one: synthesis of vinyl ether functionalized propylene acid resin; Step 2: add 10 ~ 30 parts of dodecyl vinyl and 10 ~ 20 parts of triethyleneglycol divinylether in the acrylic ester prepolymer of 50 ~ 80 parts of vinyl ether functional; Step 3: after stirring, adds 1 ~ 3 part of light trigger, stirs and obtains ultraviolet light polymerization non-silicon parting agent; Above-mentioned light trigger comprises: 50% triaryl hexafluoro-antimonic acid sulfosalt and 50% carbonic allyl ester solution.Step 4: coat on film by above-mentioned ultraviolet light polymerization non-silicon parting agent, is placed in radiation curing under ultraviolet lamp.
In step one, the method for synthesis of vinyl ether functionalized acrylate resins comprises the steps:
Step a: the mixture 30 ~ 70 parts of octadecyl acrylate, 30 ~ 70 parts of n-butyl acrylates, 5 ~ 20 parts of vinylformic acid being mixed into the acrylate monomer of 100 parts; Step b: the mixture getting 30 parts of aforesaid propylene acid ester monomers, 100 parts of toluene, join in reactor after the BPO mixing of 0.3 ~ 0.5 part, after reacting half an hour at 80 ~ 90 DEG C, drip the mixture of remaining 70 parts of aforesaid propylene acid ester monomers, after dripping off in 1 ~ 3 hour, continue reaction and obtain polymkeric substance in 2 ~ 3 hours; Step c: in the above-mentioned polymkeric substance in step b, add 0.1 part of stopper thiodiphenylamine, 98% vitriol oil of 0.5 part, add 10 ~ 30 parts of 4-hydroxy butyl vinyl ethers, reflux, utilizes water trap to remove the water of dereaction generation; Steps d: the mixture formed with sodium bicarbonate neutralization procedure c, suction filtration, underpressure distillation, except desolventizing, obtains the acrylate resin of vinyl ether functional.
The acrylate resin of vinyl ether functional is synthesized by esterification by acrylic acid multipolymer and 4-hydroxy butyl vinyl ether.Acrylic acid multipolymer is by 30 ~ 70 parts of octadecyl acrylate, 30 ~ 70 parts of n-butyl acrylates, 5 ~ 20 parts of acroleic acid polymerization one-tenth.Have choosing as one, film is PET film; Ultra-violet curing light source adopts 2.5kW high voltage mercury lamp, and irradiation energy is 60mJ/cm
2.
A kind of ultraviolet light polymerization non-silicon parting agent disclosed by the invention at room temperature can realize coating on general coating machine, is cross-linked, the problem of solvent-free volatilization, environmental friendliness and greatly saved energy under ultraviolet lamp radiation.This non-silicon parting agent release performance is stablized, and there is not silicon and shifts the pollution problem caused.
In order to prove a kind of ultraviolet light polymerization non-silicon parting agent off-type force disclosed by the invention stable performance, remaining Stickiness is high, and substrate adhesion is high, gets following 4 embodiments and is verified by following testing method;
Off-type force is tested: by standard adhesive tape, TESA 7475 adhesive tape, width selects 25mm, be affixed on release film sample, with the roll extrusion 5 times back and forth of 2 kilograms of standard pressure rollers, then room temperature (23 ± 2 DEG C, relative humidity 50%) under place 10min, then carry out 180 ° of strippings with 300mm/min, often organize sample and be no less than 3, average.
Remaining Stickiness test: step 1, the standard adhesive tape adhesive tape stripped down in being tested by off-type force is affixed on standard stainless steel plate or clean polyester film again, with the roll extrusion 3 times back and forth of 2 kilograms of standard pressure rollers, room temperature (23 ± 2 DEG C, relative humidity 50%) under place 3min, then carry out 180 ° of strippings with 300mm/min, obtain test value L
1, often organize sample and be no less than 3, average; Step 2, standard adhesive tape being affixed on blank sample (is generally on standard stainless steel plate or clean polyester film, must be identical with step 1 material therefor), with the roll extrusion 3 times back and forth of 2 kilograms of standard pressure rollers, room temperature (23 ± 2 DEG C, relative humidity 50%) under place 3min, then carry out 180 ° of strippings with 300mm/min; Record numerical value L
0; Equally, often organize sample and be no less than 3, average; Step 3, evaluation L
1÷ L
0× 100%, be remaining Stickiness.
Substrate adhesion:
With blade, release coating good for ultraviolet light polymerization is broken, and break region with finger wiping.Observe this zone-coating whether to be wiped out.
Zero: do not wipe out.
△: part wipes out.
×: wipe out completely.
Embodiment 1:
By 40g octadecyl acrylate, 50g n-butyl acrylate, 10g vinylformic acid; Be mixed into the mixture of the acrylate monomer of 100g, join in reactor after getting the BPO mixing of 30g and 100g toluene wherein and 0.3g, after 80 ~ 90 DEG C of reaction half an hour, drip remaining monomer mixture, after dripping off in 3 hours, continue reaction 2 hours.Appeal in polymkeric substance to 200g, add 0.2g stopper, the 1g vitriol oil, adds 20g 4-hydroxy butyl vinyl ether, reflux, water trap is utilized to remove the water of dereaction generation, reaction terminate after, with in sodium bicarbonate and after, detach, underpressure distillation, except desolventizing, obtains the acrylate resin of vinyl ether functional.
Get gained performed polymer 70g and 20g dodecyl vinyl ether, 10g triethyleneglycol divinylether, add light trigger mixed type triaryl hexafluoro-antimonic acid sulfosalt (50% carbonic allyl ester solution) of 2g, mix, coat in PET film, be placed in the lower 15 centimetres of solidifications of 2.5kW ultraviolet lamp, solidification energy is 60mJ/cm
2.
The release film obtained carries out off-type force, remaining rate, and sticking power is tested.
Embodiment 2,
By 60g octadecyl acrylate, 20g n-butyl acrylate, 20g vinylformic acid; Be mixed into the mixture of the acrylate monomer of 100g, join in reactor after getting the BPO mixing of 30g and 100g toluene wherein and 0.3g, after 80 ~ 90 DEG C of reaction half an hour, drip remaining monomer mixture, after dripping off in 3 hours, continue reaction 2 hours.Appeal in polymkeric substance to 200g, add 0.2g stopper, the 1g vitriol oil, adds 35g 4-hydroxy butyl vinyl ether, reflux, water trap is utilized to remove the water of dereaction generation, reaction terminate after, with in sodium bicarbonate and after, detach, underpressure distillation, except desolventizing, obtains the acrylate resin of vinyl ether functional.
Get gained performed polymer 70g and 20g dodecyl vinyl ether, 10g triethyleneglycol divinylether, add light trigger mixed type triaryl hexafluoro-antimonic acid sulfosalt (50% carbonic allyl ester solution) of 2g, mix, coat in PET film, be placed in the lower 15 centimetres of solidifications of 2.5kW ultraviolet lamp, solidification energy is 60mJ/cm
2.
The release film obtained carries out off-type force, remaining rate, and sticking power is tested.
Embodiment 3
By 80g n-butyl acrylate, 20g vinylformic acid; Be mixed into the mixture of the acrylate monomer of 100g, join in reactor after getting the BPO mixing of 30g and 100g toluene wherein and 0.3g, after 80 ~ 90 DEG C of reaction half an hour, drip remaining monomer mixture, after dripping off in 3 hours, continue reaction 2 hours.Appeal in polymkeric substance to 200g, add 0.2g stopper, the 1g vitriol oil, adds 35g 4-hydroxy butyl vinyl ether, reflux, water trap is utilized to remove the water of dereaction generation, reaction terminate after, with in sodium bicarbonate and after, detach, underpressure distillation, except desolventizing, obtains the acrylate resin of vinyl ether functional.
Get gained performed polymer 70g and 20g dodecyl vinyl ether, 10g triethyleneglycol divinylether, add light trigger mixed type triaryl hexafluoro-antimonic acid sulfosalt (50% carbonic allyl ester solution) of 2g, mix, coat in PET film, be placed in the lower 15 centimetres of solidifications of 2.5kW ultraviolet lamp, solidification energy is 60mJ/cm
2.
The release film obtained carries out off-type force, remaining Stickiness, and sticking power is tested.
Embodiment 4
By 60g octadecyl acrylate, 30g n-butyl acrylate, 10g vinylformic acid; Be mixed into the mixture of the acrylate monomer of 100g, join in reactor after getting the BPO mixing of 30g and 100g toluene wherein and 0.3g, after 80 ~ 90 DEG C of reaction half an hour, drip remaining monomer mixture, after dripping off in 3 hours, continue reaction 2 hours.Appeal in polymkeric substance to 200g, add 0.2g stopper, the 1g vitriol oil, adds 20g 4-hydroxy butyl vinyl ether, reflux, water trap is utilized to remove the water of dereaction generation, reaction terminate after, with in sodium bicarbonate and after, detach, underpressure distillation, except desolventizing, obtains the acrylate resin of vinyl ether functional.
Get gained performed polymer 80g and 20g dodecyl vinyl ether, add light trigger mixed type triaryl hexafluoro-antimonic acid sulfosalt (50% carbonic allyl ester solution) of 2g, mix, coat in PET film, be placed in the lower 15 centimetres of solidifications of 2.5kW ultraviolet lamp, solidification energy is 60mJ/cm
2.
The release film obtained carries out off-type force, remaining Stickiness, and sticking power is tested.
The release film performance of above embodiment gained lists in table 1:
| Off-type force | Remaining Stickiness | Sticking power | |
| 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
Can be found out by table 1, the non-silicon parting agent release performance obtained by method of the present invention is stablized, and remaining Stickiness is high, and sticking power is high; Reason is the release performance that in polymeric constituent, octadecyl acrylate can improve release film; In formula, bifunctional triethyleneglycol divinylether adds the raising contributing to parting agent solidified nature; Add the parting agent of triethyleneglycol divinylether, thus improve remaining Stickiness.
The object of the present invention is to provide a kind of quality defect of the pressure sensitive adhesive goods effectively avoiding the silicon migration of silicone based parting agent to cause, and release performance is stable, the non-silane parting agent of non-migratory, solvent-free ultraviolet light polymerization and preparation method thereof.
More than show and describe ultimate principle of the present invention, principal character and advantage.The technician of the industry should understand, and above-described embodiment does not limit the present invention in any form, the technical scheme that the mode that all employings are equal to replacement or equivalent transformation obtains, and all drops in protection scope of the present invention.
Claims (8)
1. a ultraviolet light polymerization non-silicon parting agent, is characterized in that, comprises according to mass fraction:
The acrylate resin of vinyl ether functional 50 ~ 80 parts;
Dodecyl vinyl 10 ~ 30 parts;
Triethyleneglycol divinylether 10 ~ 20 parts;
Light trigger 1 ~ 3 part.
2. a kind of ultraviolet light polymerization non-silicon parting agent according to claim 1, is characterized in that, above-mentioned light trigger has according to weight fraction composition: 50% triaryl hexafluoro-antimonic acid sulfosalt, 50% carbonic allyl ester solution.
3. the preparation method of a kind of ultraviolet light polymerization non-silicon parting agent according to claim 1, is characterized in that, comprise the steps:
Step one: synthesis of vinyl ether functionalized propylene acid resin;
Step 2: add 10 ~ 30 parts of dodecyl vinyl and 10 ~ 20 parts of triethyleneglycol divinylether in the acrylic ester prepolymer of 50 ~ 80 parts of vinyl ether functional;
Step 3: after stirring, adds 1 ~ 3 part of light trigger, stirs and obtains ultraviolet light polymerization non-silicon parting agent; Above-mentioned light trigger comprises: 50% triaryl hexafluoro-antimonic acid sulfosalt and 50% carbonic allyl ester solution;
Step 4: coat on film by above-mentioned ultraviolet light polymerization non-silicon parting agent, is placed in radiation curing under ultraviolet lamp.
4. the preparation method of a kind of ultraviolet light polymerization non-silicon parting agent according to claim 3, it is characterized in that, in above-mentioned steps one, the method for synthesis of vinyl ether functionalized acrylate resins comprises the steps:
Step a: the mixture 30 ~ 70 parts of octadecyl acrylate, 30 ~ 70 parts of n-butyl acrylates, 5 ~ 20 parts of vinylformic acid being mixed into the acrylate monomer of 100 parts;
Step b: the mixture getting 30 parts of aforesaid propylene acid ester monomers, 100 parts of toluene, join in reactor after the BPO mixing of 0.3 ~ 0.5 part, after reacting half an hour at 80 ~ 90 DEG C, drip the mixture of remaining 70 parts of aforesaid propylene acid ester monomers, after dripping off in 1 ~ 3 hour, continue reaction and obtain polymkeric substance in 2 ~ 3 hours;
Step c: in the above-mentioned polymkeric substance in step b, add 0.1 part of stopper thiodiphenylamine, 98% vitriol oil of 0.5 part, add 10 ~ 30 parts of 4-hydroxy butyl vinyl ethers, reflux, utilizes water trap to remove the water of dereaction generation;
Steps d: the mixture formed with sodium bicarbonate neutralization procedure c, suction filtration, underpressure distillation, except desolventizing, obtains the acrylate resin of vinyl ether functional.
5. the preparation method of a kind of ultraviolet light polymerization non-silicon parting agent according to claim 3, is characterized in that, the acrylate resin of above-mentioned vinyl ether functional is synthesized by esterification by acrylic acid multipolymer and 4-hydroxy butyl vinyl ether.
6. the preparation method of a kind of ultraviolet light polymerization non-silicon parting agent according to claim 5, is characterized in that, the multipolymer of aforesaid propylene acid is by 30 ~ 70 parts of octadecyl acrylate, 30 ~ 70 parts of n-butyl acrylates, 5 ~ 20 parts of acroleic acid polymerization one-tenth.
7. the preparation method of a kind of ultraviolet light polymerization non-silicon parting agent according to claim 3, it is characterized in that, above-mentioned film is PET film.
8. the preparation method of a kind of ultraviolet light polymerization non-silicon parting agent according to claim 3, it is characterized in that, above-mentioned ultra-violet curing light source adopts 2.5 kW high voltage mercury lamps, and irradiation energy is 60 mJ/cm
2--.
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| 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 |
| 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 |
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| 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 |
| CN109435390A (en) * | 2018-10-30 | 2019-03-08 | 上海海顺新型药用包装材料股份有限公司 | Circuit board release film |
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| CN113906112A (en) * | 2019-06-03 | 2022-01-07 | 3M创新有限公司 | Release coating compositions for pressure sensitive adhesive articles and methods |
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