CN104744677B - Oligomer, pressure-sensitive adhesive composition, and method for forming pressure-sensitive adhesive - Google Patents
Oligomer, pressure-sensitive adhesive composition, and method for forming pressure-sensitive adhesive Download PDFInfo
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- CN104744677B CN104744677B CN201410054063.5A CN201410054063A CN104744677B CN 104744677 B CN104744677 B CN 104744677B CN 201410054063 A CN201410054063 A CN 201410054063A CN 104744677 B CN104744677 B CN 104744677B
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- sensing glue
- reaction solution
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- 239000000203 mixture Substances 0.000 title claims abstract description 36
- 238000000034 method Methods 0.000 title claims description 12
- 239000004820 Pressure-sensitive adhesive Substances 0.000 title abstract description 5
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims abstract description 57
- 239000003549 soybean oil Substances 0.000 claims abstract description 48
- 235000012424 soybean oil Nutrition 0.000 claims abstract description 48
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims abstract description 46
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims abstract description 46
- 239000001384 succinic acid Substances 0.000 claims abstract description 26
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims abstract description 4
- 239000003292 glue Substances 0.000 claims description 62
- 238000006243 chemical reaction Methods 0.000 claims description 42
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 22
- 239000003999 initiator Substances 0.000 claims description 18
- -1 radical carboxylic acid Chemical class 0.000 claims description 18
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 16
- 239000003795 chemical substances by application Substances 0.000 claims description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 230000003213 activating effect Effects 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 8
- 125000000524 functional group Chemical group 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- 238000004132 cross linking Methods 0.000 claims description 7
- 239000010409 thin film Substances 0.000 claims description 7
- 230000015572 biosynthetic process Effects 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 5
- 239000000758 substrate Substances 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 2
- 238000000265 homogenisation Methods 0.000 claims 2
- 150000001735 carboxylic acids Chemical class 0.000 abstract 2
- 239000000243 solution Substances 0.000 description 47
- 239000012071 phase Substances 0.000 description 35
- 239000008346 aqueous phase Substances 0.000 description 30
- 239000004094 surface-active agent Substances 0.000 description 14
- 238000000576 coating method Methods 0.000 description 13
- 239000003921 oil Substances 0.000 description 13
- 235000019198 oils Nutrition 0.000 description 13
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 13
- 239000002904 solvent Substances 0.000 description 13
- 238000003756 stirring Methods 0.000 description 13
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 12
- 239000011248 coating agent Substances 0.000 description 12
- 239000000839 emulsion Substances 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 12
- 239000004593 Epoxy Substances 0.000 description 9
- 239000004141 Sodium laurylsulphate Substances 0.000 description 9
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Chemical group [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 9
- 238000007334 copolymerization reaction Methods 0.000 description 8
- 239000013530 defoamer Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 8
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- 150000002924 oxiranes Chemical group 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 5
- 239000003945 anionic surfactant Substances 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 238000000465 moulding Methods 0.000 description 5
- 229920000139 polyethylene terephthalate Polymers 0.000 description 5
- 239000005020 polyethylene terephthalate Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- MZSDGDXXBZSFTG-UHFFFAOYSA-M sodium;benzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=CC=C1 MZSDGDXXBZSFTG-UHFFFAOYSA-M 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical group N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 4
- 238000005481 NMR spectroscopy Methods 0.000 description 4
- 235000019400 benzoyl peroxide Nutrition 0.000 description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 4
- 239000010408 film Substances 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- 125000001400 nonyl 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])[H] 0.000 description 4
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 3
- GIEGKXINITVUOO-UHFFFAOYSA-N 2-methylidenebutanedioic acid Chemical compound OC(=O)CC(=C)C(O)=O.OC(=O)CC(=C)C(O)=O GIEGKXINITVUOO-UHFFFAOYSA-N 0.000 description 3
- 239000004342 Benzoyl peroxide Substances 0.000 description 3
- 206010037660 Pyrexia Diseases 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 238000003848 UV Light-Curing Methods 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 2
- 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 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
- 239000004642 Polyimide Substances 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000013256 coordination polymer Substances 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- 238000006384 oligomerization reaction Methods 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 229920001721 polyimide Polymers 0.000 description 2
- 238000007342 radical addition reaction Methods 0.000 description 2
- 239000002964 rayon Substances 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 229940077386 sodium benzenesulfonate Drugs 0.000 description 2
- 230000002459 sustained effect Effects 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000013008 thixotropic agent Substances 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- NTAAHERWLJLTQL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1.CCOC(OCC)C(=O)C1=CC=CC=C1 NTAAHERWLJLTQL-UHFFFAOYSA-N 0.000 description 1
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical group CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 description 1
- QTDIEDOANJISNP-UHFFFAOYSA-N 2-dodecoxyethyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOCCOS(O)(=O)=O QTDIEDOANJISNP-UHFFFAOYSA-N 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- 101001005165 Bos taurus Lens fiber membrane intrinsic protein Proteins 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 101710115990 Lens fiber membrane intrinsic protein Proteins 0.000 description 1
- 102100026038 Lens fiber membrane intrinsic protein Human genes 0.000 description 1
- 102100037224 Noncompact myelin-associated protein Human genes 0.000 description 1
- 101710184695 Noncompact myelin-associated protein Proteins 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229960000800 cetrimonium bromide Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 239000002655 kraft paper Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- RPGWZZNNEUHDAQ-UHFFFAOYSA-N phenylphosphine Chemical compound PC1=CC=CC=C1 RPGWZZNNEUHDAQ-UHFFFAOYSA-N 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Abstract
The oligomer provided by the invention is prepared by copolymerizing 100 parts by weight of soybean oil derivatives and 10-50 parts by weight of multifunctional carboxylic acid, wherein the multifunctional carboxylic acid is a combination of itaconic acid and succinic acid, and the weight ratio of the itaconic acid to the succinic acid is 1: 1-3: 1. The oligomer can be used in pressure sensitive adhesive compositions.
Description
Technical field
The present invention relates to a kind of oligomer, relate more specifically to its pressure-sensing glue compositions formed and pressure-sensing glue forming method.
Background technology
Pressure-sensing glue (Pressure sensitive adhesives, PSAs) i.e. pressure-sensitive type sticker, refers to external force light
Pressure can produce adhesive solid.General heritage moulding mainly uses substantial amounts of petroleum product manufacture, not only causes
The waste of resource, and use after cannot recycling, the problem also resulting in offal treatment, improve carrying capacity of environment.In recent years
Come, because the surging attention with environmental protection subject under discussion of oil price raw material, and utilize raw matter (biomass) resource to replace tradition
Petrochemical material, then become the direction that all circles actively carry out researching and developing.
Summary of the invention
The oligomer that one embodiment of the invention provides, by the soybean oil derivative of 100 weight portions and 10 to 50 weight portions
Multiple functional radical carboxyl acid copolymer closes and forms, and wherein this multiple functional radical carboxylic acid is the combination in itaconic acid and succinic acid, and itaconic acid and amber
The weight ratio of amber acid is between 1:1 to 3:1.
The pressure-sensing glue compositions that one embodiment of the invention provides, including: the above-mentioned oligomer of 100 weight portions；And 1 to 5
The initiator of weight portion.
The forming method of the pressure-sensing glue that one embodiment of the invention provides, including: mix the above-mentioned oligomer of 100 weight portions
First surface activating agent with 3 to 20 weight portions；The water of mixing 325 to 665 weight portions and the second surface of 3 to 20 weight portions are lived
Property agent, forms the second reaction solution；Second reaction solution is added the first reaction solution post-heating, forms emulsified solution；By heat
Initiator adds in emulsified solution, and heating emulsification solution is to carry out heat cross-linking reaction；Coating emulsified solution, on substrate, is formed
Thin film；And dry film is to form pressure-sensing glue.
The pressure-sensing glue forming method that one embodiment of the invention provides, including: mix the above-mentioned oligomer of 100 weight portions with
The first surface activating agent of 3 to 20 weight portions, forms the first reaction solution；The water of mixing 325 to 665 weight portions and 3 to 20 weights
The second surface activating agent of amount part, forms the second reaction solution；Light trigger is added the first reaction solution or the second reaction is molten
In liquid；Second reaction solution is added the first reaction solution post-heating, forms emulsified solution；Coating emulsified solution on substrate,
Form thin film；And be dried and irradiation thin film to form pressure-sensing glue.
Detailed description of the invention
In one embodiment, oligomer (oligomer) can by soybean oil derivative with there is the multifunctional of reactive double bond
Yl carboxylic acid polymerization is formed.Soybean oil derivative can include epoxidised soybean oil, anhydride soybean oil, polymethyl methacrylate
Soybean oil etc..Multiple functional radical carboxylic acid can be itaconic acid (itaconic acid), or itaconic acid (itaconic acid) and amber
The combination of amber acid (succinic acid).As a example by epoxidised soybean oil, it has the characteristic of low Tg, and molecule chain end tool
Having the epoxide functional groups that can react, by catalyst action, the epoxide functional groups of epoxidised soybean oil can produce ring-opening reaction,
React with itaconic acid and succinic acid, form the colloid molecules oligomer with high adhesion.
The preparation method of above-mentioned oligomer, on the basis of the soybean oil derivative of 100 weight portions, adds 10 to 50 weight portions
Multiple functional radical carboxylic acid, and the catalyst of 0.4～1.5 weight portions, the inhibitor of 0.0625 to 0.25 weight portion, be dissolved in 40
～70 weight portion solvent in, be heated to 70 to 90 DEG C react 6 to 24 hours.Course of reaction can be measured acid value (acid
Value), when acid value no longer declines, i.e. represent epoxy soybean oil and terminate with multiple functional radical carboxylic acid open loop graft reaction.If it is multifunctional
The consumption of yl carboxylic acid is too high, then cannot react completely, and after reaction terminates, unreacted multiple functional radical carboxylic acid can separate out, and affects follow-up
Application.If the consumption of multiple functional radical carboxylic acid is too low, then oligomer viscosity is on the low side.If the temperature of reacting by heating is the highest and/or reaction
Time is the most long, then the double bond in oligomer can produce chain polymerization reaction because of high temperature or long response time, causes oligomer shape
Become the macromolecular structure of crosslinking, affect follow-up pressure-sensing glue and prepare.If the temperature of reacting by heating is the lowest and/or the response time is too short,
Then temperature is the lowest or the time is too short, then cannot allow epoxy soybean grease collar oxygen functional group and itaconic acid or the carboxylic acid official of succinic acid
Open loop graft reaction completely can be carried out by base.Itaconic acid (itaconic acid) in multiple functional radical carboxylic acid and succinic acid
The weight ratio of (succinic acid) is between 1:1 to 3:1.If the ratio in itaconic acid is too high, then epoxy soybean oil/clothing health
The single molecule double bond of acid oligomer is too much, and when causing follow-up polymerization pressure-sensing glue molecule, bridging property is too high and loses cohesiveness.If
The ratio in itaconic acid is too low, then can be greatly decreased follow-up because of providing enough hydrophilic functional group's (such as carboxylic-acid functional base)
The cohesiveness of pressure-sensing glue.Catalyst can be organic phosphorus compound such as triphenylphosphine (triphenylphosphine, TTP).Suppression
Agent can be 4-methoxyphenol (4-Methoxyphenol, MEHQ).Solvent can be the organic solvent of polarity, such as isopropanol
(IPA), 2-butanone (Methyl Ethyl Ketone), N-N-methyl 2-pyrrolidone N-(NMP), ethanol (EtOH) or combinations of the above.
Its number average molecular weight of the oligomer formed is between 5,000 to 9, and between 000, each oligomer molecule contains 3 to 12
Double bond functional group, its cohesiveness (peel) is between 5gf to 1000gf, and its speed viscosity (Tack) is between 50gf to 600gf
Between.In above-mentioned oligomer, if the ratio of double bond is too high, oligomer oneself during making pressure-sensing glue is the most easily made to hand over
Connection, causes losing viscosity；If the ratio of double bond is too low, the viscosity the most easily making made pressure-sensing glue is on the low side.If the number of oligomer
Amount mean molecule quantity too high, then it represents that epoxy soybean oil self ring-opening polymerisation and reduce the grafting amount of itaconic acid and/or succinic acid.
If the number average molecular weight of oligomer is too low, then it represents that epoxy soybean oil does not has with the graft reaction of itaconic acid and/or succinic acid
There is generation.
In one embodiment, above-mentioned oligomer can be used for pressure-sensing glue.For example, pressure-sensing glue compositions can include adding up to
The oligomer of 100 weight portions, the initiator of 1 to 6 weight portion and the solvent of 30 to 50 weight portions, and oligomer includes above-mentioned widow
Polymers (is formed by soybean oil derivative, itaconic acid and succinic acid copolymerization).In an embodiment of the present invention, pressure-sensing glue can enter one
Step adds the oligomer that other oligomers of 10 to 100 weight portions, such as soybean oil derivative are formed with itaconic acid copolymerization.Initiator
Oiliness or the light trigger of aqueous or thermal initiator can be included.Water fever initiator can be sodium peroxydisulfate (Sodium
persulfate).Oiliness thermal initiator can be 2,2'-azodiisobutyronitrile (2,2 '-Azobis (2-
Methylpropionitrile), AIBN) with dibenzoyl peroxide (Benzoyl Peroxide, BPO).Water-soluble photoinitiator
It can be 2,2-diethoxy acetophenone (2,2-Diethoxyacetophenone).Oiliness light trigger can be 1-hydroxy-cyclohexyl
Phenolic ketone (1-hydroxy-cyclohexyl-phenyl-ketone).Solvent can be polarity organic solvent such as isopropanol (IPA),
2-butanone (Methyl Ethyl Ketone), N-N-methyl 2-pyrrolidone N-(NMP), ethanol (EtOH) or combinations of the above.It is worth note
Meaning, synthesizes oligomer according to solvent method, then will not use aqueous initiator.
Above-mentioned pressure-sensing glue compositions can further include surfactant, including anionic surfactant, cationic table
(anion mixes with nonionic, cation is with non-for face activating agent, nonionic surfactant, amphoteric surfactant
Ion-type mixes one of them), raw matter type surfactant or combinations of the above.Anionic surfactants such as 12
Alkyl sodium sulfate (Sodium dodecyl sulfate, SDS, purchased from Acros), benzene sulfonic acid sodium salt (Sodium
Benzenesulfonate, purchased from Acros), sulfo-succinic acid dioctyl sodium salt (AEROSOL OT-75, purchased from Acros).Sun
Ionic surfactant such as cetrimonium bromide (CTAB, purchased from Acros), cetyltrimethylammonium chloride
(CTAC, purchased from Acros).Nonionic surfactant such as nonyl phenol 40 moles of ethylene oxide additament (nonyl
Phenol-40mol ethylene oxide aduct, NP-40, synthesize purchased from Sino-Japan) or straight-chain alcohol ethoxylate
(linear alcohol ethoxylate, synthesize purchased from Sino-Japan).Raw matter type surfactant can be sodium lauryl tri(oxyethyl) sulfate
(Sodium lauryl ether sulphate)。
Above-mentioned pressure-sensing glue compositions may be used to form pressure-sensing glue, and preparation method is divided into aqueous phase or solvent phase.
In an embodiment prepared by solvent phase, on the basis of the oligomer of 100 weight portions, add drawing of 1 to 6 weight portion
Send out after the organic solvent of agent and 30 to 50 weight portions stirs, coat formation coating on base material.Oligomer includes above-mentioned widow
Polymers (is formed by soybean oil derivative, itaconic acid and succinic acid copolymerization).In an embodiment of the present invention, solvent phase can enter one
Step adds the oligomer that other oligomers of 10 to 100 weight portions, such as soybean oil derivative are formed with itaconic acid copolymerization.Molten
In the preparation method of agent phase, no matter initiator is light trigger or thermal initiator, all belong to oil phase initiator.If employing thermal initiation
Agent, can the first uniform mixture of heated and stirred before coating, make oligomer produce cross-linking reaction, then by molten for the oligomer after crosslinking
Liquid coats on base material formation coating, then is dried coating and i.e. forms pressure-sensing glue.If employing light trigger, then can will stir
Mixture coat on base material, be dried coating back light make oligomer produce cross-linking reaction, i.e. form pressure-sensing glue.Base material can be
Stationery, polypropylene, polrvinyl chloride, polyethylene, polyethylene terephthalate (PET), polyimides (PI) or measuring fiber.
In one embodiment, if base material is the permeable materials such as paper, then, on the basis of the oligomer of 100 weight portions, enter
One step adds thixotropic agent such as fumed silica, precipitated silica and/or the organobentonite of 3.5 to 6 weight portions, with
Coating is avoided to soak base material.
In an embodiment prepared by aqueous phase, preparation aqueous phase solution and oil-phase solution the most respectively.Oligomerization with 100 weight portions
On the basis of thing, aqueous phase solution can include the water of 325 to 665 weight portions, 3～20 weight portion surfactant and 0.06 to
The defoamer of 0.12 weight portion.Oil-phase solution can include the oligomer of 100 weight portions, the jointly stabilizing agent of 0.5 to 3 weight portion,
Surfactant with 3 to 20 weight portions.Oligomer includes that above-mentioned oligomer is (by soybean oil derivative, itaconic acid and succinic acid
Copolymerization forms).In an embodiment of the present invention, oil-phase solution can add other oligomers of 10 to 100 weight portions further, than
The oligomer formed with itaconic acid copolymerization such as soybean oil derivative.Then carry out mini emulsion to prepare, aqueous phase solution is added oil
Phase solution, will be warming up in reactor between 30 DEG C to 35 DEG C, and stirring afterwards mixes 30 minutes to 1 hour to form pre-emulsification
Liquid, re-uses homogenizer to form mini emulsion.Then, aforementioned mini emulsion is added reactor, is heated with hot bath
Between 65 DEG C to 85 DEG C, nitrogen is passed through 10 to 30 minutes the oxygen being dissolved in emulsion with removing.Subsequently by thermal initiator
Solution (aqueous or oiliness) adds in reactor, to cause radical addition polymerization to react, and utilizes ammonia to adjust its pH value extremely
Between 6.5 to 7.5, in course of reaction, temperature maintains between 65 DEG C to 85 DEG C, and stir speed (S.S.) then maintains 150rpm extremely
About 250rpm, sustained response 2 to 8 hours, make oligomer cross-link.Finally cool down again, and respectively with 40mesh (0.42mm) and
Excessive particle is removed by 200mesh (0.074mm) filter screen, is attached to filtering residue on agitator, thermometer and reactor wall, also to the greatest extent
Collect possibly.The theoretical solid content of the pressure-sensing glue compositions formed is 35～50wt%.Finally, by above-mentioned pressure-sensing glue
Compositions is coated on base material, after oven for drying, i.e. forms pressure-sensing glue.The surfactant of above-mentioned aqueous phase solution can be cloudy from
Subtype surfactant such as sodium lauryl sulphate (sodium dodecyl sulfate, SDS), benzene sulfonic acid sodium salt (Sodium
Or sulfo-succinic acid dioctyl sodium salt (AEROSOL OT-75) benzenesulfonate).The defoamer of above-mentioned aqueous phase solution
Can be organic silicon defoamer such as BYK024.The jointly stabilizing agent of above-mentioned oil-phase solution can be stearyl methacrylate
(Stearyl methacrylate, SMA).The surfactant of above-mentioned oil-phase solution can be nonionic surfactant such as nonyl
Base phenol 40 moles of ethylene oxide additament (Nonyl phenol-40mol ethylene oxide aduct, NP-40),
Straight-chain alcohol ethoxylate (Linear alcohol ethoxylate).Above-mentioned water fever initiator can be sodium peroxydisulfate
(Sodium persulfate, SPS).Above-mentioned oiliness thermal initiator can be AIBN or BPO.
In an embodiment prepared by aqueous phase, preparation aqueous phase solution and oil-phase solution the most respectively, with the oligomerization of 100 weight portions
On the basis of thing, aqueous phase solution can include the water of 325 to 665 weight portions, the surfactant of 3 to 20 weight portions and 0.06 to
The defoamer of 0.12 weight portion.Oil-phase solution can include the oligomer of 100 weight portions, the jointly stabilizing agent of 0.5 to 3 weight portion,
Surfactant with 3 to 20 weight portions.If light trigger is aqueous, then light trigger can be added in aqueous phase solution.If light
Initiator is oiliness, then can be added in oil-phase solution by light trigger.On the basis of the oligomer of 100 weight portions, light trigger
Consumption be 2 to 5 weight portions.Oligomer includes that above-mentioned oligomer is (by soybean oil derivative, itaconic acid and succinic acid copolymerization
Become).In an embodiment of the present invention, oligomer can farther include other oligomers, such as soybean oil derivative and itaconic acid
The oligomer that copolymerization is formed.Then carry out mini emulsion to prepare, aqueous phase solution is added oil-phase solution, is warming up in reactor
Between 30 DEG C to 35 DEG C, stirring mixing afterwards forms pre-emulsion in 30 minutes to 1 hour, re-uses homogenizer to form mini breast
Liquid.Finally, with 40mesh (0.42mm) and 200mesh (0.074mm) filter screen, excessive particle is removed respectively, be attached to stirring
Filtering residue on device, thermometer and reactor wall, collects the most as much as possible.The theoretical solid content of the pressure-sensing glue compositions formed
It is 35～50wt%.Finally, above-mentioned pressure-sensing glue compositions being coated on base material, dried irradiation makes oligomer crosslinking i.e. be formed
Pressure-sensing glue.The surfactant of above-mentioned aqueous phase solution can be anionic surfactants such as sodium lauryl sulphate
(sodium dodecyl sulfate, SDS), benzene sulfonic acid sodium salt (Sodium benzenesulfonate) or sulfo-succinic acid two
Octyl group sodium salt (AEROSOL OT-75).The defoamer of above-mentioned aqueous phase solution can be organic silicon defoamer such as BYK024.Above-mentioned oil
The jointly stabilizing agent of phase solution can be stearyl methacrylate (stearyl methacrylate, SMA).Above-mentioned oil phase is molten
The surfactant of liquid can be nonionic surfactant such as nonyl phenol 40 moles of ethylene oxide additament (nonyl
Phenol-40mol ethylene oxide aduct, NP-40), straight-chain alcohol ethoxylate (linear alcohol
ethoxylate).Above-mentioned water-soluble photoinitiator can be 2,2-Diethoxyacetophenone.Above-mentioned oiliness light trigger can be 184 or819.The aforementioned step being dried with irradiation can use
UV drying machine, dry rate is about 3 to 6m/min.
The oligomer of the present invention, can be adjusted by the graft ratio that soybean oil derivative and itaconic acid, succinic acid are different, adjust
Adhesiveness required for control；Further, can be by mixing different oligomers, different preparation methoies, regulation and control are produced
The pressure-sensing glue of different adhesiveness, its cohesiveness (peel) between 5gf to 1000gf, and its speed viscosity (Tack) between
Between 50gf to 600gf.The pressure-sensing glue of the present invention is applicable to all kinds of adhesive tape, such as tape, two-sided tape, kraft paper glue
Band, foam tape, self-stick notes or stationery adhesive tape etc..
In order to above and other purpose, feature and the advantage of the present invention can be become apparent, several embodiments cited below particularly
It is described in detail below:
Embodiment
In following embodiment, gel layer analyzer is used to measure the molecular weight of oligomer: to advance with DMF allotment the dilutest
The oligomer that the following embodiment released obtains, is injected in gel layer analyzer, coordinates with DMF for purging with liquid, standard molecule
Amount solution (Standard) can be by the molecular weight of the product after the different UV polyreaction of reading in computer.Through test analysis
After, the number average molecular weight of oligomer is 5000～9000.
In following embodiment, the cohesiveness such as oligomer, epoxidised soybean oil/itaconic acid/succinic acid mixture, pressure-sensing glue
(peel) measuring method with speed viscosity test (Tack) is ASTM D3330 and ASTM D6195:
Oligomer that following embodiment 1, embodiment 2 are obtained with comparative example 1, epoxidised soybean oil/itaconic acid/succinic acid
Mixture, is directly added into UV light trigger (light trigger kind: 284, usage amount: 3%), after stirring, utilizes 60 μm scrapers
It is coated on the substrate surface of PET, after coating after be dried irradiation (UV curing rate5m/min) by UV drying machine, forms film
The thick pressure-sensing glue glued membrane being about 25 μm and there is adhesive property.It is utilized respectively ASTM D3330 and ASTM D6195 afterwards to glue
The property (peel) and speed viscosity (Tack) test.
In following embodiment, the colloidal particle size of raw texture moulding measure use Laser Scattering Particle analyser (Otsuka,
Photal LPA-3000/3100) measure.
Embodiment 1 (oligomer)
It is base with the epoxidised soybean oil (CP CIZER B-22, Changchun Petrochemical Co., Ltd.) of 100 weight portions
Standard, adds mixing by itaconic acid (itaconic acid) with the ratio of 12.5 to 50 weight portions.Add the three of 0.4 weight portion
Phenylphosphine (TPP) as catalyst, 0.0625～0.25 the 4-methoxyphenol (MEHQ) of weight portion as inhibitor, be dissolved in
Different organic such as the ethanol (EtOH) of 41.67 weight portions, isopropanol (IPA), butanone (MEK), N-Methyl pyrrolidone (NMP)
In phase solvent.First it is heated to 70 DEG C, and is stirred for 1 hour making it be completely dissolved.Then will warm up 90 DEG C, reaction 24 is little
Time.Negating the oligomer that should complete and carry out cohesiveness and speed viscosity test, test result is as shown in table 1.Wherein, numbering 1E4I,
Itaconic acid adds 100 parts by weight epoxy soybean oil mixing with the ratio of 50 weight portions, after having reacted cooling, has part clothing
Health acid separates out, and the additional proportion in display itaconic acid is the most excessive.
FTIR analysis result, at 840cm-1The absworption peak of the epoxy radicals of left and right, because itaconic acid adds, and it is anti-to produce grafting
Ying Hou, and absworption peak is reduced substantially；At 940cm-1The absworption peak of neighbouring esters, with 3470cm-1The hydroxyl group absorption of scope
Peak, because itaconic acid adds, and after producing reaction, and makes FTIR absworption peak herein increase.It addition, at 1640cm-1
Near then with the presence of the absworption peak of carbon-carbon double bond, its display itaconic acid is not because at high temperature open with epoxidised soybean oil
The reaction that ring connects, and make its double bond functional group destroy, it is impossible to carry out the polyreaction of follow-up pressure-sensing glue colloid molecules.
NMR analysis result, the hydrogen position of the epoxide functional groups near 3, had disappeared after graft reaction originally, and
Hydrogen position collection of illustrative plates on itaconic acid then occurs near 6～7.Via the com-parison and analysis of NMR, it is believed that itaconic acid success
The epoxide functional groups with epoxidised soybean oil react；And the double bond functional group of itaconic acid molecule remains to retain.
Table 1
Embodiment 2 (oligomer)
It is base with the epoxidised soybean oil (CP CIZER B-22, Changchun Petrochemical Co., Ltd.) of 100 weight portions
Standard, by itaconic acid with succinic acid to mix in the ratio addition epoxidised soybean oil of 12.5 to 50 weight portions of both gross weights.Again
Add the triphenylphosphine (Triphenylphosphine, TPP) of 0.4 weight portion as catalyst, 0.0625 to 0.25 weight portion
4-methoxyphenol (4-Methoxyphenol, MEHQ), as inhibitor, is dissolved in the isopropanol of 41.67 weight portions.First add
Heat is to 70 DEG C, and is stirred for 1 hour making it be completely dissolved.It is then heated to 90 DEG C, reacts 24 hours.Negate the widow that should complete
Polymers carries out cohesiveness and speed viscosity test, and test result is as shown in table 2.Wherein, compare with embodiment 1, numbering 1E3I1S, clothing
Health acid adds 100 parts by weight epoxy soybean oils with succinic acid gross weight with the ratio of 50 weight portions and mixes, and has reacted cold
But, after, not only do not have itaconic acid, succinic acid to separate out, and its cohesiveness of obtained oligomer is substantially improved with speed viscosity, aobvious
Show that adding succinic acid is favorably improved the response magnitude of multiple functional radical carboxylic acid and epoxidised soybean oil, and then improve the adhesion of oligomer
Property with speed viscosity.
FTIR analysis result, at 840cm-1The absworption peak of the epoxy radicals of left and right, because itaconic acid adds, and it is anti-to produce grafting
Ying Hou, and absworption peak is reduced substantially；At 940cm-1The absworption peak of neighbouring esters, with 3470cm-1The hydroxyl group absorption of scope
Peak, because itaconic acid and succinic acid add, and after producing reaction, and makes FTIR absworption peak herein increase.It addition,
1640cm-1Near then with the presence of the absworption peak of carbon-carbon double bond, its display itaconic acid and succinic acid not because at high temperature with ring
Oxidation soybean oil carries out the reaction that open loop connects, and makes its double bond functional group destroy, it is impossible to carry out follow-up pressure-sensing glue colloid molecules
Polyreaction.
NMR analysis result, the hydrogen position of the epoxide functional groups near 3, had disappeared after graft reaction originally, and
Hydrogen position collection of illustrative plates on itaconic acid then occurs near 6～7.Via the com-parison and analysis of NMR, it is believed that itaconic acid and succinic acid
Successfully epoxide functional groups with epoxidised soybean oil reacts；And the double bond functional group of itaconic acid and succinic acid molecules remains to
Retain.
Comparative example 1 (epoxidised soybean oil/itaconic acid/succinic acid mixture)
On the basis of the epoxidised soybean oil of 100 weight portions, by itaconic acid and succinic acid with 25 weight portions of both gross weights
Ratio add in epoxidised soybean oil and mix, be dissolved in the isopropanol of 41.67 weight portions.Its cohesiveness test result (as
Shown in table 2) display, epoxidised soybean oil/itaconic acid/succinic acid the mixture through polyreaction formation oligomer does not has
Toughness.
Table 2
Embodiment 3 solvent phase pressure-sensing glue
By the soybean oil oligomer 1E3I1S of the isopropanol solvent phase obtained from embodiment 2 and the fourth obtained from embodiment 1
Ketone (MEK) solvent phase soybean oil oligomer 1E2IM mixed preparing in varing proportions, addition thixotropic agent (
R805EVONIK-degus, 6wt%), then, addition UV light trigger (184, usage amount:
3wt%), after stirring, utilize 60 μm scraper for coatings, through by dried (the UV curing rate5m/ of UV drying machine after coating
Min), form thickness about 25 μm and there is the pressure-sensing glue glued membrane of adhesive property.Negate the pressure-sensing glue that should complete and carry out cohesiveness
With speed viscosity test, test result is as shown in table 3.
Table 3
| Sample number into spectrum | M/P (weight ratio) | Peel(gf) | Tack(gf) |
| MP21 | M/P=2/1 | 8 | 24.4 |
| MP11 | M/P=1/1 | 648 | 73 |
| MP12 | M/P=1/2 | 999 | 289.4 |
| MP14 | M/P=1/4 | 1108 | 491 |
| MP16 | M/P=1/6 | 1132 | 516 |
| MP18 | M/P=1/8 | 1190 | 432 |
Note: " M " represents butanone solvent phase soybean oil oligomer 1E2IM.
" P " represents the soybean oil oligomer 1E3I1S of isopropanol solvent phase.
Embodiment 4 (thermal polymerization aqueous phase pressure-sensing glue)
Preparation aqueous phase and oil-phase solution the most respectively, aqueous phase solution is by the water of 665g, the anionic surfactant of 7g
Sodium lauryl sulphate (SDS), the defoamer BYK024 (Germany Bi Ke, 0.1-1% (accounting for total amount)) of 7g stir.Oil phase is molten
Liquid is epoxidised soybean oil oligomer (1E1I1S, 1E2I1S, 1E3I1S), the stabilizer of the 5g embodiment 2 of 100g prepared
(Stearyl methacrylate, SMA, purchased from Mitsubishi Rayon, about 5% (accounts for oil to octadecyl methacrylate
Phase)), the surfactant 287 (Sino-Japan synthesis, about 14% (accounting for oil phase)) of 7g stirs.
Prepare mini emulsion, aqueous phase solution is slowly added at room temperature the oil-phase solution in reactive tank, then, will react
In device, temperature is promoted to 70 DEG C, then with mechanical stirrer, aqueous phase and oil phase is sufficiently mixed 1 hour at 800 rpm.Subsequently,
Recycling homogenizer, is further homogenized produced pre-emulsion, and the time is 1 hour.Then, will be formed
Mini emulsion adds in reactor, and is heated to 80 DEG C with hot bath.Nitrogen is passed through lower 10 points of reactor feed liquid level
Clock is dissolved in oxygen therein to remove, subsequently by the water fever initiator sodium peroxydisulfate of 3g (sodium persulfate,
SPS) aqueous solution adds in reactor, to cause radical addition polymerization to react, and utilize ammonia adjust its pH value to 6.5 to
7.5, in course of reaction, temperature maintains about 80 DEG C, and stir speed (S.S.) then maintains about 200rpm, and sustained response 4 is little
Time.Finally again emulsion products is cooled down, and respectively with 40mesh (0.42mm) and 200mesh (0.074mm) filter screen by excessive grain
Son removes, and the filtering residue being attached on agitator, thermometer and reactor wall collects the most as much as possible.The aqueous phase sense formed
The theoretical solid content of moulding compositions is 35-50%.
By above-mentioned aqueous phase pressure-sensing glue compositions, with the scraper for coating of 60 μm in PET base material, with 60 DEG C of oven for drying, shape
Thickness is become to be about the raw texture moulding film of 10 μm.Negate the pressure-sensing glue that should complete and carry out cohesiveness and speed viscosity test, its test
Result is as shown in table 4.
Table 4
| Sample number into spectrum | Peel(gf) | Tack(gf) | Colloidal particle size (nm) | Stability * |
| 1E1I1S | 126 | 234 | 51 | OK |
| 1E2I1S | 285 | 450 | 67.4 | OK |
| 1E3I1S | 400 | 423 | 112 | OK |
Stability *: aqueous phase pressure-sensing glue compositions stands three months at normal temperatures, if without being separated, judges stable.
Embodiment 5 (UV is polymerized aqueous phase pressure-sensing glue)
First being respectively configured aqueous phase and oil-phase solution, aqueous phase solution is by the water of 665g, the anionic surfactant of 7g
Sodium lauryl sulphate (SDS), the defoamer BYK024 (Germany Bi Ke, 0.1-1% (accounting for total amount)) of 0.4g stir.Oil phase
Solution is epoxidised soybean oil oligomer (1E1I1S, 1E2I1S, 1E3I1S), the stablizing of the 5g embodiment 2 of 100g prepared
Agent octadecyl methacrylate (SMA, purchased from Mitsubishi Rayon, about 5% (accounting for oil phase)), the surfactant of 7g
287 (Sino-Japan synthesis, about 14% (accounting for oil phase)) and the oiliness light triggers of 3g184 stirrings are all
Even.
Prepare mini emulsion, aqueous phase solution is slowly added at room temperature the oil-phase solution in reactive tank, then, will react
In device, temperature is promoted to 70 DEG C, then with mechanical stirrer, aqueous phase and oil phase is sufficiently mixed 1 hour at 800 rpm.Subsequently,
Recycling homogenizer, is further homogenized produced pre-emulsion, and the time is between 30 minutes to 1 hours.
With 40mesh (0.42mm) and 200mesh (0.074mm) filter screen, excessive particle is removed the most respectively, be attached to agitator, temperature
Filtering residue on degree meter and reactor wall collects the most as much as possible.The theoretical solid content of the aqueous phase pressure-sensing glue compositions formed
For 35-50%.
By above-mentioned aqueous phase pressure-sensing glue compositions, with the scraper for coating of 60 μm in PET base material, it is dried photograph via UV drying machine
After light (UV curing rate5m/min), form thickness and be about the raw texture moulding film of 10 μm.Negate the pressure-sensing glue that should complete
Carrying out cohesiveness and speed viscosity test, its test result is as shown in table 5.
Table 5
| Sample number into spectrum | Peel(gf) | Tack(gf) | Colloidal particle size (nm) | Stability * |
| 1E1I1S | 105 | 212 | 25 | OK |
| 1E2I1S | 265 | 408 | 51 | OK |
| 1E3I1S | 411 | 467 | 97 | OK |
Note: * stability: aqueous phase pressure-sensing glue compositions stands three months at normal temperatures, if without being separated, judges stable.
Although the present invention is disclosed above with several preferred embodiments, so it is not limited to the present invention, any is familiar with
This those skilled in the art, without departing from the spirit and scope of the present invention, when changing arbitrarily and retouching, the therefore protection of the present invention
Scope is when being as the criterion depending on the defined person of appended claims.
Claims (14)
1. an oligomer, is closed by the soybean oil derivative of 100 weight portions and the multiple functional radical carboxyl acid copolymer of 10 to 50 weight portions
Form,
Wherein said multiple functional radical carboxylic acid is the combination in itaconic acid and succinic acid, and the weight ratio of itaconic acid and succinic acid is between 1:
Between 1 to 3:1.
2. the oligomer described in claim 1, the number average molecular weight of wherein said oligomer is 5,000～9,000.
3. the oligomer described in claim 1, wherein said oligomer contains 3 to 12 double bond functional groups/each molecule.
4. a pressure-sensing glue compositions, including:
Oligomer described in the claim 1 of 100 weight portions；
The initiator of 1 to 5 weight portion；And
The organic solvent of 30 to 50 weight portions.
5. the pressure-sensing glue compositions described in claim 4, further includes the widow of 10 to 100 parts by weight of soybean oil derivants and itaconic acid
Polymers.
6. the pressure-sensing glue compositions described in claim 4, the number average molecular weight of wherein said oligomer is 5,000～9,
000。
7. the pressure-sensing glue compositions described in claim 4, wherein said oligomer contains the double bond functional group/each of 3 to 12
Molecule.
8. the pressure-sensing glue compositions described in claim 4, wherein said organic solvent includes isopropanol, butanone, N-methylpyrrole
Ketone, ethanol or combinations of the above.
9. the pressure-sensing glue compositions described in claim 4, further includes water and the surface of 3 to 20 weight portions of 325 to 665 weight portions
Activating agent.
10. a forming method for pressure-sensing glue, including:
Mix the first surface activating agent of the oligomer described in the claim 1 of 100 weight portions and 3 to 20 weight portions, form one
First reaction solution；
The water of mixing 325 to 665 weight portions and the second surface activating agent of 3 to 20 weight portions, form one second reaction solution；
Described second reaction solution is added described first reaction solution post-heating, forms an emulsified solution；
One thermal initiator is added in described emulsified solution, and heats described emulsified solution to carry out a heat cross-linking reaction；
It is coated with described emulsified solution on a substrate, forms a thin film；And
It is dried described thin film to form a pressure-sensing glue.
The forming method of the pressure-sensing glue described in 11. claim 10, wherein said second reaction solution adds described first reaction
In solution after the step of heating, further include a homogenization step.
The forming method of the pressure-sensing glue described in 12. claim 10, the step of wherein said formation one first reaction solution, more wrap
Include the oligomer adding 10 to 100 parts by weight of soybean oil derivants with itaconic acid.
The forming method of 13. 1 kinds of pressure-sensing glue, including:
Mix the first surface activating agent of the oligomer described in the claim 1 of 100 weight portions and 3 to 20 weight portions, form one
First reaction solution mixture；
The water of mixing 325 to 665 weight portions and the second surface activating agent of 3 to 20 weight portions, form one second reaction solution；
One light trigger is added in described first reaction solution or described second reaction solution；
Described second reaction solution is added described first reaction solution post-heating, forms an emulsified solution；
It is coated with described emulsified solution on a substrate, forms a thin film；And
It is dried and thin film described in irradiation is to form a pressure-sensing glue.
The forming method of the pressure-sensing glue described in 14. claim 13, wherein said second reaction solution adds described first reaction
In solution after the step of heating, further include a homogenization step.
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| TW102148615A TWI510557B (en) | 2013-12-27 | 2013-12-27 | Oligomer, pressure sensitive adhesives composition and method for manufacturing pressure sensitive adhesive |
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