CN114574131A - Adhesive and preparation method and application thereof - Google Patents
Adhesive and preparation method and application thereof Download PDFInfo
- Publication number
- CN114574131A CN114574131A CN202210149699.2A CN202210149699A CN114574131A CN 114574131 A CN114574131 A CN 114574131A CN 202210149699 A CN202210149699 A CN 202210149699A CN 114574131 A CN114574131 A CN 114574131A
- Authority
- CN
- China
- Prior art keywords
- adhesive
- acrylate
- mixed solution
- acid
- monomer
- 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.)
- Pending
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- 239000000853 adhesive Substances 0.000 title claims abstract description 136
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 136
- 238000002360 preparation method Methods 0.000 title abstract description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 129
- 239000000178 monomer Substances 0.000 claims abstract description 121
- 239000011259 mixed solution Substances 0.000 claims abstract description 79
- 229920000642 polymer Polymers 0.000 claims abstract description 60
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 55
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 41
- 239000003999 initiator Substances 0.000 claims abstract description 36
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 35
- 229920000570 polyether Polymers 0.000 claims abstract description 35
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 30
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims abstract description 28
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 25
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 23
- 238000002156 mixing Methods 0.000 claims description 39
- -1 acrylic ester Chemical class 0.000 claims description 38
- 239000003795 chemical substances by application Substances 0.000 claims description 34
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 27
- 239000000463 material Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 19
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 18
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 17
- 239000003085 diluting agent Substances 0.000 claims description 17
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 239000000758 substrate Substances 0.000 claims description 14
- 239000012790 adhesive layer Substances 0.000 claims description 12
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- 239000011347 resin Substances 0.000 claims description 9
- 229920005989 resin Polymers 0.000 claims description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 7
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 6
- 239000012752 auxiliary agent Substances 0.000 claims description 6
- 150000001721 carbon Chemical group 0.000 claims description 6
- 239000011505 plaster Substances 0.000 claims description 5
- 239000002518 antifoaming agent Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 239000004014 plasticizer Substances 0.000 claims description 4
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 3
- MMEJYPZZFYTVLJ-WAYWQWQTSA-N (z)-2-(2-prop-2-enoyloxyethyl)but-2-enedioic acid Chemical compound OC(=O)\C=C(C(O)=O)\CCOC(=O)C=C MMEJYPZZFYTVLJ-WAYWQWQTSA-N 0.000 claims description 3
- JHVQWALHXJPODC-ALCCZGGFSA-N (z)-2-[2-(2-methylprop-2-enoyloxy)ethyl]but-2-enedioic acid Chemical compound CC(=C)C(=O)OCC\C(C(O)=O)=C\C(O)=O JHVQWALHXJPODC-ALCCZGGFSA-N 0.000 claims description 3
- IEQWWMKDFZUMMU-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethyl)butanedioic acid Chemical compound OC(=O)CC(C(O)=O)CCOC(=O)C=C IEQWWMKDFZUMMU-UHFFFAOYSA-N 0.000 claims description 3
- YDRQKFSCVSLQKI-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethyl)cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1(CCOC(=O)C=C)C(O)=O YDRQKFSCVSLQKI-UHFFFAOYSA-N 0.000 claims description 3
- LBNDGEZENJUBCO-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethyl]butanedioic acid Chemical compound CC(=C)C(=O)OCCC(C(O)=O)CC(O)=O LBNDGEZENJUBCO-UHFFFAOYSA-N 0.000 claims description 3
- BZKZPHGNWRYEMC-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethyl]cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound CC(=C)C(=O)OCCC1(C(O)=O)C=CCCC1C(O)=O BZKZPHGNWRYEMC-UHFFFAOYSA-N 0.000 claims description 3
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 claims description 3
- KJMGIINCIYPCFQ-UHFFFAOYSA-N 2-methylhex-2-enedioic acid Chemical compound OC(=O)C(C)=CCCC(O)=O KJMGIINCIYPCFQ-UHFFFAOYSA-N 0.000 claims description 3
- CWNNYYIZGGDCHS-UHFFFAOYSA-N 2-methylideneglutaric acid Chemical compound OC(=O)CCC(=C)C(O)=O CWNNYYIZGGDCHS-UHFFFAOYSA-N 0.000 claims description 3
- IWTYEBBGBCKQFN-UHFFFAOYSA-N 2-methylnon-2-enedioic acid Chemical compound OC(=O)C(C)=CCCCCCC(O)=O IWTYEBBGBCKQFN-UHFFFAOYSA-N 0.000 claims description 3
- UXTGJIIBLZIQPK-UHFFFAOYSA-N 3-(2-prop-2-enoyloxyethyl)phthalic acid Chemical compound OC(=O)C1=CC=CC(CCOC(=O)C=C)=C1C(O)=O UXTGJIIBLZIQPK-UHFFFAOYSA-N 0.000 claims description 3
- DWTKNKBWDQHROK-UHFFFAOYSA-N 3-[2-(2-methylprop-2-enoyloxy)ethyl]phthalic acid Chemical compound CC(=C)C(=O)OCCC1=CC=CC(C(O)=O)=C1C(O)=O DWTKNKBWDQHROK-UHFFFAOYSA-N 0.000 claims description 3
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 3
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 claims description 3
- NQSLZEHVGKWKAY-UHFFFAOYSA-N 6-methylheptyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C(C)=C NQSLZEHVGKWKAY-UHFFFAOYSA-N 0.000 claims description 3
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims description 3
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 3
- 239000013522 chelant Substances 0.000 claims description 3
- GTBGXKPAKVYEKJ-UHFFFAOYSA-N decyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C(C)=C GTBGXKPAKVYEKJ-UHFFFAOYSA-N 0.000 claims description 3
- FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 claims description 3
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 claims description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 3
- 239000012948 isocyanate Substances 0.000 claims description 3
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- AADPGYDUTSGSMI-UHFFFAOYSA-N n-(1-hydroxypropyl)prop-2-enamide Chemical compound CCC(O)NC(=O)C=C AADPGYDUTSGSMI-UHFFFAOYSA-N 0.000 claims description 3
- BSCJIBOZTKGXQP-UHFFFAOYSA-N n-(2-hydroxyethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCCO BSCJIBOZTKGXQP-UHFFFAOYSA-N 0.000 claims description 3
- UUORTJUPDJJXST-UHFFFAOYSA-N n-(2-hydroxyethyl)prop-2-enamide Chemical compound OCCNC(=O)C=C UUORTJUPDJJXST-UHFFFAOYSA-N 0.000 claims description 3
- OKPYIWASQZGASP-UHFFFAOYSA-N n-(2-hydroxypropyl)-2-methylprop-2-enamide Chemical compound CC(O)CNC(=O)C(C)=C OKPYIWASQZGASP-UHFFFAOYSA-N 0.000 claims description 3
- IPGRTXQKFZCLJS-UHFFFAOYSA-N n-(2-hydroxypropyl)prop-2-enamide Chemical compound CC(O)CNC(=O)C=C IPGRTXQKFZCLJS-UHFFFAOYSA-N 0.000 claims description 3
- ATZHWSYYKQKSSY-UHFFFAOYSA-N tetradecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)=C ATZHWSYYKQKSSY-UHFFFAOYSA-N 0.000 claims description 3
- XZHNPVKXBNDGJD-UHFFFAOYSA-N tetradecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCOC(=O)C=C XZHNPVKXBNDGJD-UHFFFAOYSA-N 0.000 claims description 3
- DHNJFWLYLQPITF-UHFFFAOYSA-N 2-hydroxyoctanedioic acid Chemical compound OC(=O)C(O)CCCCCC(O)=O DHNJFWLYLQPITF-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 210000004243 sweat Anatomy 0.000 abstract description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 13
- 230000007794 irritation Effects 0.000 abstract description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 52
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 27
- 235000019400 benzoyl peroxide Nutrition 0.000 description 27
- 238000005303 weighing Methods 0.000 description 27
- 239000004342 Benzoyl peroxide Substances 0.000 description 26
- 229910052757 nitrogen Inorganic materials 0.000 description 26
- 239000000126 substance Substances 0.000 description 26
- 238000006243 chemical reaction Methods 0.000 description 22
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 16
- 239000000203 mixture Substances 0.000 description 16
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 13
- 239000001768 carboxy methyl cellulose Substances 0.000 description 13
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 13
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 13
- XBIUWALDKXACEA-UHFFFAOYSA-N 3-[bis(2,4-dioxopentan-3-yl)alumanyl]pentane-2,4-dione Chemical compound CC(=O)C(C(C)=O)[Al](C(C(C)=O)C(C)=O)C(C(C)=O)C(C)=O XBIUWALDKXACEA-UHFFFAOYSA-N 0.000 description 12
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 12
- 238000001816 cooling Methods 0.000 description 12
- 238000007599 discharging Methods 0.000 description 12
- 238000010438 heat treatment Methods 0.000 description 12
- 238000004321 preservation Methods 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 9
- 229920001577 copolymer Polymers 0.000 description 9
- 230000009477 glass transition Effects 0.000 description 9
- 238000012360 testing method Methods 0.000 description 8
- 238000004132 cross linking Methods 0.000 description 5
- 239000004744 fabric Substances 0.000 description 5
- 231100000252 nontoxic Toxicity 0.000 description 5
- 230000003000 nontoxic effect Effects 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000012461 cellulose resin Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 206010040880 Skin irritation Diseases 0.000 description 3
- 239000002390 adhesive tape Substances 0.000 description 3
- 150000001408 amides Chemical group 0.000 description 3
- 238000012661 block copolymerization Methods 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical group O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 3
- 230000036556 skin irritation Effects 0.000 description 3
- 231100000475 skin irritation Toxicity 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003522 acrylic cement Substances 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- ZQMHJBXHRFJKOT-UHFFFAOYSA-N methyl 2-[(1-methoxy-2-methyl-1-oxopropan-2-yl)diazenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)N=NC(C)(C)C(=O)OC ZQMHJBXHRFJKOT-UHFFFAOYSA-N 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 230000035900 sweating Effects 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/08—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/065—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to unsaturated polyethers, polyoxymethylenes or polyacetals
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/21—Paper; Textile fabrics
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/10—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet
- C09J2301/12—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers
- C09J2301/122—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers the adhesive layer being present only on one side of the carrier, e.g. single-sided adhesive tape
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2400/00—Presence of inorganic and organic materials
- C09J2400/20—Presence of organic materials
- C09J2400/26—Presence of textile or fabric
- C09J2400/263—Presence of textile or fabric in the substrate
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses an adhesive and a preparation method and application thereof, wherein the adhesive comprises the following components: the acrylate resin polymer is obtained by reacting a first mixed solution and a second mixed solution, wherein the first mixed solution comprises an acrylate monomer with alkyl carbon atom number of C4-C10, an initiator and ethyl acetate, and the second mixed solution comprises an acrylate monomer with alkyl carbon atom number of C4-C10, a hydroxyl-containing monomer, a carboxyl-containing monomer, N-vinyl pyrrolidone, a polyether acrylate monomer and an initiator. Therefore, the adhesive has good water resistance and sweat resistance, good initial adhesion and permanent adhesion, low peel strength, no residue and low irritation.
Description
Technical Field
The invention belongs to the technical field of adhesives, and particularly relates to an adhesive and a preparation method and application thereof.
Background
Pressure-sensitive adhesives are short for pressure-sensitive adhesives, and are a class of pressure-sensitive adhesives. The pressure-sensitive adhesive can be divided into acrylate pressure-sensitive adhesive, organic silicon pressure-sensitive adhesive and rubber pressure-sensitive adhesive according to raw materials. In recent years, with the expansion of the demand for packaging, decoration, office supplies and various labels, the demand for pressure-sensitive adhesives has increased. The acrylate pressure-sensitive adhesive has the advantages of low average molecular weight, large initial adhesion, good wettability, good weather resistance and water resistance, no phase separation and migration phenomena and the like, so the acrylate pressure-sensitive adhesive becomes the development direction of the pressure-sensitive adhesive and is widely applied to the fields of medical adhesive tapes, sports muscle pastes, pressure-sensitive labels, packaging adhesive tapes, double-sided adhesive tapes and the like. However, the acrylic pressure-sensitive adhesive in the current market has poor sweat resistance, and the pressure-sensitive adhesive loses viscosity after sweating so as to easily fall off.
Patent CN1188177C discloses a medical acrylic adhesive which has sufficient conformability, comfort and adhesive strength and is free of residue when peeled off, but does not solve the problem of sweat resistance of acrylic pressure sensitive adhesives. Patent CN102068699 discloses an acrylate composition which has good adhesion to skin surface and medical devices and is substantially free of monomers having carboxyl groups. The composition has a glass transition temperature of less than-10 deg.C, contains amide structure, and has improved cohesive force, thereby overcoming the problem of adhesive residue, but the addition of more amide structure increases the glass transition temperature, the addition of less amide structure, and the composition has insufficient hydrophilicity, thereby being incapable of resisting sweat.
Thus, existing adhesives with perspiration resistance have yet to be explored.
Disclosure of Invention
The present invention is directed to solving, at least to some extent, one of the technical problems in the related art. Therefore, an object of the present invention is to provide an adhesive, a preparation method and applications thereof, wherein the adhesive has good water resistance and sweat resistance, good initial adhesion and sustained adhesion, can be permanently attached to a substrate or skin, is not easy to fall off from the skin or the substrate, and has no toxicity and low irritation to the skin.
In one aspect of the invention, an adhesive is provided. According to an embodiment of the invention, the adhesive comprises: acrylate resin polymer, curing agent and diluent;
the acrylate resin polymer is obtained by reacting a first mixed solution and a second mixed solution;
wherein the first mixed solution comprises an acrylic ester monomer with alkyl and C4-C10, an initiator and ethyl acetate;
the second mixed solution comprises acrylic ester monomer with alkyl carbon atom number of C4-C10, hydroxyl-containing monomer, carboxyl-containing monomer, N-vinyl pyrrolidone, polyether acrylic ester monomer and initiator.
The inventor finds that by mixing a first mixed solution comprising an acrylate monomer having an alkyl group with carbon atoms of C4 to C10, an initiator, and ethyl acetate, a polymer formed only of acrylate monomer units having an alkyl group with carbon atoms of C4 to C10 can be produced, and has remarkable flexibility. Then mixing the adhesive with a second mixed solution, wherein the acrylate monomer of C4-C10 in the second mixed solution is a main monomer, and provides the initial adhesion and normal temperature flexibility of the adhesive; the hydroxyl-containing monomer contains hydroxyl, so that the adhesive force and the hydrophilicity of the adhesive can be improved, and the hydroxyl-containing monomer can also react with an isocyanate group, so that an acrylate resin polymer forms a cross-linked network, and the mechanical property of the adhesive is improved; the carboxyl-containing monomer has high polarity and high glass transition temperature, can improve cohesive force of the adhesive so as to improve permanent adhesion, has hydrophilicity so as to improve interaction force between the adhesive and skin, and can react with a curing agent so as to form a cross-linked network by the acrylate resin polymer; the pyrrolidone group of the N-vinyl pyrrolidone has large polarity, high glass transition temperature and good hydrophilicity, and can improve the permanent adhesion of the adhesive and improve the sweat resistance of the adhesive; the polyether acrylate monomer contains a long-chain polyether compound, so that the soft touch feeling of the adhesive can be obviously improved, the hydrophilicity can be improved, and the sweat resistance of the adhesive is obviously improved. Therefore, by adding a second mixed solution of an acrylate monomer with alkyl carbon atoms of C4-C10, a hydroxyl-containing monomer, a carboxyl-containing monomer, N-vinyl pyrrolidone, a polyether acrylate monomer and an initiator into the first mixed solution, the monomer in the second mixed solution reacts with the initiator to generate an acrylate copolymer with short soft segments and long hard segments, the structure of the acrylate copolymer is similar to that of an acrylate resin polymer, the compatibility of the system can be increased, and the cohesive force is improved. Meanwhile, the monomers in the second mixed solution are polymerized on the acrylate copolymer molecular chain formed by the first mixed solution in a block copolymerization mode to form a crosslinking network, a soft segment and a hard segment of acrylate resin polymer are generated, the acrylate resin polymer is hydrophilic and cannot be dissolved in water, and the LD50 value of the selected monomers is high in the reaction process, so that the prepared acrylate resin polymer is non-toxic and low in irritation after polymerization reaction. Therefore, the adhesive has good water resistance and sweat resistance, has good initial adhesion and holding adhesion, can be permanently attached to a base material or skin, is not easy to fall off from the skin or the base material, and is non-toxic and low in irritation to the skin.
In addition, the adhesive according to the above embodiment of the present invention may also have the following additional technical features:
in some embodiments of the invention, the adhesive comprises: 10 to 20 parts by weight of the acrylate resin polymer; 0.02 to 0.5 parts by weight of the curing agent; 0 to 6 parts by weight of the diluent.
In some embodiments of the invention, the first mixed solution comprises: 10-30 parts by weight of an acrylic ester monomer having an alkyl group and a carbon atom number of C4-C10; 0.01 to 0.1 parts by weight of an initiator; 60-150 parts by weight of ethyl acetate.
In some embodiments of the invention, the second mixed solution comprises: 30-60 parts by weight of an acrylic ester monomer having an alkyl group and a carbon atom number of C4-C10; 1-5 parts by weight of a hydroxyl group-containing monomer; 1-7 parts by weight of a carboxyl group-containing monomer; 5 to 15 parts by weight of N-vinylpyrrolidone; 0.1-10 parts by weight of a polyether acrylate monomer; 0.05 to 0.5 part by weight of an initiator.
In some embodiments of the present invention, the acrylate monomer having an alkyl group with a carbon number of C4-C10 includes at least one of butyl acrylate, 2-ethylhexyl methacrylate, butyl methacrylate, isooctyl methacrylate, decyl acrylate, dodecyl acrylate, tetradecyl acrylate, isooctyl acrylate, decyl methacrylate, dodecyl methacrylate, and tetradecyl methacrylate.
In some embodiments of the invention, the hydroxyl-containing monomer comprises at least one of hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, N- (2-hydroxyethyl) acrylamide, N- (2-hydroxyethyl) methacrylamide, N- (2-hydroxypropyl) acrylamide, N- (2-hydroxypropyl) methacrylamide, and N- (1-hydroxypropyl) acrylamide.
In some embodiments of the invention, the carboxyl group-containing monomer comprises at least one of acrylic acid, methacrylic acid, carboxyethylacrylic acid, carboxyethylmethacrylic acid, carboxypentylglycolic acid, carboxypentylmethylacrylic acid, 2-acryloxyethylphthalic acid, 2-methacryloxyethylphthalic acid, 2-acryloxyethylsuccinic acid, 2-methacryloxyethylsuccinic acid, 2-acryloxyethylmaleic acid, 2-methacryloxyethylmaleic acid, carboxypolycaprolactone monoacrylate, carboxypolycaprolactone monomethacrylate, 2-acryloxyethyltetrahydrophthalic acid, and 2-methacryloxyethyltetrahydrophthalic acid.
In some embodiments of the present invention, the polyether acrylate monomer is of the formula:
wherein R is1And R4Are each independently H or CH3，R2And R3Are each independently
-CH2CH2-or
n1＝0～4，n2＝1～4。
In some embodiments of the present invention, the curing agent includes at least one of an isocyanate-based curing agent, an aziridine-based curing agent, and a metal chelate-based curing agent.
In some embodiments of the invention, the diluent comprises at least one of ethyl acetate, butyl acetate, methyl ethyl ketone, toluene, and isopropanol.
In some embodiments of the invention, the adhesive further comprises an auxiliary agent comprising at least one of a cellulosic resin, a tackifying resin, a plasticizer, a leveling agent, and a defoaming agent.
In a second aspect of the invention, a method of making an adhesive is provided. According to an embodiment of the invention, the method comprises: (1) mixing a first mixed solution containing acrylic ester monomer with alkyl carbon atom number of C4-C10, initiator and ethyl acetate with a second mixed solution containing acrylic ester monomer with alkyl carbon atom number of C4-C10, hydroxyl-containing monomer, carboxyl-containing monomer, N-vinyl pyrrolidone, polyether acrylic ester monomer and initiator to react so as to obtain acrylic ester resin polymer; (2) mixing the acrylate resin polymer with a curing agent and a diluent to obtain the adhesive. Therefore, the adhesive with good water resistance and sweat resistance, good initial adhesion and permanent adhesion and low irritation can be prepared.
In a third aspect of the present invention, a medical adhesive plaster is provided. According to an embodiment of the present invention, the medical sticker includes: the adhesive comprises a substrate, an adhesive layer and a backing material, wherein the adhesive layer is formed on the substrate, and the backing material is formed on the adhesive layer, wherein the adhesive layer is prepared from the adhesive or the adhesive obtained by the method. Thus, the medical adhesive patch has excellent sweat resistance when being adhered to the skin or a base material, and is not easy to fall off after the body sweats.
Additional aspects and advantages of the invention will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the invention.
Drawings
The above and/or additional aspects and advantages of the present invention will become apparent and readily appreciated from the following description of the embodiments, taken in conjunction with the accompanying drawings of which:
FIG. 1 is a schematic flow chart of a method of preparing an adhesive according to one embodiment of the present invention.
Detailed Description
The following detailed description of the embodiments of the present invention is intended to be illustrative, and not to be construed as limiting the invention.
In one aspect of the invention, an adhesive is provided. According to an embodiment of the invention, the adhesive comprises: acrylate resin polymer, curing agent and diluent;
the acrylate resin polymer is obtained by reacting a first mixed solution and a second mixed solution;
wherein the first mixed solution comprises an acrylic ester monomer with alkyl and C4-C10, an initiator and ethyl acetate;
the second mixed solution comprises acrylic ester monomer with alkyl carbon atom number of C4-C10, hydroxyl-containing monomer, carboxyl-containing monomer, N-vinyl pyrrolidone, polyether acrylic ester monomer and initiator.
The inventor finds that by mixing a first mixed solution comprising an acrylate monomer having an alkyl group with carbon atoms of C4 to C10, an initiator, and ethyl acetate, a polymer formed only of acrylate monomer units having an alkyl group with carbon atoms of C4 to C10 can be produced, and has remarkable flexibility. Then mixing the adhesive with a second mixed solution, wherein the acrylate monomers of C4-C10 in the second mixed solution are main monomers, so that the initial adhesion and normal temperature flexibility of the adhesive are provided; the hydroxyl-containing monomer contains hydroxyl, so that the adhesive force and the hydrophilicity of the adhesive can be improved, and the hydroxyl-containing monomer can also react with an isocyanate group, so that an acrylate resin polymer forms a cross-linked network, and the mechanical property of the adhesive is improved; the carboxyl-containing monomer has high polarity and high glass transition temperature, can improve cohesive force of the adhesive so as to improve permanent adhesion, has hydrophilicity so as to improve interaction force between the adhesive and skin, and can react with a curing agent so as to form a cross-linked network by the acrylate resin polymer; the pyrrolidone group of the N-vinyl pyrrolidone has large polarity, high glass transition temperature and good hydrophilicity, and can improve the permanent adhesion of the adhesive and improve the sweat resistance of the adhesive; the polyether acrylate monomer contains a long-chain polyether compound, so that the soft touch feeling of the adhesive can be obviously improved, the hydrophilicity can be improved, and the sweat resistance of the adhesive is obviously improved. Therefore, by adding the second mixed solution of the acrylate monomer with alkyl carbon atoms of C4-C10, the hydroxyl-containing monomer, the carboxyl-containing monomer, the N-vinyl pyrrolidone, the polyether acrylate monomer and the initiator into the first mixed solution, the monomer in the second mixed solution reacts with the initiator to generate the acrylate copolymer with short soft segment and long hard segment, the structure of the acrylate copolymer is similar to that of the acrylate resin polymer, the compatibility of the system can be increased, and the cohesive force is improved. Meanwhile, the monomers in the second mixed solution are polymerized on the acrylate copolymer molecular chain formed by the first mixed solution in a block copolymerization mode to form a crosslinking network, a soft segment and a hard segment of acrylate resin polymer are generated, the acrylate resin polymer is hydrophilic and cannot be dissolved in water, and the LD50 value of the selected monomers is high in the reaction process, so that the prepared acrylate resin polymer is non-toxic and low in irritation after polymerization reaction. Therefore, the adhesive has good water resistance and sweat resistance, has good initial adhesion and holding adhesion, can be permanently attached to a base material or skin, is not easy to fall off from the skin or the base material, and is non-toxic and low in irritation to the skin.
Further, the adhesive comprises: 10-20 parts by weight of an acrylate resin polymer; 0.02-0.5 parts by weight of a curing agent; 0 to 6 parts by weight of a diluent. The inventor finds that if the addition amount of the curing agent is too large, the skin can be irritated, and if the addition amount of the curing agent is too small, the crosslinking degree of the adhesive is insufficient, so that adhesive residue is caused; in addition, if the diluent is added in too much amount, the thickness of the viscous layer of the adhesive is too low or the adhesive layer is discontinuous, which causes undesirable effects on the mechanical properties of the adhesive, and if the diluent is added in too little amount, it may cause inconvenience in processing the adhesive. Therefore, the adhesive formed by the adhesive can reduce the irritation to the skin while ensuring the crosslinking degree and the mechanical property of the adhesive.
Further, the first mixed solution includes: 10-30 parts by weight of an acrylic ester monomer having an alkyl group and a carbon atom number of C4-C10; 0.01 to 0.1 parts by weight of an initiator; 60-150 parts by weight of ethyl acetate. The inventors have found that if the initiator is added in an excessive amount, the molecular weight is too low, resulting in a decrease in the mechanical properties of the adhesive; if the addition amount of the initiator is too small, the initiation reaction is incomplete; if the addition amount of the ethyl acetate is too large, the concentration of reactants is too low, which is not beneficial to the reaction, and if the addition amount of the ethyl acetate is too small, the concentration of a reaction system is high, the heat release is obvious, which is not beneficial to the orderly reaction. Therefore, the mechanical property of the adhesive can be ensured by adopting the first mixed solution.
Further, the second mixed solution includes: 30-60 parts by weight of an acrylic ester monomer having an alkyl group and a carbon atom number of C4-C10; 1-5 parts by weight of a hydroxyl group-containing monomer; 1-7 parts by weight of a carboxyl group-containing monomer; 5 to 15 parts by weight of N-vinylpyrrolidone; 0.1-10 parts by weight of a polyether acrylate monomer; 0.05 to 0.5 part by weight of an initiator. The inventors have found that, if the hydroxyl group-containing monomer is added in an excessive amount, the adhesive will have too much adhesion to the skin and cause pain when removed, and if the hydroxyl group-containing monomer is added in an excessive amount, the degree of crosslinking will be too low and residual adhesive will be caused; if the addition amount of the carboxyl-containing monomer is too large, the glass transition temperature is increased, the viscosity of the adhesive is reduced, and if the addition amount of the carboxyl-containing monomer is too small, the cohesive force is insufficient; if the addition amount of the N-vinyl pyrrolidone is too large, the viscosity of the adhesive is reduced, and if the addition amount of the N-vinyl pyrrolidone is too small, the hydrophilicity of the adhesive is insufficient; if the addition amount of the polyether acrylate monomer is too much, the stripping force of the adhesive is obviously reduced, and the long-time pasting is not facilitated. Thus, the peel strength can be reduced by using the second mixed solution having the above-described composition.
The specific type of the acrylic ester monomer having an alkyl group with carbon number of C4-C10 is not particularly limited, and may be selected by those skilled in the art according to actual needs, for example, the acrylic ester monomer having an alkyl group with carbon number of C4-C10 is selected from one or more of the following: butyl acrylate, 2-ethylhexyl methacrylate, butyl methacrylate, isooctyl methacrylate, decyl acrylate, dodecyl acrylate, tetradecyl acrylate, isooctyl acrylate, decyl methacrylate, dodecyl methacrylate, and tetradecyl methacrylate.
It should be noted that, the hydroxyl group-containing monomer, carboxyl group-containing monomer and initiator can be selected by those skilled in the art according to actual needs, for example, the hydroxyl group-containing monomer is selected from one or more of the following: hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, N- (2-hydroxyethyl) acrylamide, N- (2-hydroxyethyl) methacrylamide, N- (2-hydroxypropyl) acrylamide, N- (2-hydroxypropyl) methacrylamide and N- (1-hydroxypropyl) acrylamide, the carboxyl group containing monomer being selected from one or more of the following: acrylic acid, methacrylic acid, carboxyethylacrylic acid, carboxyethylmethacrylic acid, carboxypentycrylic acid, carboxypentylmethacrylic acid, 2-acryloxyethylphthalic acid, 2-methacryloxyethylphthalic acid, 2-acryloxyethylsuccinic acid, 2-methacryloxyethylsuccinic acid, 2-acryloxyethylmaleic acid, 2-methacryloxyethylmaleic acid, carboxypolycaprolactone monoacrylate, carboxypolycaprolactone monomethacrylate, 2-acryloxyethyltetrahydrophthalic acid and 2-methacryloxyethyltetrahydrophthalic acid, the initiator may be an azo-type initiator, such as one or more of azodiisobutyronitrile, azodiisovaleronitrile, azodiisoheptonitrile and dimethyl azodiisobutyrate; peroxide initiators, such as one or more of dibenzoyl peroxide, tert-butyl peroxybenzoate, methyl ethyl ketone peroxide, dicumyl peroxide; redox initiators, such as one or more of benzoyl peroxide/sucrose, t-butyl hydroperoxide/rongalite, benzoyl peroxide/N, N-dimethylaniline.
It should be noted that the polyether acrylate monomer can be selected by those skilled in the art according to actual needs, for example, the polyether acrylate monomer is selected from one or more of the following: :
wherein R is1And R4Are each independently H or CH3，R2And R3Are each independently
-CH2CH2-or
n1＝0～4，n21-4. The inventor finds that the polyether acrylate monomer selected by the invention has excellent hydrophilicity, can improve the sweat resistance of the adhesive, has excellent flexibility and can increase the comfortable feeling when the adhesive is adhered to the skin.
It should be noted that the specific types of the above curing agent and the diluent can be selected by those skilled in the art according to actual needs, for example, the curing agent includes at least one of isocyanate-based curing agent, aziridine-based curing agent, and metal chelate-based curing agent; the diluent comprises at least one of ethyl acetate, butyl acetate, methyl ethyl ketone, toluene, and isopropyl alcohol.
Further, the above adhesive further includes an auxiliary agent, the specific type of which is not particularly limited, and those skilled in the art can select the auxiliary agent according to actual needs, for example, at least one of a cellulose resin, a tackifying resin, a plasticizer, a leveling agent and an antifoaming agent is included, preferably, the cellulose resin is carboxymethyl cellulose, and those skilled in the art can select the addition amount of each auxiliary agent according to actual needs.
Therefore, the adhesive has good water resistance and sweat resistance, has good initial adhesion and holding adhesion, can be permanently attached to a base material or skin, is not easy to fall off from the skin or the base material, and is non-toxic and low in irritation to the skin.
In a second aspect of the invention, a method of preparing an adhesive is provided. According to an embodiment of the invention, with reference to fig. 1, the method comprises:
s100: mixing a first mixed solution containing acrylic ester monomer with alkyl carbon number of C4-C10, initiator and ethyl acetate with a second mixed solution containing acrylic ester monomer with alkyl carbon number of C4-C10, hydroxyl-containing monomer, carboxyl-containing monomer, N-vinyl pyrrolidone, polyether acrylic ester monomer and initiator for reaction
In the step, an acrylic ester monomer with alkyl carbon atom number of C4-C10, an initiator and ethyl acetate are added into a reaction container and mixed to obtain a first mixed solution, nitrogen is introduced at the same time until air in the system is replaced by nitrogen, then the temperature is raised to 60-100 ℃, the temperature is kept for 0.5-1 hour, a polymer formed by acrylic ester monomer units with alkyl carbon atom number of C4-C10 can be generated, and the flexibility is obvious. Then adding a second mixed solution comprising an acrylic ester monomer with alkyl carbon atom number of C4-C10, a hydroxyl-containing monomer, a carboxyl-containing monomer, N-vinyl pyrrolidone, a polyether acrylic ester monomer and an initiator, and preserving heat for 3-10 hours, wherein the acrylic ester monomer with C4-C10 in the second mixed solution is a main monomer, so that the initial adhesion and normal-temperature flexibility of the adhesive are provided; the hydroxyl-containing monomer contains hydroxyl, so that the adhesive force and the hydrophilicity of the adhesive can be improved, and the hydroxyl-containing monomer can also react with an isocyanate group, so that an acrylate resin polymer forms a cross-linked network, and the mechanical property of the adhesive is improved; the carboxyl-containing monomer has high polarity and high glass transition temperature, can improve cohesive force of the adhesive so as to improve permanent adhesion, has hydrophilicity so as to improve interaction force between the adhesive and skin, and can react with a curing agent so as to form a cross-linked network by the acrylate resin polymer; the pyrrolidone group of the N-vinyl pyrrolidone has large polarity, high glass transition temperature and good hydrophilicity, and can improve the permanent adhesion of the adhesive and improve the sweat resistance of the adhesive; the polyether acrylate monomer contains a long-chain polyether compound, so that the soft touch feeling of the adhesive can be obviously improved, the hydrophilicity can be improved, and the sweat resistance of the adhesive is obviously improved. Therefore, by adding the second mixed solution of the acrylate monomer with alkyl carbon atoms of C4-C10, the hydroxyl-containing monomer, the carboxyl-containing monomer, the N-vinyl pyrrolidone, the polyether acrylate monomer and the initiator into the first mixed solution, the monomer in the second mixed solution reacts with the initiator to generate the acrylate copolymer with short soft segment and long hard segment, the structure of the acrylate copolymer is similar to that of the acrylate resin polymer, the compatibility of the system can be increased, and the cohesive force is improved. Meanwhile, monomers in the second mixed solution are polymerized on an acrylate copolymer molecular chain formed by the first mixed solution in a block copolymerization mode to form a cross-linked network, and then the temperature is reduced to 30-40 ℃, the reaction is finished, and the material is discharged, so that the acrylate resin polymer with a soft segment and a hard segment is obtained.
Further, in this step, at least one of a cellulose resin, a tackifying resin, a plasticizer, a leveling agent and an antifoaming agent may be selectively added by those skilled in the art according to actual needs, and preferably, the cellulose resin is carboxymethyl cellulose.
It should be noted that the specific types and mixing ratios of the components constituting the first mixed solution and the second mixed solution are the same as those described above, and are not described herein again.
S200: mixing the acrylate resin polymer with a curing agent and a diluent
In the step, the obtained acrylate resin polymer is mixed with a curing agent and a diluent, and hydroxyl or carboxyl on the acrylate resin polymer reacts with the curing agent to form a cross-linked network, so that the adhesive is obtained.
It should be noted that the specific types and mixing ratios of the curing agent and the diluent are the same as those described above, and are not described herein again.
Therefore, the preparation method is simple, and the adhesive with good water resistance and sweat resistance, good initial adhesion and permanent adhesion and low irritation can be prepared. It should be noted that the features and advantages described above for the adhesive apply equally to the method for preparing the adhesive and are not described in detail here.
In a third aspect of the present invention, a medical adhesive plaster is provided. According to an embodiment of the present invention, the medical sticker includes: a substrate, an adhesive layer and a backing material, wherein the adhesive layer is formed on the substrate; the backing material is formed on the adhesive layer, wherein the adhesive layer is prepared from the adhesive or the adhesive obtained by the method.
It should be noted that the features and advantages described above for the adhesive and the preparation method thereof are also applicable to the medical adhesive patch, and are not described herein again. Therefore, the medical adhesive plaster has excellent sweat resistance when being adhered on skin or a base material, so that the medical adhesive plaster is not easy to fall off after the body sweats.
It should be noted that the backing material includes, but is not limited to, textile fabric, paper or synthetic material, and in order to improve the sweat resistance, the backing material should have high air permeability, such as stretch cloth with tensile strength greater than or equal to 110%; also, the substrate of the present application includes, but is not limited to, paper-based substrates, film-based substrates, aluminum foil-based substrates, and the like, and at least of the substratesHaving a coating with a lower surface energy on one side, e.g. 200-300 g/m of the substrate of the present application2The paper release substrate.
The following embodiments of the present invention are described in detail, and it should be noted that the following embodiments are exemplary only, and are not to be construed as limiting the present invention. In addition, all reagents used in the following examples are commercially available or can be synthesized according to methods herein or known, and are readily available to those skilled in the art for reaction conditions not listed, if not explicitly stated.
Example 1
The method for preparing the adhesive comprises the following steps:
(1) weighing 8g of isooctyl acrylate, 0.01g of benzoyl peroxide and 60g of ethyl acetate, mixing the three substances, adding the mixture into a four-mouth bottle, introducing nitrogen until air in the system is replaced by nitrogen, heating to 80 ℃, and preserving heat for 0.5 hour to obtain a first mixed solution;
(2) weighing 5g N-vinyl pyrrolidone, 3g of polyether acrylate, 60g of isooctyl acrylate, 3g of methyl methacrylate, 2g of hydroxyethyl acrylate, 7g of acrylic acid, 0.1g of benzoyl peroxide and 40g of ethyl acetate, mixing the above substances, slowly adding the obtained mixed solution into the four-mouth bottle, continuing to perform heat preservation reaction for 6 hours, cooling to 40 ℃, and discharging to prepare an acrylate resin polymer;
(3) 20g of acrylate resin polymer, 0.08g of aluminum acetylacetonate, 4g of ethyl acetate and 0.5g of carboxymethyl cellulose are weighed and uniformly mixed to obtain the adhesive.
Example 2
The method for preparing the adhesive comprises the following steps:
(1) weighing 20g of isooctyl acrylate, 0.1g of benzoyl peroxide and 100g of ethyl acetate, mixing the three substances, adding the mixture into a four-mouth bottle, introducing nitrogen until air in the system is replaced by nitrogen, heating to 80 ℃, and preserving heat for 0.5 hour to obtain a first mixed solution;
(2) weighing 12g N-vinyl pyrrolidone, 5g of polyether acrylate, 56g of isooctyl acrylate, 2g of vinyl acetate, 1g of hydroxyethyl acrylate, 4g of acrylic acid and 0.05g of benzoyl peroxide, mixing the above substances, slowly adding the obtained mixed solution into the four-mouth bottle, continuing to perform heat preservation reaction for 6 hours, cooling to 40 ℃, and discharging to prepare an acrylate resin polymer;
(3) 20g of acrylate resin polymer, 0.08g of aluminum acetylacetonate, 4g of ethyl acetate and 0.5g of carboxymethyl cellulose are weighed and uniformly mixed to obtain the adhesive.
Example 3
The method for preparing the adhesive comprises the following steps:
(1) weighing 20g of isooctyl acrylate, 0.05g of benzoyl peroxide and 100g of ethyl acetate, mixing the three substances, adding the mixture into a four-mouth bottle, introducing nitrogen until air in the system is replaced by nitrogen, heating to 80 ℃, and preserving heat for 0.5 hour to obtain a first mixed solution;
(2) weighing 12g N-vinyl pyrrolidone, 10g of polyether acrylate, 49g of isooctyl acrylate, 2g of vinyl acetate, 2g of hydroxyethyl acrylate, 2g of acrylic acid and 0.3g of benzoyl peroxide, mixing the substances, slowly adding the obtained mixed solution into the four-mouth bottle, continuously carrying out heat preservation reaction for 6 hours, cooling to 40 ℃, and then discharging to prepare an acrylate resin polymer;
(3) 20g of acrylate resin polymer, 0.08g of aluminum acetylacetonate, 4g of ethyl acetate and 0.5g of carboxymethyl cellulose are weighed and uniformly mixed to obtain the adhesive.
Example 4
The method for preparing the adhesive comprises the following steps:
(1) weighing 20g of isooctyl acrylate, 0.1g of benzoyl peroxide and 100g of ethyl acetate, mixing the three substances, adding the mixture into a four-mouth bottle, introducing nitrogen until air in the system is replaced by nitrogen, heating to 80 ℃, and preserving heat for 0.5 hour to obtain a first mixed solution;
(2) weighing 12g N-vinyl pyrrolidone, 5g of polyether acrylate, 56g of isooctyl acrylate, 2g of vinyl acetate, 1g of hydroxyethyl acrylate, 4g of acrylic acid and 0.05g of benzoyl peroxide, mixing the above substances, slowly adding the obtained mixed solution into the four-mouth bottle, continuing to perform heat preservation reaction for 6 hours, cooling to 40 ℃, and discharging to prepare an acrylate resin polymer;
(3) 20g of acrylate resin polymer, 0.08g of aluminum acetylacetonate, 4g of ethyl acetate and 0.5g of carboxymethyl cellulose are weighed and uniformly mixed to obtain the adhesive.
Example 5
The method for preparing the adhesive comprises the following steps:
(1) weighing 20g of isooctyl acrylate, 0.1g of benzoyl peroxide and 40g of ethyl acetate, mixing the three substances, adding the mixture into a four-mouth bottle, introducing nitrogen until air in the system is replaced by nitrogen, heating to 80 ℃, and preserving heat for 0.5 hour to obtain a first mixed solution;
(2) weighing 15g N-vinyl pyrrolidone, 2g of polyether acrylate, 58g of isooctyl acrylate, 2g of vinyl acetate, 2g of hydroxyethyl acrylate, 1g of acrylic acid and 0.5g of benzoyl peroxide, mixing the above substances, slowly adding the obtained mixed solution into the four-mouth bottle, continuously carrying out heat preservation reaction for 6 hours, cooling to 40 ℃, and then discharging to prepare an acrylate resin polymer;
(3) weighing 15g of acrylate resin polymer, 0.06g of aluminum acetylacetonate, 3g of ethyl acetate and 0.5g of carboxymethyl cellulose, and uniformly mixing the above substances to obtain the adhesive.
Example 6
The method for preparing the adhesive comprises the following steps:
(1) weighing 30g of isooctyl acrylate, 0.05g of benzoyl peroxide and 150g of ethyl acetate, mixing the three substances, adding the mixture into a four-mouth bottle, introducing nitrogen until the air in the system is replaced by the nitrogen, heating to 80 ℃, and preserving heat for 0.5 hour to obtain a first mixed solution;
(2) weighing 15g N-vinyl pyrrolidone, 10g of polyether acrylate, 35g of isooctyl acrylate, 2g of vinyl acetate, 2g of hydroxyethyl acrylate, 6g of acrylic acid and 0.2g of benzoyl peroxide, mixing the above substances, slowly adding the obtained mixed solution into the four-mouth bottle, continuously carrying out heat preservation reaction for 6 hours, cooling to 40 ℃, and then discharging to prepare an acrylate resin polymer;
(3) weighing 10g of acrylate resin polymer, 0.02g of aluminum acetylacetonate and 0.5g of carboxymethyl cellulose, and uniformly mixing the substances to obtain the adhesive.
Example 7
(1) Weighing 30g of isooctyl acrylate, 0.05g of benzoyl peroxide and 80g of ethyl acetate, mixing the three substances, adding the mixture into a four-mouth bottle, introducing nitrogen until air in the system is replaced by nitrogen, heating to 80 ℃, and preserving heat for 0.5 hour to obtain a first mixed solution;
(2) weighing 10g N-vinyl pyrrolidone, 1g of polyether acrylate, 30g of isooctyl acrylate, 2g of vinyl acetate, 2g of hydroxyethyl acrylate, 6g of acrylic acid and 0.2g of benzoyl peroxide, mixing the above substances, slowly adding the obtained mixed solution into the four-mouth bottle, continuously carrying out heat preservation reaction for 6 hours, cooling to 40 ℃, and discharging to prepare an acrylate resin polymer;
(3) weighing 10g of acrylate resin polymer, 0.04g of aluminum acetylacetonate, 2g of ethyl acetate and 0.5g of carboxymethyl cellulose, and uniformly mixing the substances to obtain the adhesive.
Example 8
(1) Weighing 25g of isooctyl acrylate, 0.1g of benzoyl peroxide and 100g of ethyl acetate, mixing the three substances, adding the mixture into a four-mouth bottle, introducing nitrogen until air in the system is replaced by nitrogen, heating to 80 ℃, and preserving heat for 0.5 hour to obtain a first mixed solution;
(2) weighing 12g N-vinyl pyrrolidone, 1g of polyether acrylate, 52g of isooctyl acrylate, 3g of vinyl acetate, 2g of hydroxyethyl acrylate, 5g of acrylic acid and 0.3g of benzoyl peroxide, mixing the above substances, slowly adding the obtained mixed solution into the four-mouth bottle, continuously carrying out heat preservation reaction for 6 hours, cooling to 40 ℃, and discharging to prepare an acrylate resin polymer;
(3) 20g of acrylate resin polymer, 0.08g of aluminum acetylacetonate, 4g of ethyl acetate and 0.5g of carboxymethyl cellulose are weighed and uniformly mixed to obtain the adhesive.
Example 9
(1) Weighing 25g of isooctyl acrylate, 0.1g of benzoyl peroxide and 100g of ethyl acetate, mixing the three substances, adding the mixture into a four-mouth bottle, introducing nitrogen until air in the system is replaced by nitrogen, heating to 80 ℃, and preserving heat for 0.5 hour to obtain a first mixed solution;
(2) weighing 6g N-vinyl pyrrolidone, 1g of polyether acrylate, 58g of isooctyl acrylate, 3g of vinyl acetate, 2g of hydroxyethyl acrylate, 5g of acrylic acid and 0.3g of benzoyl peroxide, mixing the substances, slowly adding the obtained mixed solution into the four-mouth bottle, continuously carrying out heat preservation reaction for 6 hours, cooling to 40 ℃, and then discharging to prepare an acrylate resin polymer;
(3) 20g of acrylate resin polymer, 80.06g of aluminum acetylacetonate, 4g of ethyl acetate and 0.5g of carboxymethyl cellulose are weighed and uniformly mixed to obtain the adhesive.
Comparative example 1
The method for preparing the adhesive comprises the following steps:
(1) weighing 20.5g of isooctyl acrylate, 0.5g of hydroxyethyl acrylate, 1g of acrylic acid, 2g of acrylamide, 1g of vinyl acetate, 0.1g of benzoyl peroxide and 80g of ethyl acetate, mixing the materials, adding the mixture into a four-mouth bottle, introducing nitrogen until air in the system is replaced by nitrogen, heating to 80 ℃, and preserving heat for 0.5 hour to obtain a first mixed solution;
(2) weighing 61.5g of isooctyl acrylate, 5g of acrylamide, 5g of acrylic acid, 1.5g of hydroxyethyl acrylate, 2g of vinyl acetate, 0.3g of benzoyl peroxide and 20g of ethyl acetate, mixing the above substances, slowly adding the obtained mixed solution into the four-mouth bottle, continuously carrying out heat preservation reaction for 6 hours, cooling to 40 ℃, and then discharging to prepare an acrylate resin polymer;
(3) 20g of acrylate resin polymer, 0.08g of aluminum acetylacetonate, 4g of ethyl acetate and 0.5g of carboxymethyl cellulose are weighed and uniformly mixed to obtain the adhesive.
Comparative example 2
The method for preparing the adhesive comprises the following steps:
(1) weighing 24g of isooctyl acrylate, 1g of hydroxyethyl acrylate, 0.1g of benzoyl peroxide and 100g of ethyl acetate, mixing the four substances, adding the mixture into a four-mouth bottle, introducing nitrogen until air in the system is replaced by the nitrogen, heating to 80 ℃, and preserving heat for 0.5 hour to obtain a first mixed solution;
(2) weighing 2g of hydroxyethyl acrylate, 5g of acrylic acid, 3g of vinyl acetate, 60g of isooctyl acrylate, 5g of methyl methacrylate and 0.3g of benzoyl peroxide, mixing the substances, slowly adding the obtained mixed solution into the four-mouth bottle, continuously carrying out heat preservation reaction for 6 hours, cooling to 40 ℃, and then discharging to prepare an acrylate resin polymer;
(3) 20g of acrylate resin polymer, 0.08g of aluminum acetylacetonate, 4g of ethyl acetate and 0.5g of carboxymethyl cellulose are weighed and uniformly mixed to obtain the adhesive.
Comparative example 3
The method for preparing the adhesive comprises the following steps:
(1) weighing 25g of isooctyl acrylate, 0.1g of benzoyl peroxide and 100g of ethyl acetate, mixing the four substances, adding the mixture into a four-mouth bottle, introducing nitrogen until the air in the system is replaced by the nitrogen, heating to 80 ℃, and preserving the heat for 0.5 hour.
(2) Weighing 10g of styrene, 59g of isooctyl acrylate, 2g of hydroxyethyl acrylate, 2g of vinyl acetate, 2g of acrylic acid and 0.3g of benzoyl peroxide, mixing the above substances, slowly adding the obtained mixed solution into the four-mouth bottle, continuously carrying out heat preservation reaction for 6 hours, cooling to 40 ℃, and discharging to prepare the acrylate resin polymer.
(3) 20g of acrylate resin polymer, 0.08g of aluminum acetylacetonate, 4g of ethyl acetate and 0.5g of tackifying resin DRT Dertophene T are weighed and uniformly mixed to obtain the adhesive.
The adhesives obtained in examples 1 to 9 and comparative examples 1 to 3 were coated on release paper with a coater to a coating thickness of 300 μm, and then placed in a forced air drying oven at 100 ℃ for 60s, taken out when the adhesive was half-dried, covered with an elastic cloth, and dried in an oven at 100 ℃ for 5min to prepare a medical sticker, and then the obtained medical sticker was tested for its performance according to the following method:
testing initial adhesion: measuring with initial viscosity tester according to GB4852-84 standard;
and (3) permanent adhesion testing: measuring by a CLASSIC920 viscosity tester according to the GB4851 standard;
180 ° peel force test: according to the GB/T2792 standard, measuring by adopting an XLW series intelligent electronic relay tester produced by the Jinnan Languang electromechanical technology Limited company;
sweat resistance test: according to a 180-degree peeling force testing method, the release paper of the prepared medical sweat-resistant adhesive patch is removed, the elastic cloth is adhered to a stainless steel sheet which is fully distributed with round holes with the diameter of 1mm, a 1KG manual compression roller is used for compacting, then the elastic cloth is placed on the water surface, the pressure-sensitive adhesive layer is contacted with water for 5min through the small holes in the stainless steel sheet, and the peeling force is reduced by less than or equal to 20% compared with the change of the peeling force before and after the pressure-sensitive adhesive layer is contacted with the water surface, so that the medical sweat-resistant adhesive patch is qualified.
The test results of examples 1 to 9 and comparative examples 1 to 3 are shown in Table 1:
TABLE 1 test results of medical patches obtained in examples 1 to 14 and comparative examples 1 to 3
| Perspiration resistance | Initial adhesion | Permanent adhesion | Peeling force | Skin irritation | |
| Example 1 | ○ | ○ | ○ | ○ | ○ |
| Example 2 | ○ | ○ | ○ | ○ | ○ |
| Example 3 | ○ | ○ | ○ | ○ | ○ |
| Example 4 | ○ | ○ | ○ | ○ | ○ |
| Example 5 | ○ | ○ | ○ | ○ | ○ |
| Example 6 | ○ | ○ | ○ | ○ | ○ |
| Example 7 | ○ | ○ | ○ | ○ | ○ |
| Example 8 | ○ | ○ | ○ | ○ | ○ |
| Example 9 | ○ | ○ | ○ | ○ | ○ |
| Comparative example 1 | △ | ○ | ○ | ○ | ○ |
| Comparative example 2 | ○ | ○ | △ | ○ | ○ |
| Comparative example 3 | ○ | ○ | ○ | ○ | △ |
Note: the qualified judgment standard of the initial adhesion is that the 9-16# ball is qualified, and the others are unqualified; the standard for judging the qualified permanent adhesive force is that the permanent adhesive force is qualified after exceeding 10 min; the standard for judging the qualified peeling force is 1.5-5N/15 mm; the standard of qualified skin irritation test is no irritation after 24 hours of pasting; ". o" indicates pass; "Δ" indicates failure.
As can be seen from the results in Table 1, the adhesive prepared by the present invention has excellent sweat resistance, good initial tack and long-lasting power, and little skin irritation, and no residue when peeled off.
In the description herein, references to the description of the term "one embodiment," "some embodiments," "an example," "a specific example," or "some examples," etc., mean that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the invention. In this specification, the schematic representations of the terms used above are not necessarily intended to refer to the same embodiment or example. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples. Furthermore, various embodiments or examples and features of different embodiments or examples described in this specification can be combined and combined by one skilled in the art without contradiction.
Although embodiments of the present invention have been shown and described above, it is understood that the above embodiments are exemplary and should not be construed as limiting the present invention, and that variations, modifications, substitutions and alterations can be made to the above embodiments by those of ordinary skill in the art within the scope of the present invention.
Claims (10)
1. An adhesive, comprising: acrylate resin polymer, curing agent and diluent,
the acrylate resin polymer is obtained by reacting a first mixed solution and a second mixed solution,
wherein the first mixed solution comprises an acrylic ester monomer with alkyl C4-C10, an initiator and ethyl acetate,
the second mixed solution comprises acrylic ester monomer with alkyl carbon atom number of C4-C10, hydroxyl-containing monomer, carboxyl-containing monomer, N-vinyl pyrrolidone, polyether acrylic ester monomer and initiator.
2. The adhesive of claim 1, comprising:
10 to 20 parts by weight of the acrylate resin polymer;
0.02 to 0.5 parts by weight of the curing agent;
0 to 6 parts by weight of the diluent.
3. The adhesive according to claim 1 or 2, wherein the first mixed solution comprises:
10-30 parts by weight of an acrylic ester monomer having an alkyl group and a carbon atom number of C4-C10;
0.01 to 0.1 parts by weight of an initiator;
60-150 parts by weight of ethyl acetate.
4. The adhesive according to claim 1 or 2, wherein the second mixed solution comprises:
30-60 parts by weight of an acrylic ester monomer having an alkyl group and a carbon atom number of C4-C10;
1-5 parts by weight of a hydroxyl group-containing monomer;
1-7 parts by weight of a carboxyl group-containing monomer;
5 to 15 parts by weight of N-vinylpyrrolidone;
0.1-10 parts by weight of a polyether acrylate monomer;
0.05 to 0.5 part by weight of an initiator.
5. The adhesive according to claim 3 or 4, wherein the acrylic ester monomer having C4-C10 alkyl group comprises at least one of butyl acrylate, 2-ethylhexyl methacrylate, butyl methacrylate, isooctyl methacrylate, decyl acrylate, dodecyl acrylate, tetradecyl acrylate, isooctyl acrylate, decyl methacrylate, dodecyl methacrylate, and tetradecyl methacrylate.
6. The adhesive of claim 4 wherein the hydroxyl-containing monomer comprises at least one of hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, N- (2-hydroxyethyl) acrylamide, N- (2-hydroxyethyl) methacrylamide, N- (2-hydroxypropyl) acrylamide, N- (2-hydroxypropyl) methacrylamide and N- (1-hydroxypropyl) acrylamide;
optionally, the carboxyl group-containing monomer comprises at least one of a compound consisting of acrylic acid, methacrylic acid, carboxyethylacrylic acid, carboxyethylmethacrylic acid, carboxypentylglycolic acid, carboxypentylmethylacrylic acid, 2-acryloxyethylphthalic acid, 2-methacryloxyethylphthalic acid, 2-acryloxyethylsuccinic acid, 2-methacryloxyethylsuccinic acid, 2-acryloxyethylmaleic acid, 2-methacryloxyethylmaleic acid, carboxypolycaprolactone monoacrylate, carboxypolycaprolactone monomethacrylate, 2-acryloxyethyltetrahydrophthalic acid, and 2-methacryloxyethyltetrahydrophthalic acid;
optionally, the polyether acrylate monomer is of the formula:
wherein R is1And R4Are each independently H or CH3，R2And R3Are each independently
-CH2CH2-or
n1＝0～4，n2＝1～4。
7. The adhesive of claim 1, wherein the curing agent comprises at least one of an isocyanate-based curing agent, an aziridine-based curing agent, and a metal chelate-based curing agent,
optionally, the diluent comprises at least one of ethyl acetate, butyl acetate, methyl ethyl ketone, toluene, and isopropanol.
8. The adhesive of claim 1, further comprising an auxiliary agent, the auxiliary agent comprising at least one of a cellulosic resin, a tackifying resin, a plasticizer, a leveling agent, and an antifoaming agent.
9. A method of making the adhesive of any one of claims 1-8 comprising:
(1) mixing a first mixed solution containing acrylic ester monomer with alkyl carbon number of C4-C10, initiator and ethyl acetate with a second mixed solution containing acrylic ester monomer with alkyl carbon number of C4-C10, hydroxyl-containing monomer, carboxyl-containing monomer, N-vinyl pyrrolidone, polyether acrylic ester monomer and initiator to react so as to obtain acrylic ester resin polymer;
(2) mixing the acrylate resin polymer with a curing agent and a diluent to obtain the adhesive.
10. A medical adhesive plaster is characterized by comprising:
a substrate;
an adhesive layer formed on the substrate;
a backing material formed on the adhesive layer,
wherein the adhesive layer is prepared from the adhesive of any one of claims 1-8 or the adhesive obtained by the method of claim 9.
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| CN102216356A (en) * | 2008-11-12 | 2011-10-12 | 赢创罗姆有限公司 | Process for preparing AB diblock copolymers with a broadly distributed a block |
| CN113817110A (en) * | 2021-09-08 | 2021-12-21 | 中国乐凯集团有限公司 | Acrylate polymer, pressure-sensitive adhesive composition, pressure-sensitive adhesive, protective film and display device |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102216356A (en) * | 2008-11-12 | 2011-10-12 | 赢创罗姆有限公司 | Process for preparing AB diblock copolymers with a broadly distributed a block |
| CN113817110A (en) * | 2021-09-08 | 2021-12-21 | 中国乐凯集团有限公司 | Acrylate polymer, pressure-sensitive adhesive composition, pressure-sensitive adhesive, protective film and display device |
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