JP2009510193A - アクリルポリマー系接着剤 - Google Patents
アクリルポリマー系接着剤 Download PDFInfo
- Publication number
- JP2009510193A JP2009510193A JP2008532435A JP2008532435A JP2009510193A JP 2009510193 A JP2009510193 A JP 2009510193A JP 2008532435 A JP2008532435 A JP 2008532435A JP 2008532435 A JP2008532435 A JP 2008532435A JP 2009510193 A JP2009510193 A JP 2009510193A
- Authority
- JP
- Japan
- Prior art keywords
- acrylate
- sensitive adhesive
- pressure sensitive
- adhesive composition
- polymer
- 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.)
- Granted
Links
- 229920000058 polyacrylate Polymers 0.000 title claims abstract description 21
- 239000000853 adhesive Substances 0.000 title abstract description 33
- 230000001070 adhesive effect Effects 0.000 title abstract description 33
- 239000000178 monomer Substances 0.000 claims abstract description 39
- 239000000203 mixture Substances 0.000 claims abstract description 37
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 13
- 125000005250 alkyl acrylate group Chemical group 0.000 claims abstract description 11
- 239000003814 drug Substances 0.000 claims description 35
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 34
- 229920000642 polymer Polymers 0.000 claims description 18
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 16
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 15
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 14
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 13
- XKWFZGCWEYYGSK-UHFFFAOYSA-N 3,3,5,5-tetramethyl-2-methylidenehexanamide Chemical compound CC(C)(C)CC(C)(C)C(=C)C(N)=O XKWFZGCWEYYGSK-UHFFFAOYSA-N 0.000 claims description 7
- -1 N-substituted acrylamide Chemical class 0.000 claims description 7
- YRDNVESFWXDNSI-UHFFFAOYSA-N n-(2,4,4-trimethylpentan-2-yl)prop-2-enamide Chemical compound CC(C)(C)CC(C)(C)NC(=O)C=C YRDNVESFWXDNSI-UHFFFAOYSA-N 0.000 claims description 7
- 229940124597 therapeutic agent Drugs 0.000 claims description 6
- 239000003961 penetration enhancing agent Substances 0.000 claims description 5
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 4
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 239000004014 plasticizer Substances 0.000 claims description 4
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 2
- 210000003491 skin Anatomy 0.000 description 30
- 229940079593 drug Drugs 0.000 description 27
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 239000000758 substrate Substances 0.000 description 11
- 238000013271 transdermal drug delivery Methods 0.000 description 11
- 238000012377 drug delivery Methods 0.000 description 7
- 239000010410 layer Substances 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 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 4
- 241001465754 Metazoa Species 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 206010020751 Hypersensitivity Diseases 0.000 description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 235000006708 antioxidants Nutrition 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 239000012867 bioactive agent Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000001225 therapeutic effect Effects 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 2
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 2
- 208000002874 Acne Vulgaris Diseases 0.000 description 2
- 239000004821 Contact adhesive Substances 0.000 description 2
- 241000282412 Homo Species 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- MUMGGOZAMZWBJJ-DYKIIFRCSA-N Testostosterone Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 MUMGGOZAMZWBJJ-DYKIIFRCSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 206010000496 acne Diseases 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
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- 210000004369 blood Anatomy 0.000 description 2
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- 238000007796 conventional method Methods 0.000 description 2
- 210000004207 dermis Anatomy 0.000 description 2
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- 230000000694 effects Effects 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 230000009610 hypersensitivity Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- AEPWOCLBLLCOGZ-UHFFFAOYSA-N 2-cyanoethyl prop-2-enoate Chemical compound C=CC(=O)OCCC#N AEPWOCLBLLCOGZ-UHFFFAOYSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- ZHIDZEPPPYVSLT-UHFFFAOYSA-N 3,3,5,5-tetramethyl-2-methylidenehexanamide N-(2,4,4-trimethylpentan-2-yl)prop-2-enamide Chemical compound CC(C)(C)CC(C)(C)NC(=O)C=C.CC(C)(C)CC(C)(C)C(=C)C(N)=O ZHIDZEPPPYVSLT-UHFFFAOYSA-N 0.000 description 1
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 description 1
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- 241000283086 Equidae Species 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 206010020772 Hypertension Diseases 0.000 description 1
- 208000037112 Intestinal Failure Diseases 0.000 description 1
- 206010025476 Malabsorption Diseases 0.000 description 1
- 208000004155 Malabsorption Syndromes Diseases 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- UTFMWEYTWXGMFR-UHFFFAOYSA-N N-tert-butylprop-2-enamide 3,3-dimethyl-2-methylidenebutanamide Chemical compound CC(C)(C)NC(=O)C=C.CC(C)(C)C(=C)C(N)=O UTFMWEYTWXGMFR-UHFFFAOYSA-N 0.000 description 1
- SNIOPGDIGTZGOP-UHFFFAOYSA-N Nitroglycerin Chemical compound [O-][N+](=O)OCC(O[N+]([O-])=O)CO[N+]([O-])=O SNIOPGDIGTZGOP-UHFFFAOYSA-N 0.000 description 1
- 239000000006 Nitroglycerin Substances 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 241000282887 Suidae Species 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 208000026935 allergic disease Diseases 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 230000017531 blood circulation Effects 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 239000000599 controlled substance Substances 0.000 description 1
- FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000007607 die coating method Methods 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001647 drug administration Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 210000002615 epidermis Anatomy 0.000 description 1
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- 229930182833 estradiol Natural products 0.000 description 1
- 229960005309 estradiol Drugs 0.000 description 1
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- 239000004744 fabric Substances 0.000 description 1
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- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 229960003711 glyceryl trinitrate Drugs 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 239000003621 irrigation water Substances 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
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- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical class CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- RQAKESSLMFZVMC-UHFFFAOYSA-N n-ethenylacetamide Chemical compound CC(=O)NC=C RQAKESSLMFZVMC-UHFFFAOYSA-N 0.000 description 1
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
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- 231100000252 nontoxic Toxicity 0.000 description 1
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- 229940065472 octyl acrylate Drugs 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- ULDDEWDFUNBUCM-UHFFFAOYSA-N pentyl prop-2-enoate Chemical compound CCCCCOC(=O)C=C ULDDEWDFUNBUCM-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
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- 150000003097 polyterpenes Chemical class 0.000 description 1
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- 229960004889 salicylic acid Drugs 0.000 description 1
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Classifications
-
- 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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
-
- 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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/58—Adhesives
- A61L15/585—Mixtures of macromolecular compounds
-
- 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
-
- 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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/24—Homopolymers or copolymers of amides or imides
- C09J133/26—Homopolymers or copolymers of acrylamide or methacrylamide
-
- 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
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- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
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- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
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- C—CHEMISTRY; METALLURGY
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
Abstract
【選択図】 なし
Description
本発明は、アクリルポリマーおよび接着剤組成物、ならびにこの最終用途に関する。特に、皮膚接触用途に最適な接着剤。
感圧性接着剤(PSA)組成物は、粘着テープ、つまり支持材とPSA組成物とを含む感圧性接着テープに使用される。
本発明は、経皮薬物送達システムを含み、医療用途で使用するために製剤化し得るポリマーおよび接着剤組成物を提供する。
重量パーセントは、特に明確に述べない限り、乾重量パーセントを意味する。
本発明のアクリルポリマーは、少なくとも1つの非−一級ヒドロキシル官能性モノマー成分および低Tgアルキルアクリレートモノマー成分を含む。約3wt%を超える二級ヒドロキシル官能性モノマーおよび低Tgアルキルアクリレートモノマー成分を含むポリマーが特に接着剤組成物の用途に適している。その組成物は、例えば、紙、クロス、プラスチックフィルムなどの基材に接着剤または接着剤組成物を施すことによる、接着テープ、接着シートなどの接着商品の製造に使用されることができる。好ましいポリマー類は、ブチルアクリレート、t−オクチルアクリルアミド、ヒドロキシプロピルアクリレートおよびアクリル酸を含む。
接着剤はまた窒素含有化合物、特にN−置換アクリルアミド類またはメタクリルアミド類を好適には含んでもよい。その例としては、N−ビニルピロリドン、N−ビニルカプロラクタム、N−ターシャリ−オクチルアクリルアミド(t−オクチルアクリルアミド)、ジメチルアクリルアミド、ジアセトンアクリルアミド、N−ターシャリ−ブチルアクリルアミド(t−ブチルアクリルアミド)およびN−イソプロピルアクリルアミド(i−プロピルアクリルアミド)などが挙げられる。
用語「薬物」は、本明細書では、治療上の何らかの利点をもたらすことを意図する任意の薬剤を意味するように、その最も広い意味で解釈すべきである。この薬剤は、医薬として活性であってもなくてもよいが、これが人体に対して効果があるという意味では「生体活性」であろう。この薬剤は、病気かまたはそうでない可能性のある状態、即ち病態を治療するかまたは変えるために使用してもよい。「薬物」、「生体活性薬剤」、「製剤」、「薬剤(medicament)」、「治療薬」、「生理作用物質」および「薬剤(pharmaceutical agent)」は、本明細書では互換的に使用でき、これらには、病状もしくは病態の診断、治癒、軽減、停止、治療もしくは予防に使用するための、または体の構造もしくは機能に影響を及ぼすための物質が挙げられる。この用語には、例えば、柔軟化および保湿化するように作用する皮膚健全剤(skin−wellness agent)が含まれる。用語「治療」は、病態の予防、変更、治癒および制御を包含するように広く使用される。
実施例
実施例1
本発明の代表的な4つの試料を表1に示す。実施例2では、試料2のポリマーの作製方法を詳細に述べる。
ブチルアクリレート58.51g、2−ヒドロキシプロピルアクリレート25.21g、t−オクチルアクリルアミド9.37g、アクリル酸5.94g、酢酸エチル(溶剤)132.0g、および2,2’−アゾビスイソブチロニトリル(AIBN)(重合開始剤)0.17gを含有する最初の装填材料を、調製し、ステンレス鋼製攪拌子、温度計、凝縮器、水浴、および緩速添加用漏斗を備えた2Lの4つ口丸底フラスコに装填した。この最初の装填材料を攪拌しながら加熱して還流した。還流開始15分から、ブチルアクリレート136.22g、2−ヒドロキシプロピルアクリレート58.97g、t−オクチルアクリルアミド21.98g、アクリル酸13.86g、酢酸エチル165.0gを含有するモノマー混合液を、3時間かけて同時にかつ均一に添加した。また、酢酸エチル51.15gおよびAIBN1.98gも、還流開始15分から、4時間かけて同時にかつ均一に添加した。添加終了時から、このフラスコ内容物を1時間還流状態に保持した。還流開始から315分で、酢酸エチル49.50gを2時間かけて添加した。添加終了時から、このフラスコ内容物を1時間還流状態に保持した。この保持時間の終了時から、この内容物を室温まで冷却し、このポリマー溶液を排出した。
Claims (20)
- 約50wt%未満の官能性モノマー成分および約40wt%を超える低Tgアルキルアクリレート成分を含むアクリルポリマーであって、約3wt%を超える二級ヒドロキシル官能性モノマーを含むアクリルポリマー。
- 窒素含有モノマー成分および/またはカルボキシル官能性モノマーをさらに含む請求項1のポリマー。
- ヒドロキシプロピルアクリレートおよび/またはヒドロキシプロピルメタクリレートを含む請求項2のポリマー。
- ブチルアクリレート、t−オクチルアクリルアミド、ヒドロキシエチルアクリレートおよびアクリル酸を含む請求項3のポリマー。
- 約55〜約65wt%のブチルアクリレート、約5〜約15wt%のt−オクチルアクリルアミド、約20〜約30wt%のヒドロキシプロピルアクリレートおよび約5〜約10wt%のアクリル酸を含む請求項4のポリマー。
- 約59wt%のブチルアクリレート、約9.5wt%のt−オクチルアクリルアミド、約25.5wt%のヒドロキシプロピルアクリレートおよび約6wt%のアクリル酸を含む請求項5のポリマー。
- 約50wt%未満の官能性モノマー成分および約40wt%を超える低Tgアルキルアクリレート成分を含むアクリルポリマーであって、約3wt%を超える二級ヒドロキシル官能性モノマーを含むアクリルポリマーを含む感圧性接着剤組成物。
- アクリルポリマーがヒドロキシプロピルアクリレートおよび/またはヒドロキシプロピルメタクリレートを含む、請求項7の感圧性接着剤組成物。
- アクリルポリマーがまた窒素含有モノマーおよび/またはカルボキシル官能性モノマーをも含む、請求項8の感圧性接着剤組成物。
- アルキルアクリレートモノマー成分がブチルアクリレート、2−エチルヘキシルアクリレート、および/またはイソオクチルアクリレートを含む、請求項9の感圧性接着剤組成物。
- N−置換アクリルアミドを含む請求項10の感圧性接着剤組成物。
- N−置換アクリルアミドがt−オクチルアクリルアミドである、請求項11の感圧性接着剤組成物。
- ブチルアクリレート、t−オクチルアクリルアミド、ヒドロキシプロピルアクリレートおよびアクリル酸を含む請求項12の感圧性接着剤組成物。
- アクリルポリマーが約55〜約65wt%のブチルアクリレート、約5〜約15wt%のt−オクチルアクリルアミド、約20〜約30wt%のヒドロキシプロピルアクリレートおよび約5〜約10wt%のアクリル酸を含む、請求項13の感圧接着剤組成物。
- 可塑剤、粘着付与剤、浸透促進剤、治療薬、またはこれらの組合せをさらに含む請求項14の感圧接着剤組成物。
- 請求項7の感圧接着剤組成物を含む製品。
- 皮膚に接着する請求項16の製品。
- テープ、絆創膏、または包帯である請求項16の製品。
- 感圧接着剤組成物が、ブチルアクリレート、t−オクチルアクリルアミド、ヒドロキシプロピルアクリレートおよびアクリル酸を含むアクリルポリマーを含む、請求項16の製品。
- 感圧接着剤組成物が可塑剤、粘着付与剤、浸透促進剤、治療薬、またはこれらの組合せをさらに含む、請求項19の製品。
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PCT/US2006/037067 WO2007038323A1 (en) | 2005-09-23 | 2006-09-22 | Acrylic polymer-based adhesives |
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US20070072986A1 (en) * | 2005-09-23 | 2007-03-29 | Allison Luciano | Acrylic polymer-based adhesives |
JP2010126697A (ja) * | 2008-11-28 | 2010-06-10 | Three M Innovative Properties Co | 粘着剤組成物および粘着テープ |
CN102719205B (zh) * | 2011-11-29 | 2015-02-18 | 明尼苏达矿业制造医用器材(上海)有限公司 | 压敏胶、压敏胶带及其制备方法和医用敷料 |
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CN103030914B (zh) * | 2012-12-31 | 2015-04-01 | 宁波大榭开发区综研化学有限公司 | 丙烯酸酯组合物及其制备方法以及应用有该组合物的胶带 |
CN103724521A (zh) * | 2014-01-13 | 2014-04-16 | 张家港保税区康得菲尔实业有限公司 | 用于光学保护膜的单组份聚丙烯酸酯压敏胶的制备方法 |
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WO2002010306A2 (en) * | 2000-07-28 | 2002-02-07 | National Starch And Chemical Investment Holding Corporation | Pressure sensitive adhesive and surfactant composition |
JP2004091499A (ja) * | 2002-08-29 | 2004-03-25 | Soken Chem & Eng Co Ltd | 光学部材用粘着剤組成物及び該粘着剤組成物を用いた光学部材用粘着シート |
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CN101291963B (zh) | 2012-05-16 |
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US20070072987A1 (en) | 2007-03-29 |
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KR20080049843A (ko) | 2008-06-04 |
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