JP2011045494A - Hydrocolloid type adhesive composition and wound dressing material having base material with hydrocolloid type adhesive composition applied - Google Patents
Hydrocolloid type adhesive composition and wound dressing material having base material with hydrocolloid type adhesive composition applied Download PDFInfo
- Publication number
- JP2011045494A JP2011045494A JP2009195812A JP2009195812A JP2011045494A JP 2011045494 A JP2011045494 A JP 2011045494A JP 2009195812 A JP2009195812 A JP 2009195812A JP 2009195812 A JP2009195812 A JP 2009195812A JP 2011045494 A JP2011045494 A JP 2011045494A
- Authority
- JP
- Japan
- Prior art keywords
- adhesive composition
- sensitive adhesive
- pressure
- carbon atoms
- hydrocolloid
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 54
- 239000000463 material Substances 0.000 title claims abstract description 44
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 30
- 239000000853 adhesive Substances 0.000 title claims abstract description 28
- 239000000416 hydrocolloid Substances 0.000 title claims abstract description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 48
- 238000010521 absorption reaction Methods 0.000 claims abstract description 38
- 239000004014 plasticizer Substances 0.000 claims abstract description 31
- 229920000728 polyester Polymers 0.000 claims abstract description 26
- 229920001971 elastomer Polymers 0.000 claims abstract description 24
- 239000011347 resin Substances 0.000 claims abstract description 16
- 229920005989 resin Polymers 0.000 claims abstract description 16
- 239000005060 rubber Substances 0.000 claims abstract description 15
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- 239000007788 liquid Substances 0.000 claims abstract description 12
- 239000000806 elastomer Substances 0.000 claims abstract description 9
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 50
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 37
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- 239000001361 adipic acid Substances 0.000 claims description 19
- 235000011037 adipic acid Nutrition 0.000 claims description 19
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 18
- 238000007654 immersion Methods 0.000 claims description 15
- 239000002504 physiological saline solution Substances 0.000 claims description 12
- 239000006096 absorbing agent Substances 0.000 claims description 9
- 125000002947 alkylene group Chemical group 0.000 claims description 9
- 238000000576 coating method Methods 0.000 claims description 7
- 229920006132 styrene block copolymer Polymers 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 239000011248 coating agent Substances 0.000 claims description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 6
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract description 8
- 229920001400 block copolymer Polymers 0.000 abstract description 6
- 238000004090 dissolution Methods 0.000 abstract description 5
- 230000002745 absorbent Effects 0.000 abstract description 2
- 239000002250 absorbent Substances 0.000 abstract description 2
- 206010052428 Wound Diseases 0.000 description 29
- 208000027418 Wounds and injury Diseases 0.000 description 29
- 238000010438 heat treatment Methods 0.000 description 9
- 206010040880 Skin irritation Diseases 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 231100000475 skin irritation Toxicity 0.000 description 8
- 230000036556 skin irritation Effects 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 239000010410 layer Substances 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- 230000002209 hydrophobic effect Effects 0.000 description 6
- 206010015150 Erythema Diseases 0.000 description 5
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 5
- 231100000321 erythema Toxicity 0.000 description 5
- 239000012943 hotmelt Substances 0.000 description 5
- SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 description 4
- 238000007757 hot melt coating Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- -1 phthalate ester Chemical class 0.000 description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 206010030113 Oedema Diseases 0.000 description 3
- 206010033733 Papule Diseases 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 229920002367 Polyisobutene Polymers 0.000 description 2
- 208000004210 Pressure Ulcer Diseases 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 206010048629 Wound secretion Diseases 0.000 description 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 229920003123 carboxymethyl cellulose sodium Polymers 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- 229940105329 carboxymethylcellulose Drugs 0.000 description 2
- 229940063834 carboxymethylcellulose sodium Drugs 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 239000011086 glassine Substances 0.000 description 2
- 230000035876 healing Effects 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 229920001083 polybutene Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 229920006264 polyurethane film Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- 150000003505 terpenes Chemical class 0.000 description 2
- 235000007586 terpenes Nutrition 0.000 description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- 230000029663 wound healing Effects 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical group CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- KPAPHODVWOVUJL-UHFFFAOYSA-N 1-benzofuran;1h-indene Chemical compound C1=CC=C2CC=CC2=C1.C1=CC=C2OC=CC2=C1 KPAPHODVWOVUJL-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 1
- QDTDKYHPHANITQ-UHFFFAOYSA-N 7-methyloctan-1-ol Chemical compound CC(C)CCCCCCO QDTDKYHPHANITQ-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 208000031872 Body Remains Diseases 0.000 description 1
- YDNKGFDKKRUKPY-JHOUSYSJSA-N C16 ceramide Natural products CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)C=CCCCCCCCCCCCCC YDNKGFDKKRUKPY-JHOUSYSJSA-N 0.000 description 1
- 206010007269 Carcinogenicity Diseases 0.000 description 1
- 229920002101 Chitin Polymers 0.000 description 1
- 229920001661 Chitosan Polymers 0.000 description 1
- HECLRDQVFMWTQS-UHFFFAOYSA-N Dicyclopentadiene Chemical compound C1C2C3CC=CC3C1C=C2 HECLRDQVFMWTQS-UHFFFAOYSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 229920000569 Gum karaya Polymers 0.000 description 1
- 239000013032 Hydrocarbon resin Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 239000004439 Isononyl alcohol Substances 0.000 description 1
- 229920000161 Locust bean gum Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- CRJGESKKUOMBCT-VQTJNVASSA-N N-acetylsphinganine Chemical compound CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(C)=O CRJGESKKUOMBCT-VQTJNVASSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
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- 206010040914 Skin reaction Diseases 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 241000934878 Sterculia Species 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
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- 150000004781 alginic acids Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 230000017531 blood circulation Effects 0.000 description 1
- 210000004204 blood vessel Anatomy 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
- OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 230000007670 carcinogenicity Effects 0.000 description 1
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- 229940106189 ceramide Drugs 0.000 description 1
- ZVEQCJWYRWKARO-UHFFFAOYSA-N ceramide Natural products CCCCCCCCCCCCCCC(O)C(=O)NC(CO)C(O)C=CCCC=C(C)CCCCCCCCC ZVEQCJWYRWKARO-UHFFFAOYSA-N 0.000 description 1
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- 238000005520 cutting process Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000012897 dilution medium Substances 0.000 description 1
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- 230000007613 environmental effect Effects 0.000 description 1
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- 239000000194 fatty acid Substances 0.000 description 1
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- 239000000945 filler Substances 0.000 description 1
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- 239000006260 foam Substances 0.000 description 1
- 210000000245 forearm Anatomy 0.000 description 1
- FODTZLFLDFKIQH-FSVGXZBPSA-N gamma-Oryzanol (TN) Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)O[C@@H]2C([C@@H]3CC[C@H]4[C@]5(C)CC[C@@H]([C@@]5(C)CC[C@@]54C[C@@]53CC2)[C@H](C)CCC=C(C)C)(C)C)=C1 FODTZLFLDFKIQH-FSVGXZBPSA-N 0.000 description 1
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- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
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- 230000036074 healthy skin Effects 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
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- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- VVGIYYKRAMHVLU-UHFFFAOYSA-N newbouldiamide Natural products CCCCCCCCCCCCCCCCCCCC(O)C(O)C(O)C(CO)NC(=O)CCCCCCCCCCCCCCCCC VVGIYYKRAMHVLU-UHFFFAOYSA-N 0.000 description 1
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- 238000013519 translation Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
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Landscapes
- Medicinal Preparation (AREA)
- Materials For Medical Uses (AREA)
Abstract
Description
本発明は、ハイドロコロイド型粘着剤組成物に関し、特に創傷用処置剤として好適な粘着剤組成物及びこれを基材に塗布した創傷材に関する。 The present invention relates to a hydrocolloid pressure-sensitive adhesive composition, and more particularly to a pressure-sensitive adhesive composition suitable as a wound treatment agent and a wound material in which this is applied to a base material.
ハイドロコロイド型粘着剤は、それ自体が粘着性を有し、治癒過程で滲出する創傷分泌物を吸収し、且つ湿潤状態を保持することにより、良好な創傷治癒効果を示すとして近年その重要性が増している。 Hydrocolloid adhesives are becoming more and more important in recent years as having good wound healing effects by adhering to themselves, absorbing wound secretions that exude during healing, and maintaining a moist condition. ing.
一般に、ハイドロコロイド型粘着剤は、可塑性ゴムからなる連続相(母材)に吸収性のコロイド粒子(吸水剤)が分散して存在している構造を有し、その多くは、一定時間で自重の3〜5倍程度の水又は創傷部位からの滲出液を吸収し得るように調製されている。水等を吸収してもその母材が一体性を失うことがないよう、且つ、所望の粘着性を発揮できるよう、ゴム成分を種々検討した提案がなされている(例えば特許文献1等)。 In general, hydrocolloid pressure-sensitive adhesives have a structure in which absorbent colloid particles (water-absorbing agent) are dispersed in a continuous phase (base material) made of a plastic rubber, and many of them are self-weighted over a certain period of time. It is prepared to absorb about 3 to 5 times as much water or exudate from a wound site. Various proposals have been made on rubber components so that the base material does not lose its integrity even when water or the like is absorbed, and the desired adhesiveness can be exhibited (for example, Patent Document 1).
ハイドロコロイド型粘着剤において、その吸水量や吸水速度を調整する方法のひとつとして、可塑剤の使用が挙げられる。従来、フタル酸エステル(DOP:フタル酸ビス(2−エチルヘキシル))やアジピン酸エステル(DOA:アジピン酸ビス(2−エチルヘキシル))等の汎用の低分子系可塑剤が使用されてきた。 In the hydrocolloid pressure-sensitive adhesive, one method for adjusting the water absorption amount and the water absorption speed is to use a plasticizer. Conventionally, general-purpose low molecular weight plasticizers such as phthalate ester (DOP: bis (2-ethylhexyl) phthalate) and adipic acid ester (DOA: bis (2-ethylhexyl) adipate) have been used.
これまで使用されてきたDOPやDOA等の可塑剤は、近年、環境ホルモン作用や発がん性の疑いが持たれ、皮膚等に直接貼付する医療用粘着剤の分野においては、とりわけ健康に悪影響を与える可能性が大きいとして、これらに替わる可塑剤が求められている。
しかしながら、実用的な粘着性能や吸水時の一体性を保持させながら十分な吸水量・吸水速度の調整ができ、また粘着剤層形成時、例えばホットメルト塗工時に揮散することのない、DOP及びDOAに替わる可塑剤はこれまで得られていない。
Plasticizers such as DOP and DOA that have been used so far have recently been suspected of environmental hormone action and carcinogenicity, and in the field of medical adhesives that are directly applied to the skin, etc., are particularly harmful to health. There is a need for alternative plasticizers as they are likely.
However, sufficient water absorption and water absorption speed can be adjusted while maintaining practical adhesion performance and integrity at the time of water absorption, and when the pressure-sensitive adhesive layer is formed, for example, it does not volatilize during hot melt coating, DOP and No plasticizer to replace DOA has been obtained so far.
本発明は、上記の課題、すなわち、健康に悪影響を与える可能性が少なく、実用上の粘着性と吸水時の一体性を保有し、且つ、所望の吸水量及び吸水速度を有し、また粘着剤製品製造時の加熱後においてもこうした特性が保たれている、ハイドロコロイド型粘着剤組成物を提供することにある。 The present invention has the above-mentioned problems, i.e., has little possibility of adversely affecting health, possesses practical adhesiveness and integrity during water absorption, has a desired water absorption amount and water absorption speed, and has an adhesive property. It is an object of the present invention to provide a hydrocolloid pressure-sensitive adhesive composition that maintains such characteristics even after heating at the time of preparation of a pharmaceutical product.
本発明者らは上記課題に対して鋭意研究を行なった結果、可塑剤としてポリエステル化合物、とりわけアジピン酸ポリエステルを可塑剤として使用することにより、所望の粘着性を有し、吸水時にも形状崩壊することがなく、また所望の吸水量及び吸水速度を有する粘着剤組成物と成すことができることを見出した。
しかも、アジピン酸ポリエステルを可塑剤として採用することにより、粘着剤層製造時(ホットメルト塗工時)の熱による可塑剤の揮散を少なくでき、このため、この粘着剤組成物を基材等に塗布した場合においても前述の粘着性、安定性及び吸水性を保持することができ、製品安定性に優れる粘着剤製品(例えば創傷材等)の提供を可能とし、本発明を
完成させた。
As a result of intensive studies on the above problems, the present inventors have used polyester compounds as plasticizers, in particular, adipic acid polyesters as plasticizers, so that they have a desired adhesive property and collapse in shape upon water absorption. In addition, the present inventors have found that a pressure-sensitive adhesive composition having a desired water absorption amount and water absorption rate can be obtained.
Moreover, by adopting adipic acid polyester as a plasticizer, volatilization of the plasticizer due to heat during the production of the pressure-sensitive adhesive layer (at the time of hot melt coating) can be reduced. For this reason, this pressure-sensitive adhesive composition can be used as a base material. Even when applied, the above-mentioned adhesiveness, stability and water absorption can be maintained, and it is possible to provide an adhesive product (for example, a wound material) having excellent product stability, thus completing the present invention.
即ち本発明は、(A)スチレン系ブロック共重合体及び液状ゴムを含むエラストマー、(B)粘着付与樹脂、(C)少なくとも一種の可塑剤、及び(D)吸水剤を含有する組成物であって、前記成分(C)は下記式(1)
R1は互いに独立して炭素原子数2乃至10のアルキレン基を表し、
R2は炭素原子数2乃至10のアルキレン基又は酸素原子により中断された炭素原子数2
乃至10のアルキレン基を表し、
R3は互いに独立して水素原子又は炭素原子数4乃至14のアルキル基を表し、そして
nは1乃至10の数を表す。)
で表されるポリエステル化合物を含む、皮膚貼付用ハイドロコロイド型粘着剤組成物に関する。
That is, the present invention is a composition containing (A) an elastomer containing a styrene block copolymer and liquid rubber, (B) a tackifier resin, (C) at least one plasticizer, and (D) a water absorbing agent. The component (C) is represented by the following formula (1)
R 1 independently represents an alkylene group having 2 to 10 carbon atoms,
R 2 is an alkylene group having 2 to 10 carbon atoms or 2 carbon atoms interrupted by an oxygen atom.
Represents 10 to 10 alkylene groups,
R 3 independently represents a hydrogen atom or an alkyl group having 4 to 14 carbon atoms, and n represents a number of 1 to 10. )
The hydrocolloid-type adhesive composition for skin sticking containing the polyester compound represented by these.
本発明において、前記成分(C)は、前記式(1)中の2つのR1がともにn−ブチレ
ン基を表すアジピン酸ポリエステルであることが好ましく、前記アジピン酸ポリエステルの成分(C)中の含有量は10質量%以上であることが好ましい。
また、前記アジピン酸ポリエステルは、アジピン酸と炭素原子数2乃至8のグリコールとの反応生成物を含むことが好ましく、より好ましくは前記アジピン酸ポリエステルが、炭素原子数8乃至10のアルコールで末端封鎖されている、即ち、式(1)中、2つのR3がともに炭素原子数8乃至10のアルキル基を表すことが好ましい。
In the present invention, the component (C) is preferably an adipic acid polyester in which two R 1 s in the formula (1) both represent an n-butylene group, and the component (C) in the adipic acid polyester component (C) The content is preferably 10% by mass or more.
The adipic acid polyester preferably contains a reaction product of adipic acid and a glycol having 2 to 8 carbon atoms, and more preferably the adipic acid polyester is end-capped with an alcohol having 8 to 10 carbon atoms. That is, in the formula (1), it is preferable that two R 3 s each represent an alkyl group having 8 to 10 carbon atoms.
さらに本発明は、37℃の生理食塩水に浸漬したとき、浸漬から1時間後の重量増加量が自重の50%以上であり、浸漬から24時間後の重量増加量が自重の300%以上であり、且つ37℃の生理食塩水に24時間浸漬した後においても過剰な吸水性による溶解や形状崩壊を起こさず一体性を保つことを特徴とする、ハイドロコロイド型粘着剤組成物に関する。 Furthermore, in the present invention, when immersed in a physiological saline at 37 ° C., the weight increase after one hour from immersion is 50% or more of the own weight, and the weight increase after 24 hours after immersion is 300% or more of the own weight. In addition, the present invention relates to a hydrocolloid pressure-sensitive adhesive composition, which maintains integrity even after being immersed in physiological saline at 37 ° C. for 24 hours without causing dissolution due to excessive water absorption or shape collapse.
また本発明は、前記粘着剤組成物を基材に塗布してなる創傷材にも関する。 Moreover, this invention relates also to the wound material formed by apply | coating the said adhesive composition to a base material.
本発明は、実用可能な貼付性(粘着強度)や吸水時の一体性と、一定時間内に十分な吸水量や吸水速度を有する粘着剤組成物を提供できる。
しかも本発明の粘着組成物に使用する可塑剤は、粘着剤層製造時、すなわち、150℃以上の高温下でのホットメルト塗工時における揮散が少ないため、上記粘着剤を塗布した製品を製造した後においても可塑剤がその性能を発揮でき、粘着性や吸水性等の上述の特性を安定して維持することができる。
従って、本発明の粘着剤組成物を塗布した創傷材は、貼付性、吸水時の一体性、そして所望の吸水量・吸水速度を達成できることから、創傷部位に使用した場合に治癒過程で滲出する創傷分泌物を吸収し、且つ湿潤状態を保持して良好な創傷治癒効果を示すことが期待できる。
そしてこの粘着剤組成物を塗布した創傷材は救急絆創膏やドレッシング材等の医療・衛生分野への展開が期待できる。
INDUSTRIAL APPLICABILITY The present invention can provide a pressure-sensitive adhesive composition having a practical sticking property (adhesive strength), integrity at the time of water absorption, and a sufficient water absorption amount and water absorption rate within a predetermined time.
Moreover, the plasticizer used in the pressure-sensitive adhesive composition of the present invention produces a product coated with the above-mentioned pressure-sensitive adhesive, since there is little volatilization during the production of the pressure-sensitive adhesive layer, that is, hot melt coating at a high temperature of 150 ° C. or higher. Even after the plasticizer, the plasticizer can exhibit its performance, and the above-mentioned characteristics such as adhesiveness and water absorption can be stably maintained.
Therefore, the wound material coated with the pressure-sensitive adhesive composition of the present invention can achieve sticking property, integrity at the time of water absorption, and a desired water absorption amount / water absorption rate, so that it exudes during the healing process when used on a wound site. It can be expected to absorb wound secretions and maintain a moist condition to show a good wound healing effect.
And the wound material which apply | coated this adhesive composition can anticipate expansion | deployment to the medical / hygiene field | areas, such as an emergency adhesive bandage and a dressing material.
本発明の皮膚貼付用ハイドロコロイド型粘着剤組成物は、(A)スチレン系ブロック共重合体及び液状ゴムを含むエラストマー、(B)粘着付与樹脂、(C)少なくとも一種の可塑剤、及び(D)吸水剤を含有し、所望によりその他の成分を含み得る。
以下、上記各成分について詳述する。
The hydrocolloid pressure-sensitive adhesive composition for skin application of the present invention comprises (A) an elastomer containing a styrene-based block copolymer and a liquid rubber, (B) a tackifier resin, (C) at least one plasticizer, and (D) It contains a water-absorbing agent and may contain other components as desired.
Hereafter, each said component is explained in full detail.
<(A)スチレン系ブロック共重合体及び液状ゴムを含むエラストマー>
本発明において使用するエラストマーは、スチレン系ブロック共重合体及び液状ゴムを含む。
前記スチレン系ブロック共重合体としては、スチレン・ブタジエンブロック共重合体(SBS)及びその水添ゴム(SEBS)、スチレン・イソプレンブロック共重合体(SIS)及びその水添ゴム(SEPS)、スチレン・イソブチレンブロック共重合体(SIBS)などが挙げられ、これらの1種あるいは複数を組合せて使用することができる。
また、前記液状ゴムとしては、液状ポリイソプレン(LIR)や液状ポリブタジエン(LPB)、ポリイソブチレン(PIB)、ポリブテン(PB)などの液状エラストマー成分を挙げることができる。
<Elastomer containing (A) styrene block copolymer and liquid rubber>
The elastomer used in the present invention includes a styrenic block copolymer and a liquid rubber.
Examples of the styrenic block copolymer include styrene / butadiene block copolymer (SBS) and its hydrogenated rubber (SEBS), styrene / isoprene block copolymer (SIS) and its hydrogenated rubber (SEPS), styrene · An isobutylene block copolymer (SIBS) etc. are mentioned, These can be used 1 type or in combination.
Examples of the liquid rubber include liquid elastomer components such as liquid polyisoprene (LIR), liquid polybutadiene (LPB), polyisobutylene (PIB), and polybutene (PB).
スチレン系ブロック共重合体と液状ゴムは、好ましくは重量比でスチレン系ブロック共重合体:液状ゴム=20〜80:80〜20、特に好ましくは50〜80:50〜20の割合で使用することが望ましい。これらの使用割合を変化させることにより、吸水率(特に長時間浸漬後の吸水率)をコントロールすることができる。 The styrene block copolymer and the liquid rubber are preferably used in a weight ratio of styrene block copolymer: liquid rubber = 20 to 80:80 to 20, particularly preferably 50 to 80:50 to 20. Is desirable. By changing these use ratios, the water absorption rate (especially the water absorption rate after long-time immersion) can be controlled.
<(B)粘着付与樹脂>
本発明において使用する粘着付与樹脂としては、一般に疎水性ゴムベース成分と相溶して粘着性を発現させる疎水性の樹脂であり、具体的にはロジン樹脂、ロジンエステル樹脂、テルペン樹脂、テルペンフェノール樹脂、C5系石油系樹脂、C5/C9系石油系樹脂、
DCPD系石油系樹脂、クマロン・インデン樹脂などが挙げられる。
本発明において、成分(B)の粘着付与樹脂は、例えば、脂環族飽和炭化水素樹脂のアルコンP−125(荒川化学工業)であれば、創傷材としての充分な粘着力及び剥離時の皮膚への刺激性を考慮して、粘着剤組成物の全エラストマー成分の100質量部に対して80質量部乃至180質量部、好ましくは120質量部乃至160質量部の量で存在していることが好ましい。
<(B) Tackifying resin>
The tackifying resin used in the present invention is generally a hydrophobic resin that is compatible with a hydrophobic rubber base component and develops tackiness. Specifically, rosin resin, rosin ester resin, terpene resin, terpene phenol resins, C 5 petroleum resins, C 5 / C 9 petroleum resins,
DCPD petroleum-based resin, coumarone-indene resin and the like can be mentioned.
In the present invention, if the tackifier resin of component (B) is, for example, Alcon P-125 (Arakawa Chemical Industries), which is an alicyclic saturated hydrocarbon resin, sufficient adhesive strength as a wound material and skin at the time of peeling. In consideration of irritation to the skin, it is present in an amount of 80 to 180 parts by mass, preferably 120 to 160 parts by mass with respect to 100 parts by mass of all elastomer components of the pressure-sensitive adhesive composition. preferable.
<(C)可塑剤>
本発明においては、少なくとも一種の可塑剤として、下記式(1)で表されるポリエステル化合物を含む事を特徴とする。
キル基を表す。
そしてnは1乃至10の数を表し、好ましくは2乃至8の数を表す。
<(C) Plasticizer>
In the present invention, the polyester compound represented by the following formula (1) is included as at least one plasticizer.
N represents a number from 1 to 10, preferably a number from 2 to 8.
上記式(1)で表されるポリエステル化合物としては、例えば、コハク酸、グルタル酸、アジピン酸、ピメリン酸、スベリン酸、アゼライン酸、セバシン酸等の炭素原子数4乃至12の脂肪族ジカルボン酸と、エチレングリコール、プロピレングリコール、ブチレングリコール、ネオペンチルグリコール、ジエチレングリコール等の炭素原子数2乃至10
のグリコールとの縮重合により得られるポリエステル化合物が挙げられる。
Examples of the polyester compound represented by the above formula (1) include aliphatic dicarboxylic acids having 4 to 12 carbon atoms such as succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, and sebacic acid. , Ethylene glycol, propylene glycol, butylene glycol, neopentyl glycol, diethylene glycol, etc. having 2 to 10 carbon atoms
And polyester compounds obtained by condensation polymerization with glycol.
本発明においては成分(C)として、上記式(1)で表されるポリエステル化合物を2種以上含んでいてもよい。
さらに、本発明の効果を損ねない範囲において、成分(C)として上記式(1)で表されるポリエステル化合物以外のポリエステル化合物、たとえばフタル酸、イソフタル酸、テレフタル酸等の芳香族ジカルボン酸とグリコールとのポリエステル化合物や、その他化合物からなる可塑剤を含んでいてもよい。
In the present invention, as the component (C), two or more polyester compounds represented by the above formula (1) may be contained.
Furthermore, within the range not impairing the effects of the present invention, as the component (C), a polyester compound other than the polyester compound represented by the above formula (1), for example, an aromatic dicarboxylic acid such as phthalic acid, isophthalic acid, terephthalic acid, and glycol And a plasticizer made of other compounds may be included.
好ましくは、上記式(1)で表されるポリエステル化合物は約500乃至3,500の分子量を有する化合物であり、特に、約600乃至2,500の分子量を有するアジピン酸ポリエステルであることが好ましい。 Preferably, the polyester compound represented by the above formula (1) is a compound having a molecular weight of about 500 to 3,500, and particularly preferably an adipic acid polyester having a molecular weight of about 600 to 2,500.
上記アジピン酸ポリエステルは、アジピン酸と炭素原子数2乃至8のグリコールとの反応生成物を含みて構成される。
前記炭素原子数2乃至8のグリコールとしては、エチレングリコール、プロピレングリコール、1,3−プロパンジオール、1,2−ブタンジオール、1,3−ブタンジオール、2,3−ブタンジオール、1,4−ブタンジオール、ペンタンジオール、ヘキサンジオール、ジエチレングリコール、トリエチレングリコール等が挙げられる。
また、アジピン酸ポリエステルが、炭素原子数8乃至10のアルコールで末端封鎖されている、即ち、式(1)中、2つのR3が共に炭素原子数8乃至10のアルキル基である
ことが好ましい。前記炭素原子数8乃至10のアルコールとしては、n−オクタノール、イソオクタノール、2−エチルヘキサノール、n−ノニルアルコール、イソノニルアルコール、n−デカノール等が挙げられる。
The adipic acid polyester includes a reaction product of adipic acid and a glycol having 2 to 8 carbon atoms.
Examples of the glycol having 2 to 8 carbon atoms include ethylene glycol, propylene glycol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 2,3-butanediol, 1,4- Examples include butanediol, pentanediol, hexanediol, diethylene glycol, and triethylene glycol.
Further, the adipic acid polyester is preferably end-capped with an alcohol having 8 to 10 carbon atoms, that is, in the formula (1), both R 3 are preferably an alkyl group having 8 to 10 carbon atoms. . Examples of the alcohol having 8 to 10 carbon atoms include n-octanol, isooctanol, 2-ethylhexanol, n-nonyl alcohol, isononyl alcohol, n-decanol and the like.
上記成分(C)において、アジピン酸ポリエステルの含有量は、本発明の効果を奏する範囲であれば任意の範囲としても良いが、成分(C)の10質量%以上であることが好ましく、より好ましくは20質量%以上、さらに好ましくは50質量%以上である。 In the component (C), the content of the adipic acid polyester may be any range as long as the effect of the present invention is achieved, but is preferably 10% by mass or more of the component (C), more preferably. Is 20% by mass or more, more preferably 50% by mass or more.
本発明において、成分(C)の可塑剤は、粘着剤組成物全成分の質量に対して、0.5質量%乃至10質量%の量で存在していることが好ましい。
該可塑剤の使用量が0.5質量%を下回ると可塑剤としての効果が得られず、また、10質量%を上回ると生理食塩水(37℃)に浸漬時、すなわち使用時に、吸水による膨潤に対して凝集力が不足することにより粘着剤の溶解や形状崩壊が起こり、一体性が保たれなくなる虞がある。
In this invention, it is preferable that the plasticizer of a component (C) exists in the quantity of 0.5 mass% thru | or 10 mass% with respect to the mass of all the components of an adhesive composition.
When the amount of the plasticizer used is less than 0.5% by mass, the effect as a plasticizer cannot be obtained. When the amount used exceeds 10% by mass, water is absorbed when immersed in physiological saline (37 ° C.). If the cohesive force is insufficient with respect to the swelling, the pressure-sensitive adhesive may be dissolved or the shape may be collapsed, and the integrity may not be maintained.
<(D)吸水剤>
本発明において使用する吸水剤は、グアーガム、ローカストビーンガム、キサンタンガム、カラヤガム、ペクチン、アルギン酸、ゼラチン、カルボキシメチルセルロース・ナトリウム等のセルロース誘導体、キチン、キトサン、ポリビニルアルコール、ポリアクリル酸塩、デンプン・アクリル酸グラフト重合体等が挙げられる。これらの吸水剤のなかで、特に耐熱性のよいカルボキシメチルセルロース・ナトリウム等を使用することが好ましく、カルボキシメチルセルロースの粒径は、5乃至500μm、好ましくは50乃至250μmである。
<(D) Water absorbing agent>
The water-absorbing agent used in the present invention is guar gum, locust bean gum, xanthan gum, karaya gum, pectin, alginic acid, gelatin, carboxymethylcellulose sodium, and other cellulose derivatives, chitin, chitosan, polyvinyl alcohol, polyacrylic acid salt, starch acrylic acid Examples thereof include graft polymers. Among these water-absorbing agents, it is preferable to use carboxymethyl cellulose / sodium having particularly good heat resistance, and the particle size of carboxymethyl cellulose is 5 to 500 μm, preferably 50 to 250 μm.
これら吸水剤の配合量は、適度な吸水速度と吸水量を得るために、例えばカルボキシメチルセルロース・ナトリウムであれば、粘着剤組成物全成分の質量に対して10乃至50質量%、好ましくは20乃至40質量%の割合で使用することが望ましい。 In order to obtain an appropriate water absorption rate and amount of water absorption, for example, carboxymethylcellulose sodium is used in an amount of 10 to 50% by mass, preferably 20 to 20% by mass with respect to the mass of all components of the pressure-sensitive adhesive composition. It is desirable to use at a ratio of 40% by mass.
<その他含有可能な成分>
また本発明の粘着剤組成物においては、パラフィン系、ナフテン系、等の石油系プロセスオイルやひまし油、大豆油などの植物油、及び植物油由来の脂肪酸エステルなどの軟化剤を使用してもよい。
さらに、一般的なゴム系粘着剤で使用するビスフェノール系、ヒンダードアミン系、ベンゾイミダゾール系などの老化防止剤や紫外線吸収剤、光安定剤などを1種又は複数の組合せで適宜添加してもよい。
その他皮膚貼付用の粘着テープやシートに一般に用いられるような各種添加剤、例えば充填剤などを適宜配合してもよい。
あるいは、既に損傷を受けた皮膚又は、損傷が予想される皮膚に対しては、皮膚の治療又は損傷の予防、美容等を目的とする薬効成分を添加してもよい。例えば、セラミド等の保湿効果のある物質を添加することで、角質剥離でダメージを受けた皮膚の健常な皮膚への再生を助長することができ、また、血流促進効果の高いγオリザノール等を添加することにより、褥瘡発生が懸念される部位において体圧によって生じる血管の閉塞を緩和し、褥瘡予防が期待できる。
<Other components that can be contained>
In the pressure-sensitive adhesive composition of the present invention, a paraffinic or naphthenic petroleum process oil, a castor oil, a vegetable oil such as soybean oil, or a softener such as a fatty acid ester derived from a vegetable oil may be used.
Furthermore, anti-aging agents such as bisphenol-based, hindered amine-based, and benzimidazole-based used in general rubber-based pressure-sensitive adhesives, ultraviolet absorbers, light stabilizers, and the like may be appropriately added in one or more combinations.
In addition, various additives generally used in adhesive tapes and sheets for skin application, such as fillers, may be appropriately blended.
Alternatively, a medicinal component for the purpose of skin treatment or prevention of damage, beauty, etc. may be added to skin that has already been damaged or skin that is expected to be damaged. For example, by adding a substance having a moisturizing effect such as ceramide, it is possible to promote the regeneration of skin damaged by exfoliation into healthy skin, and γ-orizanol, which has a high blood flow promoting effect, etc. By adding, it can relieve the occlusion of blood vessels caused by body pressure at the site where pressure ulcers are concerned, and it can be expected to prevent pressure ulcers.
本発明の皮膚貼付用ハイドロコロイド型粘着剤組成物は、37℃の生理食塩水に浸漬したとき、浸漬から1時間後の重量増加量が自重の50%以上であり、浸漬から24時間後の重量増加量が自重の300%以上であり、且つ、37℃の生理食塩水に24時間浸漬した後においても、過剰な吸水性による溶解や形状崩壊を起こさず、一体性を保つものとなるように、各成分を配合することが好ましい。ここで、溶解とは粘着剤組成物が水分を吸収することにより、組成物中の親水性成分の大部分が疎水性部分から分離して水中に溶け出した状態を意味し、また、形状崩壊とは、組成物中の親水性成分が水分を吸収し大きく膨潤することにより、親水性成分の膨潤力が粘着剤組成物の凝集力より勝るようになり、親水性成分の大部分が水に溶け出すとともに、疎水性部分の一部も水中に分散した状態、またはごく僅かな力で元の形状が崩れる状態になることを意味し、このような場合、組成物を水中からひとつの固体として取り出すことが困難となる。このような組成物の場合、皮膚に貼付した際、剥離時に凝集破壊を起こしたり、貼付中に粘着剤組成物の一部が脱離したりする虞がある。 When the hydrocolloid pressure-sensitive adhesive composition for skin application of the present invention is immersed in physiological saline at 37 ° C., the weight increase after 1 hour from immersion is 50% or more of its own weight, and the weight after 24 hours from immersion. The increase amount is 300% or more of its own weight, and even after being immersed in physiological saline at 37 ° C. for 24 hours, it does not cause dissolution or shape collapse due to excessive water absorption, and maintains integrity. It is preferable to blend each component. Here, dissolution means a state in which most of the hydrophilic components in the composition are separated from the hydrophobic portion and dissolved in water due to absorption of moisture by the pressure-sensitive adhesive composition, and the shape collapses. The hydrophilic component in the composition absorbs moisture and swells greatly, so that the swelling power of the hydrophilic component exceeds the cohesive force of the pressure-sensitive adhesive composition, and most of the hydrophilic component is in water. It means that a part of the hydrophobic part is dispersed in water, or the original shape collapses with very little force, in such a case. It becomes difficult to take out. In the case of such a composition, when it is applied to the skin, it may cause cohesive failure at the time of peeling, or a part of the pressure-sensitive adhesive composition may be detached during application.
<創傷材>
このようにして調製した本発明の皮膚貼付用ハイドロコロイド型粘着剤組成物を基材に適量塗布することで、本発明の創傷材を得ることができる。なお前記粘着剤組成物を、疎水性粘着剤を塗布した支持体の中心部分に位置するように、疎水性粘着剤層又は直接支持体の上に塗布(或いは貼付)することにより、該粘着剤組成物を救急絆創膏のパッドとして使用することもできる。
<Wound material>
The wound material of the present invention can be obtained by applying an appropriate amount of the hydrocolloid pressure-sensitive adhesive composition for skin application of the present invention thus prepared to a substrate. The pressure-sensitive adhesive composition is applied (or pasted) on the hydrophobic pressure-sensitive adhesive layer or directly on the support so as to be positioned at the center of the support coated with the hydrophobic pressure-sensitive adhesive. The composition can also be used as a pad for emergency bandages.
本発明の創傷材は、有機溶剤が不要の塗工方法であるカレンダー法やホットメルト法などによって、好適に作製することができる。
ホットメルト法は、有機溶剤などの希釈媒体を全く使用せず、高温で急激に軟化溶融するブロック共重合体の特性を利用した方法であり、乾燥工程が不要、塗工速度が速い、爆発火災の危険がないなどの利点がある。
ホットメルト法による創傷材の製造例を以下に記載する。加熱制御可能な高速回転ミキサーで、エラストマー成分、粘着付与樹脂、可塑剤及び吸水剤を、窒素雰囲気下、通常150〜200℃の温度で30〜120分間加熱高速撹拌して溶解物として各成分が均一となった粘着剤組成物を得る。
前記方法にて得られた粘着剤組成物を、ホットメルト塗工機にて、150〜180℃に温度制御したダイヘッド部分から押し出して剥離シート上に100〜1,000μmの厚さに展延した後、これに、基材をラミネートすることで創傷材を作製する。
なお前述の本発明の粘着剤組成物は、170〜180℃の高温の加熱高速撹拌においても実用上、可塑剤等の添加物が揮散等によって消失しない組成となっており、ホットメル
ト法に好適な構成となっている。
The wound material of the present invention can be suitably produced by a calendar method, a hot melt method, or the like, which is a coating method that does not require an organic solvent.
The hot-melt method uses the characteristics of a block copolymer that softens and melts rapidly at high temperatures without using any dilution medium such as organic solvents, and does not require a drying process. There are advantages such as no danger of.
An example of manufacturing a wound material by the hot melt method will be described below. Heat-controllable high-speed rotating mixer. Elastomer component, tackifier resin, plasticizer and water-absorbing agent are heated and stirred at a temperature of usually 150-200 ° C for 30-120 minutes under nitrogen atmosphere. A uniform pressure-sensitive adhesive composition is obtained.
The pressure-sensitive adhesive composition obtained by the above method was extruded from a die head part temperature-controlled at 150 to 180 ° C. with a hot melt coating machine and spread on a release sheet to a thickness of 100 to 1,000 μm. Then, a wound material is produced by laminating a base material on this.
The above-mentioned pressure-sensitive adhesive composition of the present invention has a composition in which an additive such as a plasticizer does not disappear due to volatilization even in high-temperature heating and high-speed stirring at 170 to 180 ° C., and is suitable for a hot melt method. It has become a structure.
ここで用いられる基材としては、適度な伸縮性、柔軟性、強度、適度の通気性及び菌バリヤー性を備えるものであれば特に限定されず、例えばポリオレフィン、ポリウレタン、ポリエステル及びポリアクリル酸等のフィルム、フォーム、不織布、織布及び編み布等が挙げられる。中でも上述の観点からポリウレタン性のフィルムが好ましい。 The base material used here is not particularly limited as long as it has appropriate stretchability, flexibility, strength, appropriate air permeability and fungus barrier property, and examples thereof include polyolefins, polyurethanes, polyesters and polyacrylic acids. Examples thereof include films, foams, non-woven fabrics, woven fabrics, and knitted fabrics. Among these, a polyurethane film is preferable from the above viewpoint.
また、使用する剥離シートは貼付材の分野で慣用のものを用いることができる。例えばシリコーン離型処理した上質紙、グラシン紙等の紙基材やポリエステルフィルム等を用いることができる。また、剥離体の目付けは、限定はされないが、通常、50〜150g/m2程度が好ましく、60〜100g/m2程度がより好ましい。剥離シートは1枚としても良いが、剥離シートの略中心部に、その外形を分断する線状の剥離シート分断部を1本もしくは2本以上設けることによって、一方の剥離シートを剥がしても、他方の剥離体が残り、粘着面に触れることなく貼付作業ができるようになり、作業性が向上する。貼付材をロール状とした場合においては、特に剥離シートを剥ぎ取りやすくし、取り扱い性を向上させるのに有効である。また、2枚以上の剥離シートを粘着剤から剥離しやすいように、剥離シートを一方に覆い被さるか又は折り返すように配置しても、取り扱い性を向上させるのに有効である。
本発明において、剥離シートの長さは、粘着剤の流出防止、生産性、取扱性、経済性及び製法の容易性等の観点より、粘着剤の塗工領域よりも、0.2mm以上、特に1〜5mm大きくすることが好ましい。
Moreover, the release sheet used can use a thing conventionally used in the field | area of a patch. For example, a paper base material such as high-quality paper or glassine paper subjected to silicone release treatment, a polyester film, or the like can be used. Also, the basis weight of the release body, but are not limited to, usually, preferably about 50 to 150 g / m 2, about 60 to 100 / m 2 is more preferable. Although one release sheet may be used, even if one release sheet is peeled off by providing one or two or more linear release sheet dividing portions that divide the outer shape at the substantially central portion of the release sheet, The other peeled body remains, and a sticking operation can be performed without touching the adhesive surface, thereby improving workability. In the case where the patch is in a roll shape, it is particularly effective for making the release sheet easy to peel off and improving the handleability. Moreover, even if it arrange | positions so that two or more release sheets may be easily peeled from an adhesive and it covers or peels on one side, it is effective in improving a handleability.
In the present invention, the length of the release sheet is 0.2 mm or more, particularly from the adhesive coating area, from the viewpoint of prevention of adhesive flow-out, productivity, handling, economy, and ease of production. It is preferable to increase it by 1 to 5 mm.
本発明の創傷材の粘着剤層の厚さは、特に制限されないが、皮膚への固定性を担保し、支持体厚みとのバランスの点から、一定厚とする場合は、100乃至1200μm以下が好ましい。また、例えば、創傷材の縁取り部の粘着剤の塗布量を、創傷剤の中央部分の粘着剤の塗布量より少なく、厚みを薄くすることにより、縁取り部と衣類等とのこすれを防止し、皮膚へ適用した時に剥がれにくくなる効果が得られる。この場合、粘着剤の塗布量は、中央部で、好ましくは300〜1,200μm、更に好ましくは600〜800μmであり、縁取り部の粘着剤の塗布量は、好ましくは50〜300μm、更に好ましくは100〜300μmである。 The thickness of the pressure-sensitive adhesive layer of the wound material of the present invention is not particularly limited, but when securing a fixed thickness from the point of balance with the thickness of the support and ensuring the fixation to the skin, the thickness is 100 to 1200 μm or less. preferable. In addition, for example, the amount of adhesive applied to the border of the wound material is less than the amount of adhesive applied to the center of the wound agent, and the thickness is reduced to prevent rubbing between the border and clothing, etc. The effect that it becomes difficult to peel off when applied to is obtained. In this case, the coating amount of the pressure-sensitive adhesive is preferably 300 to 1,200 μm, more preferably 600 to 800 μm at the center, and the coating amount of the pressure-sensitive adhesive at the border is preferably 50 to 300 μm, more preferably. 100 to 300 μm.
以下、本発明を実施例を用いて詳細に説明するが、本発明はこれら実施例に限定されるものではない。 EXAMPLES Hereinafter, although this invention is demonstrated in detail using an Example, this invention is not limited to these Examples.
<皮膚貼付用ハイドロコロイド型粘着剤組成物の調製>
前記ホットメルト法で、表1に示す組成にて170℃で30〜50分間の加熱高速撹拌を行い、均一な粘着剤組成物を調製した。
調製した粘着剤組成物をシリコーン処理したグラシン紙(厚さ120μm)上に、600μmの厚さに展延して粘着剤層を形成した。この粘着剤層の上に基材として30μmのポリエーテル系ポリウレタンフィルムをラミネートし実施例及び比較例の創傷材を作製した。
なお、実施例及び比較例で使用した各材料の一覧を表2に示す。
<Preparation of hydrocolloid adhesive composition for skin application>
A uniform pressure-sensitive adhesive composition was prepared by heating and stirring at 170 ° C. for 30 to 50 minutes using the hot melt method at the composition shown in Table 1.
The prepared pressure-sensitive adhesive composition was spread on a silicone-treated glassine paper (thickness 120 μm) to a thickness of 600 μm to form a pressure-sensitive adhesive layer. A 30 μm polyether-based polyurethane film was laminated on the pressure-sensitive adhesive layer as a base material to prepare wound materials of Examples and Comparative Examples.
Table 2 shows a list of materials used in the examples and comparative examples.
<吸水率の評価>
こうして調製した実施例1乃至実施例4並びに比較例1乃至比較例5の創傷材について、吸水率を評価した。
試料として各創傷材を20mm×20mmに裁断したものを用い、これを37℃の生理食塩水に浸漬した。
浸漬後1時間経過後、6時間経過後及び24時間経過後の試料の重量増加量(g数)を
測定し、下記式に従い、浸漬前の試料重量に対する重量増加率(%)を吸水率とした。
・t時間後の吸水率(%)=[(生理食塩水にt時間浸漬後の試料重量−浸漬前の試料重量)/浸漬前の試料重量]×100
また、1時間経過後の吸水率が150%以上であるものを◎、50%以上150%未満を〇、50%未満を△として評価した。
得られた結果を表1に示す。
<Evaluation of water absorption rate>
The water absorption of the wound materials of Examples 1 to 4 and Comparative Examples 1 to 5 prepared in this way was evaluated.
A sample obtained by cutting each wound material into 20 mm × 20 mm was used and immersed in physiological saline at 37 ° C.
The weight increase (g) of the sample after 1 hour, 6 hours and 24 hours after immersion was measured, and the weight increase rate (%) with respect to the sample weight before immersion was determined as the water absorption rate according to the following formula. did.
Water absorption rate after time t (%) = [(sample weight after immersion in physiological saline for t time−sample weight before immersion) / sample weight before immersion] × 100
In addition, the case where the water absorption rate after 1 hour was 150% or more was evaluated as ◎, 50% or more and less than 150% as 〇, and less than 50% as Δ.
The obtained results are shown in Table 1.
<可塑剤の揮散性の評価>
実施例1乃至実施例4並びに比較例1乃至比較例5の創傷材の粘着剤に用いた可塑剤を、夫々約1gずつアルミカップに量り取り、180℃のオーブンで加熱し、一定時間毎に重量を測定し、可塑剤の揮散性を評価した。
詳細には加熱前の初期の重量に対する加熱後の残量を算出し、加熱後の残量が初期の重量の0.1%以下になるまで、或いは、加熱時間が30分に達するまで、加熱及び測定を行った。
180℃にて30分加熱後の揮散残量が95%以上のものを○、60%以上95%未満を△、60%未満のものを×として評価した。
得られた結果を表1にあわせて示す。
<Evaluation of volatility of plasticizer>
About 1 g each of the plasticizer used for the adhesive of the wound material of Examples 1 to 4 and Comparative Examples 1 to 5 was weighed into an aluminum cup, heated in an oven at 180 ° C., and at regular intervals. The weight was measured and the volatility of the plasticizer was evaluated.
Specifically, the remaining amount after heating is calculated with respect to the initial weight before heating, and heating is performed until the remaining amount after heating becomes 0.1% or less of the initial weight or until the heating time reaches 30 minutes. And measurements were taken.
Evaluation was made with ○ indicating that the remaining volatility after heating at 180 ° C. for 30 minutes was 95% or more, Δ being 60% or more and less than 95%, and × being less than 60%.
The obtained results are also shown in Table 1.
表1に示す結果から明らかなように、実施例1乃至実施例4の創傷材は、生理食塩水浸漬後1時間経過後から高い吸水率を示し、また、180℃における可塑剤の揮散量も非常に低いものであった。
一方、アジピン酸ポリエステル以外の可塑剤を用いた比較例1乃至比較例5の創傷材は、生理食塩水浸漬後24時間経過後には、実施例の創傷材と同等の吸水率を示すものもあったが、1時間経過後の吸水率はいずれも実施例の創傷材と比べて低いものであった。また、180℃における可塑剤の揮散量も非常に多く、特に比較例3乃至比較例5にあっては、30分経過後にはその殆どが揮散してしまうとする結果となった。また、生理食塩水浸漬後24時間経過後において、実施例及び比較例の粘着剤組成物の溶解や形状崩壊は認められなかった。
As is apparent from the results shown in Table 1, the wound materials of Examples 1 to 4 show a high water absorption rate after 1 hour has passed since physiological saline immersion, and the volatilization amount of the plasticizer at 180 ° C. It was very low.
On the other hand, some of the wound materials of Comparative Examples 1 to 5 using a plasticizer other than adipic acid polyester show a water absorption rate equivalent to that of the wound material of the example after 24 hours from immersion in physiological saline. However, the water absorption after 1 hour was low as compared with the wound materials of the examples. Further, the volatilization amount of the plasticizer at 180 ° C. was very large, and particularly in Comparative Examples 3 to 5, the result was that most of the volatilization would occur after 30 minutes. In addition, no dissolution or shape collapse of the pressure-sensitive adhesive compositions of Examples and Comparative Examples was observed after 24 hours from immersion in physiological saline.
<皮膚刺激性の評価>
前述において調製した実施例1乃至実施例4の創傷材をヒト前腕内側に貼付し、貼付24時間後に試験片を剥離し、剥離1時間後と24時間後の試験片の貼付部位の皮膚刺激を本邦基準に従って評価した(n=30)。
ここで、本邦基準とは、本邦パッチテスト研究班の基準である。具体的には、皮膚反応の程度により、−:0、±:0.5、+:1、++:2、+++:3、及び++++:4として重み付けし、下式に従い、各被験者の評価結果の平均値を100倍して、皮膚刺激指数とした。
[判定基準]
− :反応なし
± :軽い紅斑
+ :紅斑
++ :紅斑+浮腫
+++ :紅斑+浮腫+丘疹
++++:紅斑+浮腫+丘疹、漿液性丘疹、小水疱
[皮膚刺激指数 計算式]
皮膚刺激指数=(評点総和/被験者数)×100
<Evaluation of skin irritation>
The wound materials of Examples 1 to 4 prepared above were applied to the inner side of the human forearm, the test piece was peeled off 24 hours after the sticking, and the skin irritation of the sticking site of the test piece 1 hour and 24 hours after the peeling was performed. Evaluation was performed according to Japanese standards (n = 30).
Here, the Japanese standard is the standard of the Japanese patch test research group. Specifically, depending on the degree of skin reaction,-: 0, ±: 0.5, +: 1, ++: 2, +++: 3, and +++: 4: are weighted, and the evaluation results of each subject according to the following formula Was multiplied by 100 to obtain the skin irritation index.
[Criteria]
-: No response ±: Mild erythema +: Erythema ++: Erythema + edema +++: Erythema + edema + papules +++: Erythema + edema + papules, serous papules, vesicles [Skin irritation index formula]
Skin irritation index = (total score / number of subjects) × 100
得られた皮膚刺激指数を、下記の基準にて評価した。
安全品 :0以上〜15未満
要改良品:15以上〜30未満
危険品 :30以上
実施例1乃至4の創傷材の皮膚刺激はいずれも安全品に区分された。
The obtained skin irritation index was evaluated according to the following criteria.
Safety product: 0 or more to less than 15 Improvement required product: 15 or more to less than 30 Dangerous product: 30 or more All the skin irritation of the wound materials of Examples 1 to 4 were classified as safety products.
以上の結果より、本発明の粘着剤組成物は高い吸水性を有する粘着剤とすることが確認され、またそこに使用される可塑剤は塗工時の温度においても揮散が少ないことから、吸水性能等が失われることのない、製品安定性に優れる粘着剤を与えることができることが確認された。さらに本発明の粘着剤組成物を用いた創傷材は皮膚刺激性が弱いことが確認された。
従って、本粘着剤組成物を塗布した創傷材は、救急絆創膏やドレッシング材の医療・衛生分野への展開が期待できる。
From the above results, it was confirmed that the pressure-sensitive adhesive composition of the present invention is a pressure-sensitive adhesive having high water absorption, and the plasticizer used therein has little volatilization even at the temperature during coating. It was confirmed that an adhesive having excellent product stability can be provided without losing performance or the like. Furthermore, it was confirmed that the wound material using the pressure-sensitive adhesive composition of the present invention has weak skin irritation.
Therefore, the wound material to which the present adhesive composition is applied can be expected to be developed in the medical / hygiene field of emergency adhesive bandages and dressing materials.
Claims (7)
(B)粘着付与樹脂、
(C)少なくとも一種の可塑剤、及び
(D)吸水剤
を含有する組成物であって、
前記成分(C)は下記式(1)
R1は互いに独立して炭素原子数2乃至10のアルキレン基を表し、
R2は炭素原子数2乃至10のアルキレン基又は酸素原子により中断された炭素原子数2
乃至10のアルキレン基を表し、
R3は互いに独立して水素原子又は炭素原子数4乃至14のアルキル基を表し、そして
nは1乃至10の数を表す。)
で表されるポリエステル化合物を含む、皮膚貼付用ハイドロコロイド型粘着剤組成物。 (A) an elastomer containing a styrenic block copolymer and liquid rubber,
(B) a tackifying resin,
(C) a composition containing at least one plasticizer, and (D) a water absorbing agent,
The component (C) is represented by the following formula (1)
R 1 independently represents an alkylene group having 2 to 10 carbon atoms,
R 2 is an alkylene group having 2 to 10 carbon atoms or 2 carbon atoms interrupted by an oxygen atom.
Represents 10 to 10 alkylene groups,
R 3 independently represents a hydrogen atom or an alkyl group having 4 to 14 carbon atoms, and n represents a number of 1 to 10. )
A hydrocolloid pressure-sensitive adhesive composition for skin application, comprising a polyester compound represented by the formula:
酸ポリエステルを含む、請求項1記載の皮膚貼付用ハイドロコロイド型粘着剤組成物。 The component (C), the formula (1) two of R 1 contains an adipic acid polyester representing together n- butylene group, claim 1 for application to the skin hydrocolloid pressure-sensitive adhesive composition according in.
記載の皮膚貼付用ハイドロコロイド型粘着剤組成物。 In the formula (1), two R 3 s each represent an alkyl group having 8 to 10 carbon atoms.
The hydrocolloid pressure-sensitive adhesive composition for skin application as described.
37℃の生理食塩水に24時間浸漬した後においても過剰な吸水性により溶解や形状崩壊を起こさず一体性を保つことを特徴とする、請求項1に記載のハイドロコロイド型粘着剤組成物。 When immersed in physiological saline at 37 ° C., the weight increase after 1 hour from immersion is 50% or more of its own weight, the weight increase after 24 hours after immersion is 300% or more of its own weight, and 37 ° C. 2. The hydrocolloid pressure-sensitive adhesive composition according to claim 1, wherein the hydrocolloid-type pressure-sensitive adhesive composition maintains integrity without being dissolved or deformed by excessive water absorption even after being immersed in a physiological saline solution for 24 hours.
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JP2017039706A (en) * | 2015-08-19 | 2017-02-23 | ニチバン株式会社 | Hydrocolloid type adhesive composition for skin patches, and patches using the same |
KR102083097B1 (en) * | 2018-11-27 | 2020-02-28 | 김정호 | Method for Preparing Moist Wound Dressing Composition Comprising Myrrh |
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JPH02212423A (en) * | 1989-02-13 | 1990-08-23 | Nitto Denko Corp | Anti-inflammatory and analgesic application agent |
JPH09122221A (en) * | 1995-11-06 | 1997-05-13 | Hisamitsu Pharmaceut Co Inc | Skin sticking sheet |
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JP2017039706A (en) * | 2015-08-19 | 2017-02-23 | ニチバン株式会社 | Hydrocolloid type adhesive composition for skin patches, and patches using the same |
KR102083097B1 (en) * | 2018-11-27 | 2020-02-28 | 김정호 | Method for Preparing Moist Wound Dressing Composition Comprising Myrrh |
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