CN102203204B - 对皮肤温和的粘合剂 - Google Patents
对皮肤温和的粘合剂 Download PDFInfo
- Publication number
- CN102203204B CN102203204B CN200980143552.5A CN200980143552A CN102203204B CN 102203204 B CN102203204 B CN 102203204B CN 200980143552 A CN200980143552 A CN 200980143552A CN 102203204 B CN102203204 B CN 102203204B
- Authority
- CN
- China
- Prior art keywords
- binding agent
- polydiorganosiloxanepolyurea
- certain embodiments
- polydimethylsiloxane
- skin
- 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.)
- Active
Links
- 239000011230 binding agent Substances 0.000 title claims abstract description 55
- 239000000853 adhesive Substances 0.000 claims abstract description 23
- 230000001070 adhesive effect Effects 0.000 claims abstract description 23
- 238000010894 electron beam technology Methods 0.000 claims abstract description 21
- 238000000034 method Methods 0.000 claims abstract description 12
- 230000005855 radiation Effects 0.000 claims abstract description 7
- 239000000463 material Substances 0.000 claims description 80
- 239000011347 resin Substances 0.000 claims description 32
- 229920005989 resin Polymers 0.000 claims description 32
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 29
- -1 polydimethylsiloxane Polymers 0.000 claims description 26
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 17
- 229910052710 silicon Inorganic materials 0.000 claims description 16
- 239000010703 silicon Substances 0.000 claims description 16
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 15
- 239000012530 fluid Substances 0.000 claims description 15
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 13
- 206010040844 Skin exfoliation Diseases 0.000 claims description 6
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims description 3
- 239000004744 fabric Substances 0.000 claims description 2
- 229920005684 linear copolymer Polymers 0.000 claims description 2
- 238000005259 measurement Methods 0.000 claims description 2
- 238000009941 weaving Methods 0.000 claims description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims 7
- 229920001296 polysiloxane Polymers 0.000 abstract description 11
- 238000004132 cross linking Methods 0.000 abstract description 2
- 239000000523 sample Substances 0.000 description 27
- 238000000576 coating method Methods 0.000 description 22
- 239000011248 coating agent Substances 0.000 description 19
- 239000000499 gel Substances 0.000 description 17
- 125000000217 alkyl group Chemical group 0.000 description 14
- 238000007711 solidification Methods 0.000 description 11
- 230000008023 solidification Effects 0.000 description 11
- 125000003118 aryl group Chemical group 0.000 description 10
- 238000001723 curing Methods 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- 230000000996 additive effect Effects 0.000 description 7
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000012528 membrane Substances 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 239000002243 precursor Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 208000027418 Wounds and injury Diseases 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- 239000003292 glue Substances 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 229920002545 silicone oil Polymers 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- JRMAQQQTXDJDNC-UHFFFAOYSA-M 2-ethoxy-2-oxoacetate Chemical compound CCOC(=O)C([O-])=O JRMAQQQTXDJDNC-UHFFFAOYSA-M 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 0 CC*(CC)N(*)*=C Chemical compound CC*(CC)N(*)*=C 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- GUTLYIVDDKVIGB-OUBTZVSYSA-N Cobalt-60 Chemical compound [60Co] GUTLYIVDDKVIGB-OUBTZVSYSA-N 0.000 description 2
- 239000004821 Contact adhesive Substances 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 238000013006 addition curing Methods 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 125000005372 silanol group Chemical group 0.000 description 2
- 239000013464 silicone adhesive Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
- 229920001897 terpolymer Polymers 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 206010009866 Cold sweat Diseases 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229920001875 Ebonite Polymers 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 206010016717 Fistula Diseases 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 229910004283 SiO 4 Inorganic materials 0.000 description 1
- 208000028990 Skin injury Diseases 0.000 description 1
- 231100000987 absorbed dose Toxicity 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000010382 chemical cross-linking Methods 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000004567 concrete Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 239000007799 cork Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000000249 desinfective effect Effects 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000013536 elastomeric material Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 230000003890 fistula Effects 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 230000005251 gamma ray Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 230000003699 hair surface Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- 238000006459 hydrosilylation reaction Methods 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000008274 jelly Substances 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 229940127554 medical product Drugs 0.000 description 1
- 238000013160 medical therapy Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052756 noble gas Inorganic materials 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- NJPPVKZQTLUDBO-UHFFFAOYSA-N novaluron Chemical compound C1=C(Cl)C(OC(F)(F)C(OC(F)(F)F)F)=CC=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F NJPPVKZQTLUDBO-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 230000021715 photosynthesis, light harvesting Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000011505 plaster Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920003216 poly(methylphenylsiloxane) Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 231100000241 scar Toxicity 0.000 description 1
- 150000003376 silicon Chemical class 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 230000036555 skin type Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 230000032258 transport Effects 0.000 description 1
- PQDJYEQOELDLCP-UHFFFAOYSA-N trimethylsilane Chemical compound C[SiH](C)C PQDJYEQOELDLCP-UHFFFAOYSA-N 0.000 description 1
- 229940094989 trimethylsilane Drugs 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- 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
-
- 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
- C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
- C09J183/04—Polysiloxanes
-
- 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
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
- A61L24/043—Mixtures of macromolecular materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/28—Treatment by wave energy or particle radiation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/14—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
-
- 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
- C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2383/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
- C08J2383/04—Polysiloxanes
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/26—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/26—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension
- Y10T428/263—Coating layer not in excess of 5 mils thick or equivalent
- Y10T428/264—Up to 3 mils
- Y10T428/265—1 mil or less
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2852—Adhesive compositions
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
Abstract
本发明描述了电子束和γ辐照交联的有机硅凝胶粘合剂。使用到非官能化的和官能化的聚二有机硅氧烷。本发明还描述了形成所述粘合剂的方法和掺入所述粘合剂的医疗制品。
Description
本专利申请要求美国临时申请No.61/109,211(2008年10月29日提交)和美国临时申请No.61/109,213(2008年10月29日提交)的权利,这两个临时申请全文以引用方式并入本文中。
技术领域
本发明涉及对皮肤温和的粘合剂。具体地讲,本发明涉及有机硅凝胶粘合剂及其制备方法。所述方法包括使用电子束或γ射线固化低分子量有机硅(包括非官能化有机硅)。
发明内容
简而言之,在一个方面,本发明提供了包含辐照固化的有机硅凝胶的粘合剂。该有机硅凝胶包含交联的聚二有机硅氧烷材料。
在另一方面,本发明提供了通过将包含聚二有机硅氧烷材料的组合物暴露于其剂量足以使该聚二有机硅氧烷材料交联的电子束辐照和γ辐照中的至少一种而形成的粘合剂。
在一些实施例中,聚二有机硅氧烷材料包含聚二甲基硅氧烷。在一些实施例中,聚二甲基硅氧烷选自:一种或多种硅烷醇封端的聚二甲基硅氧烷、一种或多种非官能化聚二甲基硅氧烷以及它们的组合。在一些实施例中,聚二甲基硅氧烷由一种或多种非官能化聚二甲基硅氧烷组成。
在一些实施例中,粘合剂还包含硅酸盐树脂增粘剂。在一些实施例中,粘合剂还包含聚(二甲基硅氧烷-草酰胺)线性共聚物。
在一些实施例中,聚二有机硅氧烷材料包含在25℃下动态粘度不高于1,000,000mPa·sec的聚二有机硅氧烷流体。在一些实施例中,聚二有机硅氧烷材料由在25℃下动态粘度不高于100,000厘沲的聚二有机硅氧烷流体组成。
在一些实施例中,根据皮肤剥离附着力方法测量,粘合剂的与人皮肤的180度剥离附着力不高于200克每2.54厘米。
在又一方面,本发明提供了一种医疗制品,该制品包括粘附到医用基材的本发明任何有机硅粘合剂的层。在一些实施例中,该层的厚度为20微米至200微米。在一些实施例中,医用基材包括纸、聚合物膜以及织造布和无纺布中的至少一者。
在另一个方面,本发明提供了将医用基材粘附到生物基材的方法。该方法包括将根据本发明的粘合剂粘附到医用基材,和使用该粘合剂将医用基材粘附到生物基材上。在一些实施例中,生物基材是人皮肤。
本发明的上述发明内容并不旨在描述本发明的每一个实施例。本发明的一个或多个实施例的细节还在以下描述中给出。本发明的其他特征、目标和优点从说明书和权利要求书中将显而易见。
附图说明
图1示出根据本发明一些实施例的医疗制品。
具体实施方式
压敏粘合剂(PSA)(包括有机硅压敏粘合剂)应用于粘附皮肤,这在本领域中是已知的,并且有许多压敏粘合剂实例市售。然而,PSA的一些性质限制了其应用于粘附皮肤。例如,具有过高程度的粘合强度的PSA在移除时会造成皮肤损伤。或者,如果降低粘合强度,则PSA会缺乏足够的保持力而不足为用,或者会损失使粘合剂可以方便施用的室温粘着性。另外,与皮肤相比相对刚性或不适形的PSA在使用期间通常会导致患者感到很不适。此外,即使是实测的与皮肤的剥离附着力较低的粘合剂在移除时也会引起不适,例如如果该粘合剂与毛发缠结的话。
有机硅凝胶(交联的聚二甲基硅氧烷(“PDMS”))材料已用于介电填料、减震器和促进疤痕组织愈合的医学疗法。轻度交联的有机硅凝胶是柔软、发粘的弹性材料,与传统的增粘有机硅PSA相比具有低至中度的粘合强度。有机硅凝胶通常比有机硅PSA软,其在粘附至皮肤时会导致较少的不适。相对较低的粘合强度和中度的粘性的组合使得有机硅凝胶适用作对皮肤温和的粘合剂。
有机硅凝胶粘合剂对皮肤具有良好的粘合力,但轻轻用力即可移除,并且能够调换位置。市售的有机硅凝胶粘合剂系统的例子包括以如下商品名出售的产品:DowCorningMG7-9850、WACKER2130、BLUESTAR4317和BLUESTAR4320以及NUSIL6345和NUSIL6350。
这些对皮肤温和的粘合剂是通过乙烯基封端的聚(二甲基硅氧烷)(PDMS)与氢封端的PDMS之间在硅氢化催化剂(例如铂复合物)存在下进行的加成固化反应形成的。乙烯基封端的和氢封端的PDMS链由于其特定的化学部分而被称为“官能化的”有机硅。单独地,所述官能化的有机硅通常不具有反应性;但是,它们在一起时会形成反应性的有机硅体系。另外,可以配制硅酸盐树脂(增粘剂)和具有多个氢官能团的PDMS(交联剂)以修饰凝胶的粘合性质。
加成固化反应所得的有机硅凝胶粘合剂是非常轻度交联的聚二甲基硅氧烷(PDMS)网络,具有一定含量的游离(未交联)的PDMS流体,且具有很少的增粘树脂或不具有增粘树脂。相比之下,有机硅PSA中增粘树脂用量通常较高(45-60pph)。
除了以催化剂促进有机硅材料的固化外,已知由有机过氧化物的高温降解所形成的自由基也可使有机硅PSA制品交联或固化。该固化技术是不可取的,因为在固化化学反应所得的膜中留有酸性残基,所述酸性残基具有腐蚀性而不适合与皮肤接触。
通常,本发明的交联硅氧烷网络可由官能化或非官能化的有机硅材料形成。这些凝胶粘合剂由于聚硅氧烷网络的玻璃化转变温度(Tg)和模量非常低而具有良好的润湿特性。在流变学上,这些凝胶在建立粘合和断开粘合的时标表现出几乎相同的储能模量,导致需要相对较低至中等的力就能通过剥离将粘合剂脱粘。这使得在移除时对皮肤的创伤极少或没有。另外,交联凝胶的弹性性质可防止粘合剂在粘附皮肤期间在毛发周围流动,进一步减少了在移除时产生疼痛的情况。
通常,有机硅材料可以是油、流体、胶、弹性体或树脂,例如脆性固体树脂。通常,较低分子量、较低粘度的材料被称为流体或油,而较高分子量、较高粘度的材料被称为胶。然而,这些术语之间没有明显的差别。弹性体和树脂具有比胶更高的分子量,并且通常不能流动。本文所用的术语“流体”或“油”是指在25℃下的动态粘度不高于1,000,000mPa·sec(例如低于600,000mPa·sec)的材料,而在25℃下的动态粘度高于1,000,000mPa·sec(例如,至少10,000,000mPa·sec)的材料被称为“胶”。
通常,可用于本发明的有机硅材料是聚二有机硅氧烷,即包含聚硅氧烷主链的材料。在一些实施例中,非官能化的有机硅材料可以是由下式描述的线性材料,下式示出具有脂族和/或芳族取代基的硅氧烷主链:
其中R1、R2、R3和R4独立地选自烷基或芳基,各个R5是烷基,n和m为整数,并且m或n中至少一个不为0。在一些实施例中,烷基或芳基中的一者或多者可含有卤素取代基,例如氟。例如,在一些实施例中,烷基的一者或多者可以是–CH2CH2C4F9。
在一些实施例中,R5是甲基,即非官能化的聚二有机硅氧烷材料以三甲基硅氧基基团封端。在一些实施例中,R1和R2是烷基并且n为0,即该材料是聚(二烷基硅氧烷)。在一些实施例中,烷基是甲基,即聚(二甲基硅氧烷)(“PDMS”)。在一些实施例中,R1是烷基,R2是芳基,并且n是0,即该材料是聚(烷基芳基硅氧烷)。在一些实施例中,R1是甲基,并且R2是苯基,即该材料是聚(甲基苯基硅氧烷)。在一些实施例中,R1和R2是烷基,并且R3和R4是芳基,即该材料是聚(二烷基二芳基硅氧烷)。在一些实施例中,R1和R2是甲基,并且R3和R4是苯基,即该材料是聚(二甲基二苯基硅氧烷)。
在一些实施例中,非官能化的聚二有机硅氧烷材料可以是带支链的。例如,R1、R2、R3和/或R4中的一个或多个可以是具有烷基或芳基(包括卤代的烷基或芳基)取代基和R5端基的线性或带支链的硅氧烷。
本文所用的“非官能化基团”是由碳、氢组成的烷基或芳基,在一些实施例中是由碳、氢和卤素(例如氟)原子组成的烷基或芳基。本文所用的“非官能化聚二有机硅氧烷材料”是其中R1、R2、R3、R4和R5基团是非官能化基团的聚二有机硅氧烷材料。
通常,官能化有机硅体系包括与起始物的聚硅氧烷主链相连的特定反应性基团(例如氢、羟基、乙烯基、烯丙基或丙烯酸酯基团)。本文所用的“官能化聚二有机硅氧烷材料”是其中式2的R基团中的至少一个为官能团的聚二有机硅氧烷材料。
在一些实施例中,官能化聚二有机硅氧烷材料是其中至少有2个R基团为官能团的聚二有机硅氧烷材料。通常,式2的R基团可以独立地选择。在一些实施例中,至少一个官能团选自:氢化物基团、羟基、烷氧基、乙烯基、环氧基和丙烯酸酯基团。
除了官能化R基团外,R基团也可以是非官能化基团,例如烷基或芳基,包括卤代的(例如氟代)的烷基或芳基。在一些实施例中,官能化聚二有机硅氧烷材料可以是带支链的。例如,R基团中的一者或多者可以是具有官能化和/或非官能化取代基的线性或支链硅氧烷。
本发明的对皮肤温和的粘合剂可以如下制备:将一种或多种聚二有机硅氧烷材料(例如有机硅油或流体)任选地与适当的增粘树脂一起进行组合,涂布所得的组合,并使用电子束或γ辐照进行固化。通常,也可包含任何已知的可用于配制粘合剂的添加剂。
如果包含添加剂,通常可使用任何已知的增粘树脂,例如在一些实施例中,可使用硅酸盐增粘树脂。在一些示例性粘合剂组合物中,可使用多种硅酸盐增粘树脂来得到所需的性能。
合适的硅酸盐增粘树脂包括那些由以下结构单元构成的树脂:M(即单价R′3SiO1/2单元)、D(即二价R′2SiO2/2单元)、T(即三价R′SiO3/2单元)和Q(即四价SiO4/2单元)以及它们的组合。代表性的示例性硅酸盐树脂包括MQ硅酸盐增粘树脂、MQD硅酸盐增粘树脂和MQT硅酸盐增粘树脂。这些硅酸盐增粘树脂的数均分子量通常在100克/摩尔至50,000克/摩尔的范围内,例如500克/摩尔至15,000克/摩尔,并且R′基团通常为甲基。
MQ硅酸盐增粘树脂是共聚合的树脂,其中各个M单元与Q单元键合,并且各个Q单元与至少一个其他Q单元键合。一些Q单元仅与其他Q单元键合。然而,一些Q单元与羟基键合得到HOSiO3/2单元(即“TOH”单元),从而导致了硅酸盐增粘树脂中含有一些与硅键合的羟基。
可将MQ树脂上与硅键合的羟基(即硅烷醇)的量降低至以所述硅酸盐增粘树脂的重量计不大于1.5重量%,不大于1.2重量%,不大于1.0重量%,或不大于0.8重量%。这可通过(例如)使六甲基二硅氮烷与硅酸盐增粘树脂反应来实现。该反应可用(例如)三氟乙酸来催化。作为另外一种选择,可以使三甲基氯硅烷或三甲基硅烷基乙酰胺与硅酸盐增粘树脂反应,在这种情况下无需催化剂。
MQD有机硅增粘树脂是具有M、Q和D单元的三元共聚物。在一些实施例中,D单元中的一些甲基R′基团可用乙烯基(CH2=CH-)代替(“DVi”单元)。MQT硅酸盐增粘树脂是具有M、Q和T单元的三元共聚物。
合适的硅酸盐增粘树脂可从例如以下来源商购获得:DowCorning(例如DC2-7066)、MomentivePerformanceMaterials(例如SR545和SR1000)和WackerChemieAG(例如BELSILTMS-803)。
在涂布和固化之前,聚硅氧烷材料、增粘树脂(如果存在)和任何任选的添加剂可通过多种已知方法中的任何一种进行组合。例如,在一些实施例中,可以使用通用设备(例如搅拌器、混合机、研磨机、挤出机等等)预先混合各种组分。
在一些实施例中,可将各种材料溶解在溶剂中,涂布并干燥,然后再固化。在一些实施例中,可使用无溶剂配混和涂布工艺。在一些实施例中,无溶剂涂布可在大约室温下进行。例如,在一些实施例中,材料可具有不高于100,000厘沲(cSt)(例如不高于50,000cSt)的动态粘度。然而,在一些实施例中,可使用热熔融涂布工艺如挤出,以(例如)将较高分子量的材料的粘度降低至更适于涂布的数值。各种组分可以一起地、以各种组合或单独地通过挤出机的一个或多个单独的口加入,并在挤出机内共混(如,熔体混合),然后被挤出以形成热熔融涂布的组合物。
涂布的组合物不管是如何形成的,都通过辐照进行固化。在一些实施例中,涂层可通过暴露在电子束辐照下进行固化。在一些实施例中,涂层可通过暴露在γ辐照下进行固化。在一些实施例中,可使用电子束固化和γ射线固化的组合。例如,在一些实施例中,涂层可通过暴露在电子束辐照下进行部分固化。然后,涂层可通过γ辐照进一步固化。
有多种电子束固化和γ射线固化的方法是熟知的。固化取决于具体所用的设备,并且本领域技术人员可为具体设备、几何形状和线速度以及其他熟知的工艺参数定义剂量校正模型。
市售的电子束产生设备是易得的。对于本文所述的实例,在CB-300型电子束产生装置(得自EnergySciences,Inc.(Wilmington,MA))上进行辐照处理。一般来讲,支撑膜(如,聚对苯二甲酸酯支撑膜)贯穿腔室。在一些实施例中,可将在两侧面(“闭合面”)上均具有衬片(如,氟有机硅隔离衬片)的未固化材料的样品附接到支撑膜,并以约6.1米/分钟(20英尺/分钟)的固定速度输送。在一些实施例中,可将未固化材料的样品施加到一个衬片,而在相对的表面(“开放面”)上没有衬片。通常,在用电子束固化样品时,特别是在进行开放面固化时,将该腔室惰化(例如,以惰性气体(例如氮气)代替含氧的房间空气)。
未固化的材料可从一侧暴露于透过隔离衬片的电子束辐照。为制备单层层合粘合剂型条带,单程通过电子束就可足够了。较厚的样品可能在粘合剂的横截面上表现出固化梯度,因此可能有利的是使未固化材料从两侧暴露于电子束辐照。
市售的γ辐照设备包括常用于对医用产品进行γ辐照消毒的设备。在一些实施例中,这种设备可用于固化或部分固化本发明的对皮肤温和的粘合剂。在一些实施例中,所述固化可与对半成品或成品(例如条带或伤口敷料)的消毒处理同时进行。
在一些实施例中,本发明的对皮肤温和的粘合剂适用于形成医疗制品,例如条带、伤口敷料、手术单、IV位置敷料(IVsitedressing)、假体、造瘻袋或造口袋(stomapouch)、口腔贴片或透皮贴片。在一些实施例中,粘合剂还可用于其他医疗制品,包括假牙和假发。
在一些实施例中,粘合剂可包括多种已知的填料和添加剂中的任何一种,包括(但不限于):增粘剂(例如MQ树脂)、填料颜料、用于提高附着力的添加剂、用于提高水分-蒸汽渗透率的添加剂、药剂、化妆剂、天然提取物、有机硅蜡、有机硅聚醚、亲水性聚合物和流变改性剂。用于提高附着力、特别是对润湿表面的附着力的添加剂包括聚合物,例如聚(环氧乙烷)聚合物、聚(环氧丙烷)聚合物和聚(环氧乙烷和环氧丙烷)的共聚物、丙烯酸聚合物、羟乙基纤维素聚合物、有机硅聚醚共聚物(例如聚(环氧乙烷)和聚二有机硅氧烷的共聚物、聚(环氧丙烷)和聚二有机硅氧烷的共聚物)以及它们的共混物。
在一些实施例中,本发明的对皮肤温和的粘合剂适用于将医用基材粘附到生物基材(例如人类或动物)。例如,在一些实施例中,本发明的对皮肤温和的粘合剂可用于将医用基材粘附到人和/或动物的皮肤。
示例性的医用基材包括聚合物材料、塑料、天然高分子材料(例如胶原、木材、软木和皮革)、纸张、织造布和非织造布、金属、玻璃、陶瓷和复合材料。
对粘合剂层的厚度没有特别的限制。在一些实施例中,厚度将为至少10微米,而在一些实施例中,至少为20微米。在一些实施例中,厚度将不大于400微米,而在一些实施例中,不大于200微米。
对诸如人皮肤之类的生物基材的剥离附着力已知是高度可变的。皮肤类型、在身体上的位置以及其他因素都可影响结果。通常,对皮肤的剥离附着力的平均值具有较大的标准偏差。在一些实施例中,对人皮肤的平均剥离附着力可小于200克/2.54厘米,而在一些实施例中,可小于100克/2.54厘米。
示例性的医疗制品100在图1中所示。医疗制品100包含与基材120的第一主表面相结合的有机硅粘合剂130。在一些实施例中,尽管未示出,粘合剂130的对面表面可由隔离衬片保护。在一些实施例中,医疗制品100可以自身卷绕,粘合剂的对面表面(暴露的)将与基材120的未涂布的主表面发生接触。在使用时,将粘合剂的表面施加至生物基材,例如人皮肤,从而将基材120粘附至生物基材。
实例
电子束固化工艺。电子束固化在CB-300型电子束产生设备(可得自EnergySciences,Inc.(Wilmington,MA))上进行。通常,支撑膜(如,聚对苯二甲酸酯支撑膜)贯穿该设备的惰化腔室。将未固化材料的样品附接到支撑膜,并以约6.1米/分钟(20英尺/分钟)的固定速度传送通过该惰化腔室而暴露于电子束辐照。
γ束固化方法。使用由一系列含有钴-60(Co-60)的中空不锈钢管组成的强度为1.5兆居里到3兆居里(MCi)的辐照源来完成γ射线辐照。通常,在对多个样品进行剂量暴露的中途,将样品从辐照室收回,然后改变它们的相对位置以提供更均匀的暴露。将样品传送到辐照室中暴露于γ射线,暴露的时间是达到期望的剂量所需的时间。总吸收剂量在0.2Mrad至3Mrad(2kGy至30kGy)的范围,剂量率为约0.3Mrad/小时至0.5Mrad/小时(3kGy/小时至5kGy/小时)。
剥离测试程序。使用IMass2000剥离测试仪测量剥离附着力。将粘合剂样品切成宽度为1.3厘米(0.5英寸)和长度为12.7厘米(5英寸)。然后使用2kg(4.5磅)硬橡胶辊总共四次碾压将所得的条带施加到清洁的聚丙烯面板(从StandardPlaqueInc.(Melvindale,MI)获得)。样品测试前在室温(22℃)和50%相对湿度下老化20分钟。然后将面板安装在IMass2000测试仪的基座上,将条带以180度角度以30.5厘米/分钟(12英寸/分钟)的速度拉脱。结果以克力/0.5英寸来量度,并换算成克/2.54厘米。
粘性测试程序。使用装有6mm直径的聚丙烯圆柱探针的TA-XTPlus质构分析仪测量粘性。将粘合剂样品切成宽度为1.9厘米(0.75英寸)和长度为10.2厘米(4英寸),并且层合至铜条,该铜条具有10毫米直径的孔穿过其中,以让探针达到条带的粘合剂一面。测试参数为:预测试:0.5毫米/秒,测试速度:1.0毫米/秒,预测试速度:10.0毫米/秒,外加力:100克,接触时间:5秒,触发力:1克,缩回距离:3毫米。
皮肤剥离附着力测试程序。本研究招募了四名男性和两名女性受试者。在施用样品前,所有受试者的背部均用IVORY肥皂洗涤。将粘合剂样品切成宽度为2.54厘米(1.0英寸)和长度为7.62厘米(3英寸)。将样品置于受试者背部,定位成使得每个样品的长轴的取向垂直于受试者的脊柱。样品材料的施用顺序在每个受试者上是随机化的(即循环放置(rotationalplacement))。样品材料用3Mdesign的2千克(4.5磅)辊固定。将样品以180度和以30.5厘米/分钟(12英寸每分钟)的速度移除。用测力传感器测量剥离力,单位为克力。先施用一组粘合剂材料并立即移除(“T-0”)。再施用另外一组样品并让其保持72小时后再移除(“T-72”)。
以下实例中使用的材料在表1中汇总。
表1:材料一览表。
(a)未见有动态粘度的报道,但是该材料是高度粘稠的胶状物。
SPOx的制备。有机硅聚草酰胺(SPOx)弹性体分两个步骤制备。在第一个步骤中,将分子量为25,000克/摩尔的α,ω-双(氨丙基)聚二甲基硅氧烷二胺用草酸二乙酯封端,以提供α,ω-草酰胺草酸酯封端的前体。(α是希腊字母阿尔法,ω是希腊字母欧米加。)这个步骤按照美国专利No.7,371,464的制备例1的一般程序完成。草酸二乙酯相对于二胺以摩尔过量使用,以提供α,ω-草酰胺草酸酯封端的前体。按照美国专利No.7,371,464中实例3的一般程序,例外的是仅使用以上制备的前体而不是前体的混合物且反应时间为四天,使用乙二胺将该前体进行链延长而成为有机硅聚草酰胺弹性体。前体与乙二胺的摩尔比为1比1。材料以未稀释的形式使用,不测定硬度。
实例1-12。由高分子量的硅橡胶胶料制备溶剂型涂层。实例1~12的组分如表2A所示,将这些组分溶于甲苯中成25重量%固形物,以得到均匀的溶液。使用刮刀式涂布机将这些溶液涂布在SCOTCHPARPET膜(51微米的聚对苯二甲酸乙二醇酯膜,得自3MCompany)上。将涂层置于干燥箱中在70℃下保持10分钟以除去甲苯。实例1~12的粘合剂的干燥厚度为51微米(2密耳)。将各样品与SILFLUM50MD07隔离衬片(得自意大利威尼斯的Siliconature,Inc.)层合。
表2A:实例1~12的组成。
然后将这些样品用220keV加速电压下的电子束辐照或表2B中给出的γ辐照进行照射。测量了剥离附着力和探针粘性性质,并记录于表2B中。
表2B:实例1~12的固化样品的性质。
实例13~16。由低分子量的有机硅油或流体(包括端基硅烷醇官能化PDMS)制备无溶剂的涂层。尽管涂层包含官能化PDMS,但是它们并不是典型的市售反应性有机硅体系。具体地讲,由于涂层不含有任何具有可与末端硅烷醇基团反应的官能团的材料,实例13~16的体系不会发生化学交联。
实例13~16的配方组分如表3A所示,将这些组分加入广口瓶中并混合至少48小时以形成均匀的溶液。使用刮刀式涂布机将这些溶液涂布在SCOTCHPAKPET膜上,得到150微米(6密耳)厚的膜。使用280keV的加速电压以电子束辐照照射这些样品。电子束剂量、测得的剥离附着力以及探针粘性性质记录于表3B中。
表3A:实例13~16的组成。
表3B:实例13~16的电子束固化样品的性质。
实例17~21。由低分子量有机硅油或流体制备无溶剂涂层。这些涂层仅包含非官能化PDMS。实例17~21的配方组分如图4A所示,将这些组分加入广口瓶中并混合至少48小时以形成均匀的溶液。使用刮刀式涂布机将这些溶液涂布在SCOTCHPAKPET膜上,以获得150微米(6密耳)厚的膜。使用280keV的加速电压以电子束辐照照射这些样品。电子束剂量、测得的剥离附着力以及探针粘性性质记录于表4B中。
表4A:实例17~21的组成。
表4B:实例17~21固化样品的性质。
实例22~24。实例22~24的配方组分如图5A所示,将这些组分加入广口瓶中并混合至少48小时以形成均匀的溶液。
表5A:实例22~24的组成。
将这些溶液涂布在由聚酯/纤维素乙酸酯织造物热层合至25微米(1密耳)HytrelTM膜所构成的膜上。使用刮刀式涂布机施加涂层以获得不同厚度的膜。使用280keV的加速电压以电子束辐照照射这些样品。测试从聚丙烯面板和从人皮肤的剥离附着力,结果与电子束剂量一同记录于表5B中。由于在人皮肤上进行的测试波动大,也记录了从皮肤的剥离的标准偏差(std.)。
表5B:实例22~24的固化样品的性质。
为进行比较,测试了两种市售医用粘合剂产品的对皮肤的T-0和T-72180度剥离附着力。MEPITAC柔软有机硅敷料条带(可得自MolnlyckeHealthCare)的对人皮肤的T-0剥离附着力为68(+/-12)克/2.54cm,对人皮肤的T-72剥离附着力为58(+/-23)克/2.54cm。MICROPORE医用胶带(可得自3MCompany)的对人皮肤的T-0剥离附着力为65(+/-44)克/2.54cm,对人皮肤的T-72剥离附着力为145(+/-46)克/2.54cm。
在一些实施例中,本发明的有机硅凝胶粘合剂特别适合用于附着到皮肤。通常,本发明的粘合剂的表面张力较皮肤低,因此粘合剂可快速和充分地润湿。当粘合剂凝胶通过轻压放大时也会以低的变形速率铺展,并且粘合剂凝胶的粘弹性性质使得其能提供强度和持续时间方面的所需附着水平。
粘合剂是交联的聚二甲氧基硅氧烷,其性质主要基于表面快速润湿基材并适形于基材而不出现过度流动的能力。当施加变形压力时,仅出现少量的能量耗散。所述粘合剂的优点在于除去时不会造成损伤,例如无皮肤脱落,无拉扯头发和皮肤的痛感。另一性质是所述粘合剂含有粘稠度较低的组分,该组分限制了粘合剂的流动以及对上皮细胞的粘附,从而其可容易地移除并粘附到相同的或其他的皮肤表面。
在不脱离本发明范围和精神的前提下,对本发明进行的各种修改和更改对本领域内的技术人员来说将是显而易见的。
Claims (13)
1.一种粘合剂,所述粘合剂包含辐照固化的有机硅凝胶,其中所述有机硅凝胶包含交联的聚二有机硅氧烷材料和未交联的聚二有机硅氧烷流体。
2.一种粘合剂,所述粘合剂通过将包含聚二有机硅氧烷材料的组合物暴露于其剂量足以使所述聚二有机硅氧烷材料交联的电子束辐照和γ辐照中的至少一种并形成辐照固化的有机硅凝胶而形成,其中所述有机硅凝胶包含交联的聚二有机硅氧烷材料和未交联的聚二有机硅氧烷流体。
3.根据权利要求1或2所述的粘合剂,其中所述交联的聚二有机硅氧烷材料包含交联的聚二甲基硅氧烷材料,且所述未交联的聚二有机硅氧烷流体包含未交联的聚二甲基硅氧烷流体。
4.根据权利要求3所述的粘合剂,其中所述聚二甲基硅氧烷选自:一种或多种硅烷醇封端的聚二甲基硅氧烷、一种或多种非官能化聚二甲基硅氧烷以及它们的组合。
5.根据权利要求3所述的粘合剂,其中所述聚二甲基硅氧烷由一种或多种非官能化聚二甲基硅氧烷组成。
6.根据权利要求1所述的粘合剂,其中所述粘合剂还包含硅酸盐树脂增粘剂。
7.根据权利要求1所述的粘合剂,其中所述粘合剂还包含聚(二甲基硅氧烷-草酰胺)线性共聚物。
8.根据权利要求2所述的粘合剂,其中所述聚二有机硅氧烷材料包含在25℃下动态粘度不高于1,000,000mPa·sec的聚二有机硅氧烷流体。
9.根据权利要求2所述的粘合剂,其中所述聚二有机硅氧烷材料由在25℃下动态粘度不高于100,000厘沲的聚二有机硅氧烷流体组成。
10.根据权利要求9所述的粘合剂,其中所述粘合剂的根据皮肤剥离附着力测量程序测得的从人皮肤的180度剥离附着力为不大于200克每2.54厘米。
11.一种医疗制品,所述医疗制品包含粘附到医用基材的根据前述权利要求中任一项所述的粘合剂的层。
12.根据权利要求11所述的制品,其中所述层的厚度为20微米至200微米。
13.根据权利要求11或12中任一项所述的制品,其中所述医用基材包含纸、聚合物膜及织造布和非织造布中的至少一者。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10921108P | 2008-10-29 | 2008-10-29 | |
US10921308P | 2008-10-29 | 2008-10-29 | |
US61/109,211 | 2008-10-29 | ||
US61/109,213 | 2008-10-29 | ||
PCT/US2009/062603 WO2010056544A1 (en) | 2008-10-29 | 2009-10-29 | Gentle to skin adhesive |
Publications (2)
Publication Number | Publication Date |
---|---|
CN102203204A CN102203204A (zh) | 2011-09-28 |
CN102203204B true CN102203204B (zh) | 2016-01-20 |
Family
ID=41569886
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN200980143552.5A Active CN102203204B (zh) | 2008-10-29 | 2009-10-29 | 对皮肤温和的粘合剂 |
CN200980143553.XA Expired - Fee Related CN102216390B (zh) | 2008-10-29 | 2009-10-29 | 电子束固化的有机硅剥离材料 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN200980143553.XA Expired - Fee Related CN102216390B (zh) | 2008-10-29 | 2009-10-29 | 电子束固化的有机硅剥离材料 |
Country Status (8)
Country | Link |
---|---|
US (3) | US8541481B2 (zh) |
EP (2) | EP2350221B1 (zh) |
JP (3) | JP5671469B2 (zh) |
KR (2) | KR101656114B1 (zh) |
CN (2) | CN102203204B (zh) |
BR (2) | BRPI0914379A2 (zh) |
CA (1) | CA2742076C (zh) |
WO (2) | WO2010056544A1 (zh) |
Families Citing this family (93)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010056544A1 (en) | 2008-10-29 | 2010-05-20 | 3M Innovative Properties Company | Gentle to skin adhesive |
US20110206924A1 (en) * | 2008-10-29 | 2011-08-25 | Liu Junkang J | Electron beam cured, nonfunctionalized silicone pressure sensitive adhesives |
US8822560B2 (en) | 2008-10-29 | 2014-09-02 | 3M Innovative Properties Company | Electron beam cured silicone release materials |
KR20110091694A (ko) | 2008-10-29 | 2011-08-12 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 전자빔 경화된 실리콘 물질 |
US8636797B2 (en) * | 2010-02-05 | 2014-01-28 | Allergan, Inc. | Inflatable prostheses and methods of making same |
EP2563865B1 (en) | 2010-04-28 | 2016-06-01 | 3M Innovative Properties Company | Articles including nanosilica-based primers for polymer coatings and methods |
JP5745036B2 (ja) | 2010-04-28 | 2015-07-08 | スリーエム イノベイティブ プロパティズ カンパニー | シリコーン系材料 |
EP2563962B1 (en) * | 2010-04-29 | 2017-09-13 | 3M Innovative Properties Company | Electron beam cured siliconized fibrous webs |
WO2012047749A1 (en) | 2010-10-06 | 2012-04-12 | 3M Innovative Properties Company | Anti-reflective articles with nanosilica-based coatings and barrier layer |
KR20130098393A (ko) | 2010-10-15 | 2013-09-04 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 실리콘의 자외 방사선 가교결합 |
KR101267738B1 (ko) | 2010-11-10 | 2013-05-24 | (주)엘지하우시스 | 자외선 흡수제와의 상용성이 우수한 고내후성 윈도우 필름용 실리콘계 점착제 조성물 및 이를 이용한 윈도우 필름 |
US20140287642A1 (en) * | 2010-12-29 | 2014-09-25 | 3M Innovative Properties Company | Low adhesion backsize for silicone adhesive articles and methods |
EP2744868A1 (en) * | 2011-08-17 | 2014-06-25 | 3M Innovative Properties Company | A hydrophobic adhesive with absorbent fibers |
CN103813766B (zh) | 2011-09-14 | 2016-01-20 | 3M创新有限公司 | 具有阀门的正压医用敷料和包含所述敷料的套件 |
JP6141868B2 (ja) * | 2011-12-22 | 2017-06-07 | スリーエム イノベイティブ プロパティズ カンパニー | 粘着性物品及びその製造方法 |
US9890302B2 (en) | 2011-12-22 | 2018-02-13 | 3M Innovative Properties Company | Adhesive article including primer layer and method of making the same |
KR101955059B1 (ko) * | 2012-01-13 | 2019-03-06 | 타이카 코포레이션 | 광학용 투명 접착 시트의 제조방법, 광학용 투명 접착 시트 및 이를 이용한 표시 장치 |
JP2015519105A (ja) | 2012-04-23 | 2015-07-09 | スリーエム イノベイティブ プロパティズ カンパニー | 形状適合性の固定用物品及びその使用方法 |
EP2850145A4 (en) | 2012-05-18 | 2016-02-10 | 3M Innovative Properties Co | ADHESIVE PRODUCTS FOR MEDICAL APPLICATIONS |
EP2890425B1 (en) | 2012-08-31 | 2021-01-20 | 3M Innovative Properties Company | Medical article securement systems and methods of using same |
WO2014036347A1 (en) | 2012-08-31 | 2014-03-06 | 3M Innovative Properties Company | Medical article securement systems comprising a bracket and a flap |
US20140121747A1 (en) * | 2012-10-25 | 2014-05-01 | Boston Scientific Scimed, Inc. | Stent having a tacky silicone coating to prevent stent migration |
WO2014074372A1 (en) | 2012-11-08 | 2014-05-15 | 3M Innovative Properties Company | Uv-curable silicone release compositions |
WO2014088622A1 (en) * | 2012-12-07 | 2014-06-12 | 3M Innovative Properties Company | Silicone gel adhesive with hydrophilic and antimicrobial properties |
WO2014093093A1 (en) | 2012-12-12 | 2014-06-19 | 3M Innovative Properties Company | Room temperature curable siloxane-based gels |
WO2014099709A1 (en) | 2012-12-21 | 2014-06-26 | 3M Innovative Properties Company | Medical dressing comprising a flap |
JP6045729B2 (ja) * | 2013-06-13 | 2016-12-14 | コーニンクレッカ フィリップス エヌ ヴェKoninklijke Philips N.V. | 粘着剤を取り付けた患者インターフェースデバイス |
WO2015013093A1 (en) | 2013-07-23 | 2015-01-29 | 3M Innovative Properties Company | Adjustable wound dressing |
KR20160097324A (ko) | 2013-12-16 | 2016-08-17 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 블렌딩된 이형 재료 |
WO2015095165A1 (en) * | 2013-12-20 | 2015-06-25 | 3M Innovative Properties Company | Antimicrobial pressure-sensitive adhesive system |
US20170072168A1 (en) | 2014-03-05 | 2017-03-16 | 3M Innovative Properties Company | Graphic for medical article securement systems and methods of using same |
WO2015179235A1 (en) * | 2014-05-23 | 2015-11-26 | 3M Innovative Properties Company | A discontinuous silicone adhesive article |
US10286100B2 (en) | 2014-10-01 | 2019-05-14 | 3M Innovative Properties Company | Medical dressings comprising fluid management articles and methods of using same |
US10973692B2 (en) | 2014-12-19 | 2021-04-13 | 3M Innovative Properties Company | Viscoelastic wound closure dressing |
JP6791856B2 (ja) | 2014-12-19 | 2020-11-25 | スリーエム イノベイティブ プロパティズ カンパニー | ポリ(メタ)アクリレートベースのプライマー層を備える接着性物品及びその製造方法 |
WO2016105965A1 (en) | 2014-12-22 | 2016-06-30 | 3M Innovative Properties Company | Biomedical electrode comprising discontinuous primer layer |
WO2016160541A1 (en) | 2015-03-27 | 2016-10-06 | 3M Innovative Properties Company | Fibrin composition, method and wound articles |
DE102015107743A1 (de) * | 2015-05-18 | 2016-11-24 | Bsn Medical Gmbh | Silikongelbeschichtete adhäsive Schichtstruktur |
JP6731219B2 (ja) | 2015-05-28 | 2020-07-29 | スリーエム イノベイティブ プロパティズ カンパニー | 粘着シート |
JP2018524423A (ja) | 2015-06-03 | 2018-08-30 | スリーエム イノベイティブ プロパティズ カンパニー | フレキシブルディスプレイ用途用のシリコーン系アセンブリ層 |
WO2016196458A2 (en) | 2015-06-03 | 2016-12-08 | 3M Innovative Properties Company | Assembly layer for flexible display |
CN108064202B (zh) | 2015-06-03 | 2020-09-25 | 3M创新有限公司 | 基于丙烯酸的柔性组件层 |
JP6570329B2 (ja) | 2015-06-12 | 2019-09-04 | スリーエム イノベイティブ プロパティズ カンパニー | 粘着層と剥離層とを備えた物品 |
BR112018003294A2 (pt) | 2015-08-21 | 2018-09-25 | 3M Innovative Properties Co | ?sistema de fixação de tubo nasogástrico, kit e método de fixação de um tubo nasogástrico? |
WO2017034909A1 (en) | 2015-08-21 | 2017-03-02 | 3M Innovative Properties Company | Nasogastric tube securement systems and methods of using same |
BR112018003289A2 (pt) | 2015-08-21 | 2018-09-18 | 3M Innovative Properties Co | sistema de fixação de tubo nasogástrico, kit e método de fixação de um tubo nasogástrico |
WO2017040072A1 (en) | 2015-08-31 | 2017-03-09 | 3M Innovative Properties Company | Articles comprising (meth)acrylate pressure-sensitive adhesive with enhanced adhesion to wet surfaces |
JP6875378B2 (ja) | 2015-08-31 | 2021-05-26 | スリーエム イノベイティブ プロパティズ カンパニー | 湿潤表面に対する接着力が高められた(メタ)アクリレート感圧接着剤を含む陰圧閉鎖創傷療法被覆材 |
USD804677S1 (en) | 2015-09-30 | 2017-12-05 | 3M Innovative Properties Company | Surgical drape with a retraction member |
USD804678S1 (en) | 2015-09-30 | 2017-12-05 | 3M Innovative Properties Company | Oval surgical drape with a retraction member |
WO2017079073A1 (en) | 2015-11-02 | 2017-05-11 | 3M Innovative Properties Company | Medical article securement system comprising a flap having mating surfaces of a mechanical fastener on opposing major surfaces |
US20190030288A1 (en) | 2015-11-02 | 2019-01-31 | 3M Innovative Properties Company | Medical article securement system comprising a flap and a vertical wall having mating surfaces of a mechanical fastener |
CN108348731A (zh) | 2015-11-16 | 2018-07-31 | 3M创新有限公司 | 用于固定多腔医疗制品的系统 |
US11246736B2 (en) | 2015-12-09 | 2022-02-15 | Stryker Corporation | Patient restraint system and methods for assisting a caregiver with patient restraint |
EP3430102A1 (en) | 2016-03-18 | 2019-01-23 | 3M Innovative Properties Company | Adhesive compositions with (meth) acrylic-based block copolymers |
US10731054B2 (en) | 2016-06-29 | 2020-08-04 | 3M Innovative Properties Company | Compound, adhesive article, and methods of making the same |
US11285702B2 (en) | 2016-07-22 | 2022-03-29 | 3M Innovative Properties Company | Siloxane-based adhesive layers as ceramic precursors |
CN109689819A (zh) | 2016-09-08 | 2019-04-26 | 3M创新有限公司 | 粘合剂制品及其制备方法 |
US11827754B2 (en) | 2016-10-05 | 2023-11-28 | 3M Innovative Properties Company | Fibrin composition comprising carrier material, method and wound articles |
EP3522941A4 (en) | 2016-10-05 | 2020-06-17 | 3M Innovative Properties Company | FIBRINOGEN COMPOSITION, METHOD AND ARTICLES FOR WOUNDS |
US11033436B2 (en) | 2016-11-11 | 2021-06-15 | 3M Innovative Properties Company | Trimmable conformable wound dressing |
CN109952354B (zh) | 2016-11-15 | 2021-10-01 | 3M创新有限公司 | 粘合剂制品及其制备方法 |
CN110022801A (zh) | 2016-12-02 | 2019-07-16 | 3M创新有限公司 | 具有隆起部的肌肉或关节支撑制品 |
EP3547971A4 (en) | 2016-12-02 | 2020-07-15 | 3M Innovative Properties Company | MUSCLE OR JOINT SUPPORTS |
EP3547970A4 (en) | 2016-12-02 | 2020-11-25 | 3M Innovative Properties Company | MUSCLE OR JOINT SUPPORT ARTICLE EQUIPPED WITH A STRAP |
JP2020508793A (ja) | 2017-03-02 | 2020-03-26 | スリーエム イノベイティブ プロパティズ カンパニー | 気管内チューブ固定システム及び同システムを使用する方法 |
WO2019008238A1 (fr) * | 2017-07-07 | 2019-01-10 | Elkem Silicones France Sas | Article adhesif sur la peau |
WO2019043491A1 (en) | 2017-08-28 | 2019-03-07 | 3M Innovative Properties Company | SOLID POLYMERS OF SILOXANE AS DISTRIBUTION AGENTS FOR SILOXANE COLLANT RESINS |
WO2019071379A1 (en) * | 2017-10-09 | 2019-04-18 | 3M Innovative Properties Company | ADHESIVE DAMPING LAYERS FOR MICRO-SPEAKER DIAPHRAGMS |
KR102028682B1 (ko) * | 2017-10-26 | 2019-10-04 | 광주과학기술원 | 피부 부착용 점착제 및 이를 이용한 분장재료 |
JP7233840B2 (ja) | 2018-01-04 | 2023-03-07 | スリーエム イノベイティブ プロパティズ カンパニー | 粘着シート |
WO2019193445A1 (en) | 2018-04-03 | 2019-10-10 | 3M Innovative Properties Company | Securement device and system |
US20210095172A1 (en) * | 2018-04-05 | 2021-04-01 | 3M Innovative Properties Company | Siloxane-Based Gel Adhesives |
EP3775086B1 (en) * | 2018-04-05 | 2022-09-14 | 3M Innovative Properties Company | Gel adhesive comprising crosslinked blend of polydiorganosiloxane and acrylic polymer |
KR102557320B1 (ko) * | 2018-04-12 | 2023-07-20 | 주식회사 티앤엘 | 저자극성 점착제 기반 환자 모니터링용 유연패치 |
US20200129339A1 (en) * | 2018-10-24 | 2020-04-30 | Hydrofera, Llc | Sterilization of medical devices with enhanced antimicrobial properties |
WO2020090781A1 (ja) * | 2018-11-02 | 2020-05-07 | 信越化学工業株式会社 | シリコーン粘着剤組成物の製造方法 |
JP7420471B2 (ja) * | 2018-11-15 | 2024-01-23 | スリーエム イノベイティブ プロパティズ カンパニー | シリコーン感圧接着剤及びシリコーン感圧接着剤組成物 |
CN113272401B (zh) | 2018-12-20 | 2023-05-26 | 3M创新有限公司 | 硅氧烷基凝胶粘合剂和制品 |
EP3902881A2 (en) | 2018-12-27 | 2021-11-03 | 3M Innovative Properties Company | Multi-layer adhesives and articles |
EP3902882A1 (en) | 2018-12-27 | 2021-11-03 | 3M Innovative Properties Company | Hot melt processable (meth)acrylate-based medical adhesives |
WO2020188438A1 (en) | 2019-03-15 | 2020-09-24 | 3M Innovative Properties Company | Tie layer chemistry to promote bonding with silicone adhesive |
JP2022536277A (ja) | 2019-06-05 | 2022-08-15 | スリーエム イノベイティブ プロパティズ カンパニー | 補剛システムを有する医療用ドレッシング材 |
WO2021014333A1 (en) | 2019-07-25 | 2021-01-28 | 3M Innovative Properties Company | Fluid-managing medical adhesive articles with microstructured surfaces |
EP3818968B1 (en) | 2019-11-05 | 2024-01-17 | 3M Innovative Properties Company | Adhesive medical article having fluid management properties |
EP4061901A1 (en) | 2019-11-20 | 2022-09-28 | 3M Innovative Properties Company | Medical tapes with high optical clarity when over-taped |
US20230015286A1 (en) * | 2019-12-19 | 2023-01-19 | Wacker Chemie Ag | Antifoam compositions comprising branched siloxanes |
WO2021124200A1 (en) | 2019-12-20 | 2021-06-24 | 3M Innovative Properties Company | Adhesive primers and articles including the same |
EP3848431A1 (en) * | 2020-01-09 | 2021-07-14 | tesa SE | Adhesive printing form attachment layer, method for its manufacture, and printing form attachment cylinder comprising the same |
US11712203B2 (en) * | 2020-06-18 | 2023-08-01 | Covidien Lp | Silicone-based patient-side adhesive in a medical sensor |
EP3939555A1 (en) | 2020-07-14 | 2022-01-19 | 3M Innovative Properties Company | Adhesive eyelid closure article |
US20230372158A1 (en) | 2020-10-21 | 2023-11-23 | 3M Innovative Properties Company | Packaged medical articles with reduced packaging |
WO2023237971A1 (en) | 2022-06-06 | 2023-12-14 | 3M Innovative Properties Company | Negative pressure wound therapy apparatuses and systems |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5248739A (en) * | 1991-10-18 | 1993-09-28 | Dow Corning Corporation | Silicone pressure sensitive adhesives having enhanced adhesion to low energy substrates |
CN1897987A (zh) * | 2003-12-22 | 2007-01-17 | 3M创新有限公司 | 有机硅压敏粘合剂和制品 |
Family Cites Families (111)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1003A (en) * | 1838-11-09 | Windlass fob weighing anchors | ||
US991574A (en) | 1911-01-05 | 1911-05-09 | Isaac A Wesson | Combined fertilizer-distributer and seed-dropper. |
DE1050993B (de) | 1952-06-03 | 1959-02-19 | General Electric Company, Schenectady, N. Y. (V. St. A.) | Verfahren zur Überführung von Polysiloxan in den festen elastischen Zustand |
DE1017883B (de) | 1954-07-08 | 1957-10-17 | Fellows Gear Shaper Co | Schalt- und Vorschubeinrichtung fuer Zahnradherstellungsmaschinen |
US2956904A (en) | 1954-11-04 | 1960-10-18 | Minnesota Mining & Mfg | Pressure-sensitive adhesive tapes |
US2824026A (en) | 1954-11-22 | 1958-02-18 | Connecticut Hard Rubber Co | Chemically resistant pressure-sensitive adhesive tape and method of making the same |
GB805388A (en) | 1955-12-28 | 1958-12-03 | Du Pont | Improvements in or relating to laminated structures |
US3179546A (en) | 1958-12-03 | 1965-04-20 | Dow Corning | Method of bonding silicone rubber to other materials |
US3146799A (en) | 1961-03-28 | 1964-09-01 | Union Carbide Corp | Pressure-sensitive organopolysiloxane elastomers and articles produced therefrom |
US4201808A (en) | 1978-06-12 | 1980-05-06 | Union Carbide Corporation | Radiation curable silicone release compositions |
US4348454A (en) | 1981-03-02 | 1982-09-07 | General Electric Company | Ultraviolet light curable acrylic functional silicone compositions |
US4547431A (en) | 1983-06-20 | 1985-10-15 | General Electric Company | Ultraviolet radiation-curable silicone controlled release compositions |
US4746699A (en) | 1983-07-07 | 1988-05-24 | General Electric Company | Curable silicone compositions |
US4684670A (en) | 1983-08-26 | 1987-08-04 | General Electric Company | Ultraviolet radiation-curable silicone release compositions |
US4655768A (en) * | 1984-07-06 | 1987-04-07 | Avery International Corporation | Bandage for sustained delivery of drugs |
US4777063A (en) | 1985-05-02 | 1988-10-11 | Raychem Corporation | Curable organopolysiloxane composition |
US4950546A (en) | 1985-05-02 | 1990-08-21 | Raychem Corporation | Radiation grafting of organopolysiloxanes |
BR8601955A (pt) * | 1985-05-02 | 1987-01-06 | Raychem Corp | Processo para formacao de um material de organopolissiloxana ligado a um suporte polimerico,processo para ligacao de um material de organopolissiloxana a um suporte polimerico e artigo |
JPH0674399B2 (ja) | 1985-05-16 | 1994-09-21 | 大日本印刷株式会社 | シリコ−ン系粘着シ−トの製造方法 |
JPS62149308A (ja) | 1985-12-20 | 1987-07-03 | Mitsubishi Paper Mills Ltd | 複合膜の製造方法 |
JPS62232460A (ja) | 1986-04-01 | 1987-10-12 | Toray Silicone Co Ltd | 熱硬化性樹脂組成物 |
US4767494A (en) | 1986-07-04 | 1988-08-30 | Nippon Telegraph & Telephone Corporation | Preparation process of compound semiconductor |
JPH0698700B2 (ja) * | 1987-04-06 | 1994-12-07 | 昭和電工株式会社 | 剥離性材料の製造方法 |
FR2618337B1 (fr) | 1987-07-22 | 1989-12-15 | Dow Corning Sa | Pansement chirurgical et procede pour le fabriquer |
JPH01215832A (ja) | 1988-02-24 | 1989-08-29 | Showa Denko Kk | 剥離性材料の製造方法 |
US4810728A (en) | 1988-05-02 | 1989-03-07 | General Electric Company | High strength silicone foam, and methods for making |
US4865920A (en) | 1988-09-20 | 1989-09-12 | Dow Corning Corporation | Hot-melt pressure sensitive adhesive article and method of making |
US4859712A (en) | 1988-10-12 | 1989-08-22 | Cox-Uphoff International | Silicone foam and method for making it |
US5147916A (en) | 1990-02-21 | 1992-09-15 | Dow Corning Corporation | Hot-melt silicone pressure sensitive adhesive composition and related methods and articles |
US5162410A (en) | 1990-04-13 | 1992-11-10 | Dow Corning Corporation | Hot-melt silicon pressure sensitive adhesives with phenyl-containing siloxane fluid additive and related methods and articles |
CA2038902A1 (en) | 1990-04-13 | 1991-10-14 | Randall Paul Sweet | Hot-melt silicone pressure sensitive adhesives with phenyl-containing siloxane fluid additive and related methods and articles |
US5264278A (en) | 1991-03-20 | 1993-11-23 | Minnesota Mining And Manufacturing Company | Radiation-curable acrylate/silicone pressure-sensitive adhesive coated tapes adherable to paint coated substrates |
EP0537784B1 (en) | 1991-10-18 | 1995-03-01 | Dow Corning Corporation | Silicone pressure sensitive adhesives having enhanced adhesion to low energy substrates |
JPH05169595A (ja) | 1991-12-26 | 1993-07-09 | Mitsubishi Paper Mills Ltd | 剥離用シート |
TW203094B (zh) | 1992-01-21 | 1993-04-01 | Gen Electric | |
JPH05329181A (ja) * | 1992-06-03 | 1993-12-14 | Fujimori Kogyo Kk | 医用粘着性伸縮包帯 |
DE4235638A1 (de) | 1992-10-22 | 1994-04-28 | Sonderhoff Ernst Fa | Verfahren zum Herstellen eines feinporigen Siliconschaumes |
DE4414982A1 (de) | 1993-05-13 | 1994-11-17 | Gen Electric | Silicon-Haftkleber-Zusammensetzungen |
US5543231A (en) | 1993-05-26 | 1996-08-06 | Avery Dennison Corporation | Radiation-curable silicone release compositions |
US5302671A (en) | 1993-06-11 | 1994-04-12 | Dow Corning Corporation | Moisture-curable compositions containing aminoalkoxy-functional silicone |
US5905123A (en) | 1993-06-11 | 1999-05-18 | Dow Corning Corporation | Moisture-curable hot melt silicone pressure-sensitive adhesives |
CN1143346A (zh) | 1994-03-02 | 1997-02-19 | 艾弗里·丹尼森公司 | 可辐射固化聚硅氧烷脱离组合物及涂覆材料 |
US5804610A (en) | 1994-09-09 | 1998-09-08 | Minnesota Mining And Manufacturing Company | Methods of making packaged viscoelastic compositions |
EP0779853B1 (en) | 1994-09-09 | 1999-05-06 | Minnesota Mining And Manufacturing Company | Method of making a packaged hot melt adhesive |
US5436274A (en) | 1994-09-30 | 1995-07-25 | General Electric Company | Preparation of silicone foams of low density and small cell size |
US6063838A (en) | 1995-02-16 | 2000-05-16 | 3M Innovative Properties Company | Blended pressure-sensitive adhesives |
WO1996035458A2 (en) | 1995-04-25 | 1996-11-14 | Minnesota Mining And Manufacturing Company | Tackified polydiorganosiloxane polyurea segmented copolymers and a process for making same |
KR100427675B1 (ko) * | 1995-04-25 | 2004-07-27 | 미네소타 마이닝 앤드 매뉴팩춰링 캄파니 | 폴리디오르가노실록산올리고우레아세그먼트를가진공중합체와그들의제조방법 |
CA2217979A1 (en) * | 1995-04-25 | 1996-10-31 | Kurt C. Melancon | Tackified polydiorganosiloxane oligourea segmented copolymers and a process for making same |
KR19990008022A (ko) * | 1995-04-25 | 1999-01-25 | 워렌리차드보비 | 점착부여된 폴리디오르가노실록산 폴리우레아 세그먼트를 가진공중합체 및 이의 제조 방법 |
US5747172A (en) | 1995-08-30 | 1998-05-05 | General Electric Company | Ultraviolet and electron beam curable propenyl-ether silicone release compositions |
FR2739389B1 (fr) | 1995-09-29 | 1997-12-19 | Rhone Poulenc Chimie | Composition organopolysiloxane pour mousse elastomere |
US5611884A (en) | 1995-12-11 | 1997-03-18 | Dow Corning Corporation | Flip chip silicone pressure sensitive conductive adhesive |
JPH09183908A (ja) | 1995-12-28 | 1997-07-15 | Toray Dow Corning Silicone Co Ltd | 硬化性オルガノポリシロキサン組成物および該組成物を使用して基材と被着体を接着させる方法 |
JPH09208829A (ja) * | 1996-01-31 | 1997-08-12 | Toray Dow Corning Silicone Co Ltd | 硬化性オルガノポリシロキサン組成物および該組成物を使用して基材と被着体を接着させる方法 |
US6407195B2 (en) | 1996-04-25 | 2002-06-18 | 3M Innovative Properties Company | Tackified polydiorganosiloxane oligourea segmented copolymers and a process for making same |
US6441118B2 (en) | 1996-04-25 | 2002-08-27 | 3M Innovative Properties Company | Polydiorganosiloxane oligourea segmented copolymers and a process for making same |
US6664359B1 (en) | 1996-04-25 | 2003-12-16 | 3M Innovative Properties Company | Tackified polydiorganosiloxane polyurea segmented copolymers and a process for making same |
SE505000C2 (sv) | 1996-05-14 | 1997-06-09 | Moelnlycke Ab | Sårförband samt tillverkningsförfarande därför |
US5869556A (en) | 1996-07-05 | 1999-02-09 | Dow Corning Corporation | Silicone pressure sensitive adhesives |
AU720421B2 (en) | 1996-11-25 | 2000-06-01 | Kimberly-Clark Worldwide, Inc. | Adhesive composition comprising a polysiloxane |
US5670555A (en) | 1996-12-17 | 1997-09-23 | Dow Corning Corporation | Foamable siloxane compositions and silicone foams prepared therefrom |
US5683527A (en) | 1996-12-30 | 1997-11-04 | Dow Corning Corporation | Foamable organosiloxane compositions curable to silicone foams having improved adhesion |
JPH11140323A (ja) | 1997-11-14 | 1999-05-25 | Three Bond Co Ltd | 電子線硬化型シリコーン組成物 |
DE19811485A1 (de) | 1998-03-18 | 1999-09-23 | Ge Bayer Silicones Gmbh & Co | Verfahren zur Herstellung von Siliconschäumen |
GB9902808D0 (en) | 1998-05-06 | 1999-03-31 | Dow Corning Sa | Adhesive device |
JPH11319065A (ja) | 1998-05-18 | 1999-11-24 | Fuji Yakuhin:Kk | シリコーンシート及びこれを用いた外科用包帯 |
US6337086B1 (en) * | 1999-02-06 | 2002-01-08 | Dow Corning Corporation | Pressure sensitive adhesive compositions for transdermal drug delivery devices |
US6406793B1 (en) | 1999-09-22 | 2002-06-18 | Shin-Etsu Chemical Co., Ltd. | Addition-reaction silicone pressure sensitive adhesive composition |
EP1299498A1 (en) | 2000-06-23 | 2003-04-09 | General Electric Company | Silicone pressure sensitive adhesive composition |
FR2825368A1 (fr) | 2001-05-30 | 2002-12-06 | Rhodia Chimie Sa | Compositions silicones adhesives sensibles a la pression, leur procede de preparations et leurs utilisations |
FR2827870A1 (fr) | 2001-07-25 | 2003-01-31 | Rhodia Chimie Sa | Compositions silicones adhesives sensibles a la pression, leur procede de preparations et leurs utilisations |
US20030113534A1 (en) | 2001-08-20 | 2003-06-19 | Scapa North America | Adhesive tape for outdoor use |
US6818673B2 (en) | 2001-08-24 | 2004-11-16 | Radiant Holdings, Llc | Method for producing silicone foam utilizing a mechanical foaming agent |
US6545086B1 (en) | 2001-10-01 | 2003-04-08 | Dow Corning Corporation | Silicone pressure sensitive adhesive compositions |
US6730397B2 (en) | 2001-12-18 | 2004-05-04 | 3M Innovative Properties Company | Silicone pressure sensitive adhesives, articles and methods |
US7012110B2 (en) | 2001-12-18 | 2006-03-14 | 3M Innovative Properties Company | Silicone pressure sensitive adhesives prepared using processing aids, articles, and methods |
US7393879B1 (en) | 2002-06-06 | 2008-07-01 | Chestnut Ridge Foam, Inc. | High resilient silicone foam and process for preparing same |
JP4553553B2 (ja) * | 2003-01-21 | 2010-09-29 | リンテック株式会社 | 電子デバイス用粘着テープ |
US7005475B2 (en) | 2003-06-10 | 2006-02-28 | General Electric Company | Curable silicone compositions having improved adhesion to polymeric films |
US20050003216A1 (en) * | 2003-06-30 | 2005-01-06 | Jean-Marc Frances | Microparticle containing silicone release coatings having improved anti-block and release properties |
EP1498533A1 (de) | 2003-07-12 | 2005-01-19 | Ciba Spezialitätenchemie Pfersee GmbH | Verfahren zur Vorhangbeschichtung von textilen Flächengebilden |
JP2005070245A (ja) | 2003-08-22 | 2005-03-17 | Masataka Murahara | 光学材料の接着方法 |
US20050113479A1 (en) | 2003-11-25 | 2005-05-26 | Eckberg Richard P. | Novel shelf-stable photocurable silicone coating formulations |
KR20070004587A (ko) * | 2003-12-23 | 2007-01-09 | 게에 바이엘 실리콘스 게엠베하 운트 코. 카게 | 개질된 표면 특성을 갖는 경화성 실록산 조성물 |
JP4849477B2 (ja) | 2004-04-08 | 2012-01-11 | ダウ・コーニング・コーポレイション | シリコーン皮膚接着ゲル |
CN1956845A (zh) | 2004-04-14 | 2007-05-02 | 艾利丹尼森公司 | 包含微球的电子束固化的压敏粘合带及其制造和使用方法 |
US20070212314A1 (en) | 2004-09-07 | 2007-09-13 | Dow Corning Corporation | Silicone Adhesive Formulation Containing An Antiperspirant |
DE102004058193A1 (de) | 2004-12-02 | 2006-06-08 | Wacker Chemie Ag | Vernetzbare Siloxan-Harnstoff-Copolymere |
US7253238B2 (en) | 2005-04-12 | 2007-08-07 | Momentine Performance Materials Inc. | Fluoroalkylsilylated MQ resin and solvent-resistant pressure sensitive adhesive composition containing same |
US7576140B2 (en) | 2005-10-18 | 2009-08-18 | Sabic Innovative Plastics Ip B.V. | Method of improving abrasion resistance of plastic article and article produced thereby |
DE102005054781A1 (de) | 2005-11-15 | 2007-05-16 | Tesa Ag | Verwendung eines doppelseitigen Haftklebebandes zur Verklebung bei der Herstellung von Elektronikartikel |
US7371464B2 (en) * | 2005-12-23 | 2008-05-13 | 3M Innovative Properties Company | Adhesive compositions |
WO2007097835A2 (en) | 2006-02-20 | 2007-08-30 | Dow Corning Corporation | Silicone resin film, method of preparing same, and nanomaterial-filled silicone composition |
CN1884378A (zh) | 2006-06-05 | 2006-12-27 | 四川大学 | 一种开孔型硅橡胶泡沫材料及其制备方法和用途 |
US20080057251A1 (en) | 2006-09-01 | 2008-03-06 | General Electric Company | Laminates utilizing pressure sensitive adhesive composition and conventional silicon liners |
US20080058460A1 (en) | 2006-09-05 | 2008-03-06 | Dow Corning Corporation | Silicone hot melt additive for thermoplastics |
WO2008057155A1 (en) | 2006-11-07 | 2008-05-15 | Dow Corning Corporation | Silicone skin adhesive gels |
JP5019893B2 (ja) | 2007-01-26 | 2012-09-05 | リンテック株式会社 | 再剥離型粘着シートおよび塗膜の保護方法 |
US8202934B2 (en) | 2007-07-31 | 2012-06-19 | 3M Innovative Properties Company | Hot melt processable polyurea copolymers and methods of their preparation and use |
DE102007053432A1 (de) | 2007-11-07 | 2009-05-14 | Tesa Ag | Haftklebebänder für den Rollenwechsel von Flachbahnmaterialien |
DE102007052968A1 (de) | 2007-11-07 | 2009-05-14 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polycarbonat nach dem Schmelzeumesterungsverfahren |
DE102007047864A1 (de) | 2007-11-26 | 2009-05-28 | Wacker Chemie Ag | Selbsthaftende expandierbare Siliconzusammensetzungen für die Herstellung von Siliconschaum-Verbundteilen |
SG186644A1 (en) | 2007-12-12 | 2013-01-30 | 3M Innovative Properties Co | Hardcoats comprising perfluoropolyether polymers with poly(alkylene oxide) repeat units |
JP5169595B2 (ja) | 2008-08-01 | 2013-03-27 | 富士通株式会社 | 送信電力制御装置、送信電力制御方法、送信電力制御プログラムおよび送信電力制御回路 |
JP2010106079A (ja) | 2008-10-28 | 2010-05-13 | Seiko Epson Corp | 接合方法および接合体 |
WO2010056544A1 (en) | 2008-10-29 | 2010-05-20 | 3M Innovative Properties Company | Gentle to skin adhesive |
KR20110091694A (ko) | 2008-10-29 | 2011-08-12 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 전자빔 경화된 실리콘 물질 |
US20110206924A1 (en) | 2008-10-29 | 2011-08-25 | Liu Junkang J | Electron beam cured, nonfunctionalized silicone pressure sensitive adhesives |
EP2563962B1 (en) | 2010-04-29 | 2017-09-13 | 3M Innovative Properties Company | Electron beam cured siliconized fibrous webs |
JP2012086517A (ja) * | 2010-10-22 | 2012-05-10 | Canon Inc | インクジェット記録ヘッド用シールテープおよびインクジェット記録ヘッド |
-
2009
- 2009-10-29 WO PCT/US2009/062603 patent/WO2010056544A1/en active Application Filing
- 2009-10-29 CN CN200980143552.5A patent/CN102203204B/zh active Active
- 2009-10-29 CN CN200980143553.XA patent/CN102216390B/zh not_active Expired - Fee Related
- 2009-10-29 EP EP09745235.3A patent/EP2350221B1/en active Active
- 2009-10-29 US US13/126,346 patent/US8541481B2/en active Active
- 2009-10-29 KR KR1020117011855A patent/KR101656114B1/ko active IP Right Grant
- 2009-10-29 WO PCT/US2009/062608 patent/WO2010056546A1/en active Application Filing
- 2009-10-29 BR BRPI0914379A patent/BRPI0914379A2/pt not_active Application Discontinuation
- 2009-10-29 JP JP2011534778A patent/JP5671469B2/ja active Active
- 2009-10-29 KR KR1020117011854A patent/KR101918767B1/ko active IP Right Grant
- 2009-10-29 JP JP2011534777A patent/JP5689805B2/ja active Active
- 2009-10-29 CA CA2742076A patent/CA2742076C/en active Active
- 2009-10-29 EP EP09748623.7A patent/EP2350196B1/en active Active
- 2009-10-29 US US13/126,365 patent/US8822559B2/en active Active
- 2009-10-29 BR BRPI0919628A patent/BRPI0919628A2/pt not_active IP Right Cessation
-
2013
- 2013-07-19 US US13/946,508 patent/US9017771B2/en active Active
-
2014
- 2014-09-25 JP JP2014194738A patent/JP5956524B2/ja active Active
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5248739A (en) * | 1991-10-18 | 1993-09-28 | Dow Corning Corporation | Silicone pressure sensitive adhesives having enhanced adhesion to low energy substrates |
CN1897987A (zh) * | 2003-12-22 | 2007-01-17 | 3M创新有限公司 | 有机硅压敏粘合剂和制品 |
Also Published As
Publication number | Publication date |
---|---|
JP5689805B2 (ja) | 2015-03-25 |
US9017771B2 (en) | 2015-04-28 |
CN102216390A (zh) | 2011-10-12 |
KR101918767B1 (ko) | 2018-11-14 |
KR101656114B1 (ko) | 2016-09-08 |
WO2010056544A1 (en) | 2010-05-20 |
CA2742076C (en) | 2016-10-25 |
BRPI0919628A2 (pt) | 2015-12-01 |
US20140011021A1 (en) | 2014-01-09 |
EP2350196A1 (en) | 2011-08-03 |
US8822559B2 (en) | 2014-09-02 |
CN102216390B (zh) | 2015-03-11 |
US20110212325A1 (en) | 2011-09-01 |
JP2012507609A (ja) | 2012-03-29 |
US8541481B2 (en) | 2013-09-24 |
KR20110075034A (ko) | 2011-07-05 |
EP2350221A1 (en) | 2011-08-03 |
JP5671469B2 (ja) | 2015-02-18 |
JP2012507608A (ja) | 2012-03-29 |
CA2742076A1 (en) | 2010-05-20 |
EP2350221B1 (en) | 2018-01-10 |
US20110303120A1 (en) | 2011-12-15 |
BRPI0914379A2 (pt) | 2015-10-20 |
JP5956524B2 (ja) | 2016-07-27 |
KR20110086572A (ko) | 2011-07-28 |
JP2015028178A (ja) | 2015-02-12 |
WO2010056546A1 (en) | 2010-05-20 |
EP2350196B1 (en) | 2015-09-02 |
CN102203204A (zh) | 2011-09-28 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN102203204B (zh) | 对皮肤温和的粘合剂 | |
CN103261356B (zh) | 用于有机硅粘合剂制品的低粘合性背胶及方法 | |
EP2794799B1 (en) | Adhesive article including primer layer and method of making the same | |
JP6141868B2 (ja) | 粘着性物品及びその製造方法 | |
JP6263548B2 (ja) | 室温硬化性シロキサン系ゲル | |
CA2949944A1 (en) | A discontinuous silicone adhesive article | |
JP2007514011A (ja) | シリコーンゲルをプラスチックに接着させるための方法 | |
WO2020099999A1 (en) | Silicone pressure-sensitive adhesive and silicone pressure-sensitive adhesive composition | |
JP3576621B2 (ja) | シロキシル化アリルオキシプロパンジオールコポリマーを添加剤として含有するホットメルトシリコーン感圧接着剤組成物 | |
JPH07252463A (ja) | 熱可塑性マルチセグメント化コポリマーを含むシリコーン感圧接着剤組成物 | |
TWI818993B (zh) | 皮膚貼附用加成反應硬化型矽氧黏著劑組成物及皮膚貼附用黏著膠帶 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right |
Effective date of registration: 20240329 Address after: U.S.A. Patentee after: Shuwanuo Intellectual Property Co. Country or region after: U.S.A. Address before: American Minnesota Patentee before: 3M INNOVATIVE PROPERTIES Co. Country or region before: U.S.A. |