CN106488961A - 包含氟化共聚物的共形涂料组合物 - Google Patents
包含氟化共聚物的共形涂料组合物 Download PDFInfo
- Publication number
- CN106488961A CN106488961A CN201580037951.9A CN201580037951A CN106488961A CN 106488961 A CN106488961 A CN 106488961A CN 201580037951 A CN201580037951 A CN 201580037951A CN 106488961 A CN106488961 A CN 106488961A
- Authority
- CN
- China
- Prior art keywords
- monomer
- methyl
- weight
- coating composition
- conformal coating
- 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
- 229920001577 copolymer Polymers 0.000 title claims abstract description 80
- 239000008199 coating composition Substances 0.000 title claims abstract description 38
- 239000000178 monomer Substances 0.000 claims abstract description 115
- 239000011248 coating agent Substances 0.000 claims abstract description 40
- 238000000576 coating method Methods 0.000 claims abstract description 40
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 22
- 229910000077 silane Inorganic materials 0.000 claims abstract description 21
- 239000002904 solvent Substances 0.000 claims abstract description 19
- 239000000463 material Substances 0.000 claims abstract description 18
- 238000001035 drying Methods 0.000 claims abstract description 15
- -1 pi-allyl Chemical group 0.000 claims description 56
- 239000002253 acid Substances 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 229910052731 fluorine Inorganic materials 0.000 claims description 13
- 239000011737 fluorine Substances 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 10
- 229920002554 vinyl polymer Polymers 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 2
- 125000005336 allyloxy group Chemical group 0.000 claims description 2
- 125000005389 trialkylsiloxy group Chemical group 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N alpha-methacrylic acid Natural products CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 36
- 239000000203 mixture Substances 0.000 description 26
- 150000002148 esters Chemical class 0.000 description 23
- 239000002585 base Substances 0.000 description 22
- 238000002360 preparation method Methods 0.000 description 17
- 239000010408 film Substances 0.000 description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 12
- 238000009472 formulation Methods 0.000 description 12
- 229920000642 polymer Polymers 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- 229920001651 Cyanoacrylate Polymers 0.000 description 10
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 9
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 8
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 229920001519 homopolymer Polymers 0.000 description 6
- 150000001336 alkenes Chemical class 0.000 description 5
- 239000010409 thin film Substances 0.000 description 5
- XPDWGBQVDMORPB-UHFFFAOYSA-N trifluoromethane acid Natural products FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- CQVWXNBVRLKXPE-UHFFFAOYSA-N 2-octyl cyanoacrylate Chemical group CCCCCCC(C)OC(=O)C(=C)C#N CQVWXNBVRLKXPE-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical compound OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 238000005299 abrasion Methods 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000005352 clarification Methods 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 238000003682 fluorination reaction Methods 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 210000004877 mucosa Anatomy 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 150000003009 phosphonic acids Chemical class 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 2
- VBHXIMACZBQHPX-UHFFFAOYSA-N 2,2,2-trifluoroethyl prop-2-enoate Chemical compound FC(F)(F)COC(=O)C=C VBHXIMACZBQHPX-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- NJVRBIRRJBZJCO-UHFFFAOYSA-N C(C=C)(=O)O.CCCCCCCCCCCCCCCCCC Chemical compound C(C=C)(=O)O.CCCCCCCCCCCCCCCCCC NJVRBIRRJBZJCO-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 102000008186 Collagen Human genes 0.000 description 2
- 108010035532 Collagen Proteins 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 2
- 208000032843 Hemorrhage Diseases 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 2
- 206010040943 Skin Ulcer Diseases 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- 208000027418 Wounds and injury Diseases 0.000 description 2
- 125000001118 alkylidene group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 229920001436 collagen Polymers 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 230000004927 fusion Effects 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 125000001072 heteroaryl group Chemical group 0.000 description 2
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 125000005647 linker group Chemical group 0.000 description 2
- JMANVNJQNLATNU-UHFFFAOYSA-N oxalonitrile Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 230000001953 sensory effect Effects 0.000 description 2
- 231100000019 skin ulcer Toxicity 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- HJUGFYREWKUQJT-UHFFFAOYSA-N tetrabromomethane Chemical compound BrC(Br)(Br)Br HJUGFYREWKUQJT-UHFFFAOYSA-N 0.000 description 2
- 210000001519 tissue Anatomy 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- DKEGCUDAFWNSSO-UHFFFAOYSA-N 1,8-dibromooctane Chemical compound BrCCCCCCCCBr DKEGCUDAFWNSSO-UHFFFAOYSA-N 0.000 description 1
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 1
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
- NLGDWWCZQDIASO-UHFFFAOYSA-N 2-hydroxy-1-(7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-yl)-2-phenylethanone Chemical compound OC(C(=O)c1cccc2Oc12)c1ccccc1 NLGDWWCZQDIASO-UHFFFAOYSA-N 0.000 description 1
- BQZJOQXSCSZQPS-UHFFFAOYSA-N 2-methoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1 BQZJOQXSCSZQPS-UHFFFAOYSA-N 0.000 description 1
- RCEJCSULJQNRQQ-UHFFFAOYSA-N 2-methylbutanenitrile Chemical compound CCC(C)C#N RCEJCSULJQNRQQ-UHFFFAOYSA-N 0.000 description 1
- UBVSIAHUTXHQTD-UHFFFAOYSA-N 2-n-(4-bromophenyl)-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC=NC(NC=2C=CC(Br)=CC=2)=N1 UBVSIAHUTXHQTD-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 1
- DUJMVKJJUANUMQ-UHFFFAOYSA-N 4-methylpentanenitrile Chemical compound CC(C)CCC#N DUJMVKJJUANUMQ-UHFFFAOYSA-N 0.000 description 1
- HOSGXJWQVBHGLT-UHFFFAOYSA-N 6-hydroxy-3,4-dihydro-1h-quinolin-2-one Chemical group N1C(=O)CCC2=CC(O)=CC=C21 HOSGXJWQVBHGLT-UHFFFAOYSA-N 0.000 description 1
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical group CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- WLHXYJADVQUYCW-UHFFFAOYSA-N C(C(=C)C)(=O)OOCCC[Si](C)(C)C Chemical compound C(C(=C)C)(=O)OOCCC[Si](C)(C)C WLHXYJADVQUYCW-UHFFFAOYSA-N 0.000 description 1
- NVKHKMBMLSFNNU-UHFFFAOYSA-N C=CC1=CC=CC=C1.[S] Chemical compound C=CC1=CC=CC=C1.[S] NVKHKMBMLSFNNU-UHFFFAOYSA-N 0.000 description 1
- IQONSASHVFJPKR-UHFFFAOYSA-N CC(C(OC(CC[Si](C)(C)C)O)=O)=C Chemical compound CC(C(OC(CC[Si](C)(C)C)O)=O)=C IQONSASHVFJPKR-UHFFFAOYSA-N 0.000 description 1
- YBYNNNMIDREIAO-UHFFFAOYSA-N CCCCCCCCCCCC.C(#N)C(C(=O)O)=C Chemical compound CCCCCCCCCCCC.C(#N)C(C(=O)O)=C YBYNNNMIDREIAO-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- 241000040710 Chela Species 0.000 description 1
- 229920002101 Chitin Polymers 0.000 description 1
- 239000005046 Chlorosilane Substances 0.000 description 1
- 206010011224 Cough Diseases 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- 229920001410 Microfiber Polymers 0.000 description 1
- 229910019093 NaOCl Inorganic materials 0.000 description 1
- 241001597008 Nomeidae Species 0.000 description 1
- HLJYBXJFKDDIBI-UHFFFAOYSA-N O=[PH2]C(=O)C1=CC=CC=C1 Chemical compound O=[PH2]C(=O)C1=CC=CC=C1 HLJYBXJFKDDIBI-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 229920002201 Oxidized cellulose Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 108090000190 Thrombin Proteins 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- JSLMNNPQKHONFW-UHFFFAOYSA-N benzene naphthalene-1-carboxylic acid Chemical compound C1(=CC=CC2=CC=CC=C12)C(=O)O.C1=CC=CC=C1 JSLMNNPQKHONFW-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 210000000746 body region Anatomy 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 125000005619 boric acid group Chemical group 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000005587 carbonate group Chemical group 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- OIQPTROHQCGFEF-UHFFFAOYSA-L chembl1371409 Chemical compound [Na+].[Na+].OC1=CC=C2C=C(S([O-])(=O)=O)C=CC2=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 OIQPTROHQCGFEF-UHFFFAOYSA-L 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000012505 colouration Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical class CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- TXKMVPPZCYKFAC-UHFFFAOYSA-N disulfur monoxide Inorganic materials O=S=S TXKMVPPZCYKFAC-UHFFFAOYSA-N 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000012732 erythrosine Nutrition 0.000 description 1
- HBWGDHDXAMFADB-UHFFFAOYSA-N ethenyl(triethyl)silane Chemical compound CC[Si](CC)(CC)C=C HBWGDHDXAMFADB-UHFFFAOYSA-N 0.000 description 1
- OVOIHGSHJGMSMZ-UHFFFAOYSA-N ethenyl(triphenyl)silane Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(C=C)C1=CC=CC=C1 OVOIHGSHJGMSMZ-UHFFFAOYSA-N 0.000 description 1
- BAVNDESSHRPRRF-UHFFFAOYSA-N ethenyl-diethyl-methylsilane Chemical compound CC[Si](C)(CC)C=C BAVNDESSHRPRRF-UHFFFAOYSA-N 0.000 description 1
- ZTWTYVWXUKTLCP-UHFFFAOYSA-L ethenyl-dioxido-oxo-$l^{5}-phosphane Chemical compound [O-]P([O-])(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-L 0.000 description 1
- CJCLDCFGJRZTSP-UHFFFAOYSA-N ethenyl-tri(propan-2-yl)silane Chemical compound CC(C)[Si](C=C)(C(C)C)C(C)C CJCLDCFGJRZTSP-UHFFFAOYSA-N 0.000 description 1
- WRVLDJNHWFSAGH-UHFFFAOYSA-N ethenyl-tris(2-methylpropyl)silane Chemical compound CC(C)C[Si](CC(C)C)(CC(C)C)C=C WRVLDJNHWFSAGH-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- XXIWWPOQWKSAMP-UHFFFAOYSA-N ethyl-dimethyl-propylsilane Chemical compound CCC[Si](C)(C)CC XXIWWPOQWKSAMP-UHFFFAOYSA-N 0.000 description 1
- KCWYOFZQRFCIIE-UHFFFAOYSA-N ethylsilane Chemical compound CC[SiH3] KCWYOFZQRFCIIE-UHFFFAOYSA-N 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 229940051147 fd&c yellow no. 6 Drugs 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 210000004905 finger nail Anatomy 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 210000004195 gingiva Anatomy 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 150000002366 halogen compounds Chemical class 0.000 description 1
- 230000002008 hemorrhagic effect Effects 0.000 description 1
- 208000014617 hemorrhoid Diseases 0.000 description 1
- 230000023597 hemostasis Effects 0.000 description 1
- 125000004404 heteroalkyl group Chemical group 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- SYWUYRWNCAJOHN-UHFFFAOYSA-N hexadecane;prop-2-enoic acid Chemical compound OC(=O)C=C.CCCCCCCCCCCCCCCC SYWUYRWNCAJOHN-UHFFFAOYSA-N 0.000 description 1
- HTDJPCNNEPUOOQ-UHFFFAOYSA-N hexamethylcyclotrisiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O1 HTDJPCNNEPUOOQ-UHFFFAOYSA-N 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 229920000554 ionomer Polymers 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- LDHQCZJRKDOVOX-IHWYPQMZSA-N isocrotonic acid Chemical compound C\C=C/C(O)=O LDHQCZJRKDOVOX-IHWYPQMZSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000003658 microfiber Substances 0.000 description 1
- 210000001724 microfibril Anatomy 0.000 description 1
- 108700005457 microfibrillar Proteins 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 description 1
- AWGZKFQMWZYCHF-UHFFFAOYSA-N n-octylprop-2-enamide Chemical compound CCCCCCCCNC(=O)C=C AWGZKFQMWZYCHF-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000004957 naphthylene group Chemical group 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- RPQUGMLCZLGZTG-UHFFFAOYSA-N octyl cyanoacrylate Chemical compound CCCCCCCCOC(=O)C(=C)C#N RPQUGMLCZLGZTG-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229940107304 oxidized cellulose Drugs 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- QIWKUEJZZCOPFV-UHFFFAOYSA-N phenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1 QIWKUEJZZCOPFV-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920000184 poly(octadecyl acrylate) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000000710 polymer precipitation Methods 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- UIDUKLCLJMXFEO-UHFFFAOYSA-N propylsilane Chemical compound CCC[SiH3] UIDUKLCLJMXFEO-UHFFFAOYSA-N 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 210000000697 sensory organ Anatomy 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- LJFWQNJLLOFIJK-UHFFFAOYSA-N solvent violet 13 Chemical compound C1=CC(C)=CC=C1NC1=CC=C(O)C2=C1C(=O)C1=CC=CC=C1C2=O LJFWQNJLLOFIJK-UHFFFAOYSA-N 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical compound S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 150000008053 sultones Chemical class 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 229960004072 thrombin Drugs 0.000 description 1
- 210000004906 toe nail Anatomy 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 230000008733 trauma Effects 0.000 description 1
- AQRLNPVMDITEJU-UHFFFAOYSA-N triethylsilane Chemical compound CC[SiH](CC)CC AQRLNPVMDITEJU-UHFFFAOYSA-N 0.000 description 1
- IXSPLXSQNNZJJU-UHFFFAOYSA-N trimethyl(silyloxy)silane Chemical compound C[Si](C)(C)O[SiH3] IXSPLXSQNNZJJU-UHFFFAOYSA-N 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
- C09D133/16—Homopolymers or copolymers of esters containing halogen atoms
-
- 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
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0009—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
- A61L26/0014—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
- C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
- C09D143/04—Homopolymers or copolymers of monomers containing silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1818—C13or longer chain (meth)acrylate, e.g. stearyl (meth)acrylate
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Paints Or Removers (AREA)
- Materials For Medical Uses (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
本发明描述了共形涂料组合物,该共形涂料组合物包含(甲基)丙烯酸酯共聚物和挥发性溶剂,该(甲基)丙烯酸酯共聚物包含氟化单体的互聚单体单元,该挥发性溶剂具有4.9‑12.5(cal/cm3)1/2的溶解度参数。在一些实施方案中,氟化单体具有<30℃的Tg。在一些实施方案中,经干燥的涂料表现出无粘连和在100%的伸长率下不大于75%的失效。本发明还描述了共形膜、制品和共聚物,该共形膜包含本文所描述的涂料组合物的经干燥涂料组合物,该制品位于基材上的共形膜的层,该共聚物包含一种或多种氟化单体、一种或多种硅烷单体和一种或多种具有≥50℃的Tg的单体的互聚单元。
Description
技术领域
本公开涉及可用作医疗应用中的阻挡膜的包含聚合物和溶剂的共形涂料组合物以及由其形成的涂料。
发明内容
虽然已经描述了适用作液体绷带的各种共形涂料组合物,但是行业会发现具有改善的特性(诸如经干燥涂料的减少的粘连和/或当拉伸经干燥涂料时的减少的失效)的有利组合物。
在一个实施方案中,描述了一种共形涂料组合物,其包含(甲基)丙烯酸酯共聚物和挥发性溶剂,该(甲基)丙烯酸酯共聚物包含具有<30℃的Tg的氟化单体的互聚单体单元,该挥发性溶剂具有4.9-12.5(cal/cm3)1/2的溶解度参数。在一些实施方案中,氟化单体具有<20℃或<10℃或<0℃的Tg。在一些实施方案中,氟化单体包含氟代烷基基团和丙烯酸酯基团。
在另一个实施方案中,共形涂料组合物包含(甲基)丙烯酸酯共聚物,该共聚物包含以下物质的互聚单体单元:i)至少一种氟化单体,ii)至少一种具有≥20℃的Tg的单体;iii)具有<10℃的Tg的硅烷单体;以及挥发性溶剂,其具有4.9-12.5(cal/cm3)1/2的溶解度参数。经干燥的涂料表现出无粘连和在100%的伸长率下不大于75%的失效。
还描述了共形膜,该共形膜包含本文所述涂料组合物的经干燥的涂料组合物;以及制品,该制品包含位于基材上的共形膜的层。
另外描述了具有以下通式的共聚物:
~[M氟]v-[M硅烷]w-[M高Tg]y~,
其中
v为5重量%至60重量%的具有<20℃的Tg的一种或多种氟化单体;
w为15重量%至90重量%的一种或多种硅烷单体;以及
y为15重量%至80重量%的具有≥50℃的Tg的一种或多种单体。
具体实施方式
“烷基”是指直链或支链、环状或非环状的饱和一价的烃基,例如甲基、乙基、1-丙基、2-丙基、戊基、十二烷基等等。
“亚烷基”意指直链或支链二价饱和烃基,例如,亚甲基、亚乙基、亚丙基、2-甲基亚丙基、亚戊基、亚己基、亚十二烷基等等。
“芳基”是指一价的芳族基团,诸如苯基、萘基等等。
“亚芳基”意指多价芳族基团,诸如亚苯基、亚萘基等。
如本文所用,“(杂)烃基”包括烃基烷基和芳基基团,和杂烃基杂烷基和杂芳基基团,后者包含一个或多个链(链中)杂原子如醚或氨基基团。杂烃基可任选地包含一个或多个链(链中)官能团,这些官能团包括酯、酰胺、脲、氨基甲酸酯和碳酸酯官能团。除非另外指明,否则非聚合的(杂)烃基通常包含1个至60个碳原子。除了以上对于“烷基”、“杂烷基”、“芳基”和“杂芳基”所述的那些外,如本文使用的这类杂烃基的一些示例还包括但不限于甲氧基、乙氧基、丙氧基、4-二苯基氨基丁基、2-(2'-苯氧基乙氧基)乙基、3,6-二氧杂庚基、3,6-二氧杂己基-6-苯基。
共形涂料组合物包含(甲基)丙烯酸酯共聚物。该(甲基)丙烯酸酯共聚物包含至少一种氟化单体的互聚单体单元,[M氟]。
氟化单体通常包含氟代烷基或全氟烷基基团。术语“氟代烷基基团”是指其中一些或所有C-H键均被C-F键取代的烷基基团。术语“全氟烷基”包括烷基,其中所有C-H键由C-F键以及具有替换末端氟原子的一个氢存在的基团替换。在全氟烷基的一些实施方案中,当至少一个氢存在时,全氟烷基基团包括至少一个二氟甲基基团。合适的全氟烷基包含2至12个(即,2个、3个、4个、5个、6个、7个、8个、9个、10个、11个或12个)碳原子。
在一些实施方案中,全氟烷基基团包含3个至6个碳原子,诸如在全氟正己基、全氟正戊基、全氟异戊基、全氟正丁基、全氟异丁基、全氟仲丁基、全氟叔丁基、全氟正丙基或全氟异丙基的情况下。
合适的氟化单体包括例如(甲基)丙烯酸2,2,2-三氟乙酯;(甲基)丙烯酸2,2,3,3,3-五氟丙酯;(甲基)丙烯酸2,2,3,3,4,4,4-七氟丁酯;(甲基)丙烯酸2,2,3,3,4,4,5,5,5-九氟戊酯;(甲基)丙烯酸2,2,3,3,4,4,5,5,6,6,6-十一氟己酯;(甲基)丙烯酸2,2,3,3,4,4,5,5,6,6,7,7,7-十三氟庚酯;(甲基)丙烯酸2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-十五氟辛酯;(甲基)丙烯酸3,3,4,4,5,5,6,6,7,7,8,8,8-十三氟辛酯;(甲基)丙烯酸2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-十九氟癸酯;(甲基)丙烯酸3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-十七氟癸酯;(甲基)丙烯酸2-三氟甲基-3,3,3-三氟丙酯;(甲基)丙烯酸-3-三氟甲基-4,4,4-三氟丁酯;(甲基)丙烯酸-1-甲基-2,2,3,3,3-五氟丙酯;(甲基)丙烯酸-1-甲基-2,2,3,3,4,4,4-七氟丁酯;(甲基)丙烯酸2,2,3,3,4,4-六氟环丁酯;(甲基)丙烯酸2,2,3,3,4,4,5,5-八氟环戊酯;(甲基)丙烯酸2,2,3,3,4,4,5,5,6,6-十氟环己酯;(甲基)丙烯酸2,2,3,3,4,4,5,5,6,6,7,7-十二氟环庚酯;(甲基)丙烯酸2,2,3,3,4,4,5,5,6,6,7,7,8,8-十四氟环辛酯;(甲基)丙烯酸2-三氟甲基环丁酯;(甲基)丙烯酸3-三氟甲基环丁酯;(甲基)丙烯酸2-三氟甲基环戊酯;(甲基)丙烯酸3-三氟甲基环戊酯;(甲基)丙烯酸2-三氟甲基环己酯;(甲基)丙烯酸3-三氟甲基环己酯;(甲基)丙烯酸4-三氟甲基环己酯;(甲基)丙烯酸2-三氟甲基环庚酯;(甲基)丙烯酸3-三氟甲基环庚酯;和(甲基)丙烯酸4-三氟甲基环庚酯。
氟化(甲基)丙烯酸酯单体可以包含在末端氟烷基基团和末端(甲基)丙烯酸脂基团之间的亚烷基连接基。在该实施方案中,氟化(甲基)丙烯酸酯单体具有下式:
Rf-L-(CH2)p-OC(O)C(R)=CH2,其中Rf为如前所述的全氟烷基基团,R为甲基或H,并且L为共价键。
在其他实施方案中,L为二价连接基,其包含其他原子诸如氧、氮和/或硫。一个代表性连接基为–SO2N(R)-,其中R为甲基或H。
在典型实施方案中,氟化单体包含氟代烷基或全氟烷基基团和丙烯酸酯基团。包含丙烯酸脂基团的氟化单体通常为低Tg的单体;然而包含甲基丙烯酸酯基团的氟化单体通常为高Tg的单体。例如,丙烯酸2,2,2-三氟乙酯均聚物具有-10℃的Tg;而甲基丙烯酸2,2,2-三氟乙酯均聚物具有69℃的Tg。又如,丙烯酸六氟异丙酯均聚物具有-23℃的Tg;而甲基丙烯酸六氟异丙酯均聚物具有40℃的Tg。
(甲基)丙烯酸酯共聚物优选地包含具有≤30℃的Tg(即,氟化单体的均聚物具有≤30℃的Tg)的至少一种低Tg氟化单体的互聚单体单元。在典型的实施方案中,氟化单体具有小于25℃、20℃、15℃、10℃、5℃、0℃或-5℃的Tg。在一些实施方案中,氟化单体具有至少-25℃或-20℃的Tg,诸如在丙烯酸2,2,2-三氟乙酯的情况下。在其他实施方案中,氟化单体具有至少-25℃或-20℃以及通常至少-100℃、-75℃或-50℃的Tg,诸如在丙烯酸1H,1H,5H-八氟戊酯的情况下。
在一些实施方案中,(甲基)丙烯酸酯共聚物包含两种或更多种低Tg氟化单体的互聚单体单元。另外,(甲基)丙烯酸酯共聚物还可由具有≤30℃的Tg的至少一种氟化单体和具有Tg大于30℃的至少一种氟化(例如,甲基丙烯酸酯)单体制备。
在共形涂料的(甲基)丙烯酸酯共聚物中包含至少一种低Tg氟化单体有利于减小共形涂料的粘连,而且同时减少当(经干燥的)共形涂料拉伸时的膜失效。
(甲基)丙烯酸酯共聚物通常包含至少5重量%、6重量%、7重量%、8重量%、9重量%或10重量%的具有<20℃的Tg的氟化单体的互聚单体单元。(甲基)丙烯酸酯共聚物可以包含至多50重量%、45重量%或40重量%的氟化单体的互聚单体单元。在一些实施方案中,(甲基)丙烯酸酯共聚物通常包含不超过35重量%、30重量%、25重量%或20重量%的具有<20℃的Tg的氟化单体的互聚单体单元。
(甲基)丙烯酸酯共聚物还包含具有≥50℃的Tg(即,单体的均聚物具有≥50℃的Tg)的高Tg单体([M高Tg])的互聚单体单元。在一些实施方案中,高Tg单体具有至少60℃、70℃、80℃、90℃或100℃的Tg。高Tg单体通常具有不大于175℃,且在一些实施方案中不大于170℃、165℃、160℃、155℃或150℃的Tg。在一些实施方案中,共聚物为发粘的且添加高Tg单体提升共聚物的Tg和模量,且减小粘性。合适的高Tg单体包括(但不限于)丙烯酸叔丁酯、甲基丙烯酸甲酯、甲基丙烯酸乙酯、甲基丙烯酸异丙酯、甲基丙烯酸正丁酯、甲基丙烯酸异丁酯、甲基丙烯酸仲丁酯、甲基丙烯酸叔丁酯、甲基丙烯酸硬脂醇酯、甲基丙烯酸苯酯、甲基丙烯酸环己酯、丙烯酸异冰片酯、甲基丙烯酸异冰片酯、甲基丙烯酸苄酯、丙烯酸3,3,5三甲基环己酯、丙烯酸环己酯、N-辛基丙烯酰胺和甲基丙烯酸丙酯或组合。
在一些实施方案中,(甲基)丙烯酸酯共聚物包含一种或多种非酸高Tg单体的互聚单体单元,如前所述。(甲基)丙烯酸酯共聚物可以不含酸官能的高Tg单体。
在其他实施方案中,(甲基)丙烯酸酯共聚物包含至少一种酸官能高Tg单体,其中酸官能团可为酸本身,诸如羧酸,或者一部分可为其盐,诸如碱金属羧酸盐。可用的酸官能单体包括但不限于选自下列的那些:烯键式不饱和羧酸、烯键式不饱和磺酸、烯键式不饱和膦酸,以及它们的混合物。此类化合物的示例包括选自丙烯酸、甲基丙烯酸、衣康酸、富马酸、巴豆酸、柠康酸、马来酸、油酸、(甲基)丙烯酸β-羧乙酯、甲基丙烯酸2-磺乙酯、苯乙烯磺酸、2-丙烯酰胺基-2-甲基丙烷磺酸、乙烯基膦酸以及它们的混合物的那些。
在共聚物中存在酸官能单体可以通过离子交联(氢键合)增强物理完整性和弹性。由于羧酸的酸性,酸官能单体还可以稳定氰基丙烯酸酯。
由于其可用性,酸官能共聚物的酸官能单体通常选自烯键式不饱和羧酸,诸如丙烯酸和甲基丙烯酸。如果需要强度甚至更大的酸,则酸性单体包括烯键式不饱和磺酸与烯键式不饱和膦酸。
(甲基)丙烯酸酯共聚物通常包含至少5重量%、10重量%或15重量%的一种或多种高Tg单体的互聚单体单元。(甲基)丙烯酸酯共聚物可以包含至多80重量%、70重量%、60重量%、50重量%或40重量%的一种或多种高Tg单体的互聚单体单元。在一些实施方案中,(甲基)丙烯酸酯共聚物包含不超过30重量%的高Tg单体的互聚单体单元。
在一些实施方案中,(甲基)丙烯酸酯共聚物包含两种或更多种高Tg单体的互聚单体单元。在一些实施方案中,通常在Tg上有差异的两种不同非酸Tg单体可以被利用。例如,一种或多种酸官能单体可以与一种或多种非酸高Tg单体结合利用。在该后面的实施方案中,(甲基)丙烯酸酯共聚物可以包含至少0.1重量%、0.5重量%或0.1重量%的酸官能单体,范围至多达5重量%、6重量%、7重量%、8重量%、9重量%、或10重量%。
(甲基)丙烯酸酯共聚物包含硅烷单体[M硅烷]的互聚单体单元。硅烷单体具有<50℃或<40℃的Tg且在一些实施方案中<30℃,<20℃或<10℃。
在一些实施方案中,硅烷单体具有下式:
A-R8-[Si-(R9)3]q
其中:
A为烯键式不饱和可聚合基团,包括乙烯基、烯丙基、乙烯氧基、烯丙氧基和(甲基)丙烯酰基,优选(甲基)丙烯酸酯;
R8为共价键或二价(杂)烃基基团,q为至少1,优选地大于1,更优选地为3;
R9为一价的烷基、芳基基团,或三烷基甲硅烷氧基,q为1、2或3,优选地为1。
在一个实施方案中,R8为约1个碳原子至20个碳原子的二价或多价的烃桥接基团,包括亚烷基和亚芳基以及它们的组合,任选地在主链中包含1至5个选自-O-、-C(O)-、-S-、-SO2-和NR1-基团(以及它们的组合,诸如-C(O)-O-)的部分,其中R1为氢或C1至C4烷基基团。优选地,R8是二价亚烷基。
可用的硅烷单体包括例如3-(甲基丙烯酰氧基)丙基三甲基硅烷、3-丙烯酰氧基丙基三甲基硅烷、3-丙烯酰氧基丙基三乙基硅烷、3-(甲基丙烯酰氧基)丙基三乙基硅烷、3-(甲基丙烯酰氧基)丙基甲基二甲基硅烷、3-(丙烯酰氧基丙基)甲基二甲基硅烷、3-(甲基丙烯酰氧基)丙基二甲基乙基硅烷、3-(甲基丙烯酰氧基)丙基二乙基乙基硅烷、乙烯基二甲基乙基硅烷、乙烯基甲基二乙基硅烷、乙烯基三乙基硅烷、乙烯基三异丙基硅烷、乙烯基三甲基硅烷、乙烯基三苯基硅烷、乙烯基三叔丁基硅烷、乙烯基三异丁基硅烷、乙烯基三异丙烯基硅烷、乙烯基三(2-甲基乙基)硅烷、3-[三(三甲基甲硅烷氧基)甲硅烷基]丙基甲基丙烯酸酯,以及它们的混合物。
在其他有用实施方案中,硅烷官能单体可以选自硅烷官能大分子单体,诸如在US2007/0054133(Sherman等人)和US 2013/0224373(Jariwala等人)中公开的那些,这些文献以引用方式并入本文。硅烷大分子单体的制备和之后与乙烯基单体的共聚反应已在Y.Yamashita等人发表的几篇论文中有所描述,聚合物[J],1982年913卷第14期;ACS聚合物预印本,1984年245卷25(1)期;Makromol化学,1984年185卷9期(Y.Yamashita et al.,Polymer J.14,913(1982);ACS Polymer Preprints 25(1),245(1984);Makromol.Chem.185,9(1984)),以及在U.S.3,786,116和U.S.3,842,059(Milkovich等人)中有所描述。该大分子单体制备方法涉及六甲基环三硅氧烷单体的阴离子聚合,以形成分子量受控的活性聚合物,并且经由含有可聚合乙烯基的氯硅烷化合物实现终止。单官能硅氧烷大分子单体与乙烯基单体(诸如甲基丙烯酸甲酯或苯乙烯)的自由基共聚反应提供规整结构的硅氧烷接枝共聚物,即,可控长度和数量的接枝硅氧烷分支。此类大分子单体包括聚(3-甲基丙烯酰氧基丙基三(三甲基甲硅烷氧基)硅烷(三)-共-甲基丙烯酸甲酯-丙烯酸异辛酯。
(甲基)丙烯酸酯共聚物通常包含至少5重量%、10重量%或15重量%的硅烷单体的互聚单体单元。(甲基)丙烯酸酯共聚物可以包含至多90重量%、80重量%、70重量%或60重量%的硅烷单体的互聚单体单元。在一些实施方案中,(甲基)丙烯酸酯共聚物包含至少40重量%的互聚硅烷单体单元。
(甲基)丙烯酸酯共聚物可以任选地包含具有侧结晶基团的一种或多种单体的互聚单元。此类单体在美国申请序列号61/950284中有所描述(该专利以引用方式并入)且还可以有助于经干燥涂料的减少的粘连和/或当拉伸经干燥涂料时的减少的失效。所谓“结晶”意指单体显示结晶熔点≥30℃。当通过差示扫描量热法在组合物中测量时,共聚物优选地具有Tm≥20℃。所观察吸热曲线的峰值温度采取为结晶熔点。结晶相包括多重晶格,共聚物在其中呈现这样的构象,其中在结晶单体的相邻化学部分中存在高度规则的记录。在晶格内的堆积布置(短顺序取向)在其化学方面和几何形状方面均是高度规则的。一般来讲,单体自身将具有Tm>30℃,然而一旦掺入到共聚物中,Tm可被压下,而共聚物优选地表现出Tm>20℃。
优选的结晶聚合物材料为丙烯酸酯聚合物或甲基丙烯酸酯聚合物,其衍生自非叔较高级烷基醇的丙烯酸酯或者甲基丙烯酸酯。这些醇类的烷基基团包含至少约18个,优选地约24-36个碳原子。因此,本发明优选的结晶聚合物材料包括聚(丙烯酸十二烷基酯)、聚(丙烯酸异十三烷基酯)、聚(丙烯酸正十四烷基酯)、聚(丙烯酸正十六烷基酯)、聚(甲基丙烯酸正十六烷基酯)、聚(丙烯酸正十八烷基酯)、聚(丙烯酸山萮酯)、聚(丙烯酸二十烷基酯)及它们的混合物。在这些中,优选的是聚(丙烯酸正十八烷基酯)、聚(丙烯酸山萮酯)及它们的混合物或共聚物。通过DSC确定,聚(丙烯酸十八烷基酯)具有范围为约42℃到约49℃的熔点,熔化焓为约77焦耳/克,而聚(丙烯酸山萮酯)具有范围为约62℃到约72℃的熔点和约105焦耳/克的熔化焓。由于它们在有机溶剂中的溶解度接近或超过它们各自的熔融温度,这些结晶聚合物是特别优选的。这有利于形成不同于共聚物组分的连续结晶组分。
(甲基)丙烯酸酯共聚物还可以任选地包含较低Tg(甲基)丙烯酸酯单体或其他可自由基聚合的单体,诸如(甲基)丙烯酰胺或乙烯基单体。此类可自由基反应的单体的示例包括但不限于丙烯酸叔丁酯、丙烯酸异冰片酯、甲基丙烯酸丁酯、乙酸乙烯酯、丙烯腈、苯乙烯、丙烯酸异辛酯、丙烯酸正丁酯、丙烯酸-2-乙基己酯等。可以使用这些单体的多种组合。
氟化单体、高Tg单体、硅烷单体连同任选的单体以一定量使用,该量足以使得共聚物的≥-20℃或-10℃或0℃的Tg。Tg通常不大于50℃、45℃、40℃、35℃、30℃、或25℃。在一些实施方案中,Tg不大于20℃或15℃。所谓Tg意指针对可以通过应用以下Fox方程计算的各种单体的具体组合的所计算的Tg。1/Tg=ΣWi/Tgi。在该公式中,Tg为混合物的玻璃化转变温度,Wi为混合物中组分i的重量分数,并且当聚合为均聚物时Tgi为组分i的玻璃化转变温度,并且所有的玻璃化转变温度都以开尔文(K)为单位。
所得的(甲基)丙烯酸酯共聚物可由以下通式表示:~[M氟]v-[M硅烷]w-[M高Tg]y~,其可为无规的或嵌段的,且每个下标表示该单体单元的重量%,如本文所述。
(甲基)丙烯酸酯共聚物的重均分子量一般为30,000g/mole至5,000,000g/mole。共聚物的重均分子量优选地大于50,000g/mole、75,000g/mole或100,000g/mole。在一些实施方案中,共聚物的重均分子量不大于1,000,000g/mole。
(甲基)丙烯酸酯共聚物组分通常不交联,至少因为制备较容易,因为交联的聚合物趋于胶凝并提供高粘度溶液,其提供可遭受较差弹性的差、不均一的涂料。
(甲基)丙烯酸酯共聚物可以通过单体的游离基、阴离子、或阳离子聚合来合成,但是通过游离基聚合的合成是优选的,因为便于与多种可用单体的反应。用于游离基聚合的引发剂可为通过热生成基团的热引发剂或通过光生成基团的光引发剂。
可使用的热引发剂的示例包括偶氮化合物,诸如2,2'-偶氮二(2,4-二甲基戊腈)、2,2'-偶氮二异丁腈、2,2'-偶氮二(2-甲基丁腈)、1,1'-偶氮二(1-环己烷-1-羰基腈)和二甲基-2,2'-偶氮异丁酸酯,以及过氧化物诸如过氧化苯甲酰、过氧化月桂酰和过氧化新戊酸叔丁酯。可使用的光引发剂的示例包括安息香醚,诸如安息香甲醚和安息香丁醚,苯乙酮衍生物,诸如2,2-二甲氧基-2-苯基苯乙酮和2,2-二乙氧基苯乙酮,以及酰基氧化膦和酰基膦酸酯衍生物,诸如二苯基-2,4,6-三甲基苯甲酰氧化膦,异丙氧基(苯基)-2,4,6-三甲基苯甲酰氧化膦和二甲基新戊酰膦酸酯。
在合成(甲基)丙烯酸酯共聚物期间还可以使用链转移剂来调节聚合物分子量。可以使用的链转移剂为巯基化合物诸如十二烷基硫醇和卤素化合物诸如四溴化碳。
涂料组合物还包含挥发性溶剂。该组合物具有小于1,000cps的粘度和4.9至12.5(cal/cm3)1/2的溶解度参数。在一个实施方案中,所述挥发性溶剂选自挥发性直链和环状硅氧烷、挥发性聚二甲基硅氧烷、异辛烷、辛烷、以及它们的组合。溶剂为总组合物的至少40重量%。因为组合物可以施用于组织,所以溶剂有利地为挥发性且无刺痛性的。在一个实施方案中,总组合物的至少60重量%为溶剂。在一个实施方案中,组合物还包含抗粘连剂。在一个实施方案中,粘度小于100cps。
在一个实施方案中,组合物还包含止血剂,诸如可聚合的氰基丙烯酸酯单体。在其他实施方案中,组合物不含可聚合的氰基丙烯酸酯单体。其它止血剂包括微纤维胶原、脱乙酰壳多糖、骨蜡、ostene、氧化纤维素和凝血酶。
可使用的氰基丙烯酸酯单体包括可易于聚合的α-氰基丙烯酸酯,包括氰基丙烯酸烷基酯、氰基丙烯酸芳基酯、氰基丙烯酸烷氧基烷基酯,诸如氰基丙烯酸丁酯并且具体地氰基丙烯酸正丁酯、氰基丙烯酸辛酯并且具体地讲氰基丙烯酸2-辛酯、氰基丙烯酸乙酯、氰基丙烯酸甲酯、氰基丙烯酸正十二烷基酯、2-氰基丙烯酸苯酯、2-氰基丙烯酸甲氧基乙酯等。组合物可由一种或多种可聚合的氰基丙烯酸酯单体组成。
当存在时,氰基丙烯酸酯单体以相对于聚合物量的1:2到2:1,优选地1.5:1到1:1.5的量使用。一般来讲,氰基丙烯酸酯按所述组合物的非挥发性部分的重量计,以至少5%存在,使得体系展示出良好的止血和淋巴滞留性能。
当氰基丙烯酸酯存在时,涂料组合物有利地包含有效量的稳定剂(即,该量提供这样的涂料组合物,其当在22℃储存至少约一个月时基本上不表现出胶凝,但是同时能够以实际速率经受聚合)。稳定剂的示例为阴离子聚合反应抑制剂。
合适的阴离子聚合反应抑制剂是本领域技术人员熟知的,且包括酸性气体诸如二氧化硫、三氧化硫、一氧化氮和氟化氢;芳香族磺酸和脂肪族磺酸;和在美国专利3,836,377(Delahunty)中公开的有机磺内酯,该专利在以引用方式并入本文。还可用的是硼酸或酯螯合物或有机酸诸如US 4,182,823(Schoenberg)中描述的那些,磺酸的甲硅烷基酯诸如在US4,565,883(Sieger等人)中描述的那些,以及硫酸的双-三烷基甲硅烷基酯,如在US 4,650,826(Waniczek等人)中描述的,该专利以引用方式并入本文,以及磷酸和膦酸的对应的甲硅烷基酯。
可加入液体材料或制剂中的典型的流变学添加剂为热解法二氧化硅、膨润土和其它粘土衍生物等。还可将填料用于改变涂料的防滑性、硬度和粘连性能。可利用大颗粒诸如玻璃珠以减少涂料的粘连性能。
组合物还可包含纤维增强材料和着色剂诸如染料、颜料和颜料染料。合适的纤维增强的示例包括在美国专利号6,183,593中描述的PGA微纤维、胶原微纤维和其他物质,该专利的公开内容全文以引用方式并入本文。合适的着色剂的示例在美国专利号5,981,621中描述,其包括1-羟基-4-[4-甲基苯基氨基]-9,10-蒽醌(FD&C紫2号);6-羟基-5-[(4-磺苯基)氧代]-2-萘磺酸的二钠盐(FD&C黄6号);9-(邻羧基苯基)-6-羟基-2,4,5,7-四碘-3H-呫吨-3-酮,二钠盐,一水合物(FD&C红3号)等。
使用荧光染料和颜料对于能够在黑光下观察涂料也是有益的。涂料在正常光照下将为澄清且透明的,因此能够容易地观察并检测所述部位在皮肤中的变化。作为确保涂料完整并覆盖期望区域的方式,可通过使用黑光棒或闪光灯来检查所述部位,所述黑光棒或闪光灯通过其荧光揭示涂层。尤其可用的烃可溶性荧光染料为2,5-双(5-叔丁基-2-苯并噁唑基)1噻吩。
根据使用者的具体要求,组合物可由已知的装置施用,所述装置诸如可以是单次使用或多次使用的物品的喷雾器、泵、拭子、棒、无菌刷、海绵涂敷器或医用滴管。涂料组合物通常在施用之前被密封以维持稳定性。
当作为涂层形成时,由挥发性溶剂和弹性体构成的涂料组合物可用于保护或处理皮肤、指/趾甲、组织、器官和黏膜,例如出血创伤、手术部位、皮肤溃疡、割伤、磨损、切口、感冒疮、水疱、皮疹、磨损的牙龈和其它口腔表面、痔疮和磨损的身体区域、以及其它黏膜切口和伤口。涂料还可用作外科胶水。由共形涂料组合物形成的涂层包含溶剂型弹性体或弹性体的分散体。
除了涂覆在皮肤或粘膜上之外,涂料组合物可以施用到其它基材。可用的基材可以包括塑料(例如聚丙烯(包括双轴取向的聚丙烯)、乙烯基塑料、聚乙烯、聚酯(诸如聚对苯二甲酸乙二醇酯))、非织造物(例如纸、布、非织造稀松布)、金属箔、泡沫(例如聚丙烯酸类、聚乙烯、聚氨酯、氯丁橡胶)等。在一些实施方案中,涂料组合物可以涂敷在低表面能基材上,使得所得的涂层可以转移到第二基材诸如皮肤。此类低表面能基材(被称为剥离材料)包括材料诸如,例如有机硅、聚乙烯、聚氨基甲酸酯、聚丙烯酸类树脂等的材料。应当理解,任选的氰基丙烯酸酯将限制其它基材的涂覆。
在一些实施方案中,提供了岛状物敷料,其包括位于背衬层上的本公开的涂料,和位于背衬层上的面向涂料的粘合剂层。所述粘合剂层和背衬层围绕即用涂料形成周边,并将该涂料保持在施用表面上的适当位置。剥离元件与垫的边缘的至少一部分接触,该至少一部分邻近衬件移除期间涂料和剥离衬件分离的区域。关于此类岛状物敷料的构造的细节可见于U.S.2011/0166492(Burton等人)中,该专利以引用方式并入本文。
在一个实施方案中,本文所述的共形膜提供在可拉伸的或换句话讲可伸展的基材上。在该实施方案中,共形膜可以具有范围为1mg/in2至30mg/in2的涂层重量。使用本文所述的测试方法,共形膜不粘连(例如1的等级)并且在100%伸长率下具有不大于75%的失效。在有利的实施方案中,在100%伸长率下失效小于50%或25%。在一个实施方案中,由经干燥的涂料形成的膜具有小于1mm的厚度。在一个实施方案中,膜具有至少50%的伸长率。在典型的实施方案中,膜具有低粘性、低曳力和低粘连(即根据实施例中描述的测试方法的等级1)。
实施例
通过下面的实施例进一步说明了本发明的目的和优势,但这些实施例中列举的具体材料和用量以及其它条件和细节不应解释为是对本发明不当的限制。除非另外指明,否则所有的份数和百分比以重量计,所有的水为蒸馏水并且所有的分子量为重均分子量。
样品制备中所利用的原材料示于表1中。
表1组分
测试方法
外观-在透光玻璃小瓶中估计溶液外观并评定澄清度。将溶液评定为澄清、非常轻微雾浊(v slt haze)、轻微雾浊(slt haze)或雾浊。除非另有说明,否则所有制剂都是澄清的。
粘度-用玻璃小瓶中的溶液评定粘度。将小瓶来回倾斜,并且以相对标度评定溶液流动速率,其中相似于水的低粘度评定为1级,而不流动的凝胶评定为5级。除非另有说明,否则所有制剂的粘度等级为1级。
粘性-使数滴每种制剂在2.54cm×5.08cm CHG凝胶垫上铺展(例如,得自明尼苏达州圣保罗的3M公司(3M Company,St.Paul,MN)的3M TegadermTM CHG敷料,目录号1657)。将制剂铺展成薄膜并允许在室温下干燥至少15分钟。粘性是通过用手指轻轻触摸固化的涂层来进行的感官评价。将涂料评定为1级(无粘性)至5级(高粘性)。除非另有说明,否则所有制剂的粘性等级为1级。
曳力-数滴每种制剂在2.54cm×5.08cm的CHG凝胶垫上铺展。将制剂铺展成薄膜并允许在室温下干燥至少15分钟。曳力是通过用手指轻轻触摸固化的涂层来进行的感官评价。涂料被评定为1级(类似皮肤的摩擦力)到5级(高摩擦力)。除非另有说明,否则所有制剂的曳力等级为1级。
粘连-数滴每种制剂在2.54cm×5.08cm的CHG凝胶垫上铺展。将制剂铺展成薄膜并允许在室温下干燥至少15分钟。粘连为感官评价,通过将凝胶垫自身对折并用轻指压(在4cm2面积上约400g力)将其保持在一起1分钟来进行。粘连的量被评定为从1级(无膜对膜的粘附)到5级(高,需要拉动来分开两个侧面)。除非另有说明,否则所有制剂的粘连等级为1级。
在100%伸长率或200%伸长率下失效%-数滴每种制剂在2.54cm×5.08cm的CHG凝胶垫上铺展。将制剂铺展成薄膜并允许在室温下干燥至少15分钟。干燥后,由经干燥的涂料组合物形成的薄膜具有约5微米-10微米的厚度。然后将CHG凝胶垫拉伸至它们初始长度的100%或200%,并置于平坦表面上,使得它们维持在它们的被拉伸位置中。将擦镜纸(德克萨斯州埃尔文金伯利(Kimberly Clark,Irving,TX))置于拉伸表面上,并将若干滴普通漂白剂放置在顶部上,直到整个表面润湿涂覆的凝胶。1分钟后移除擦镜纸。如果涂层已断裂,则漂白剂中的NaOCl与凝胶垫中的CHG反应以形成棕色。棕色着色的量报告为失效百分比。50%-75%的失效百分比被认为是良好的(实质性改进),更好的是失效百分比小于50%,最好小于25%。
比较共聚物合成
通过在25%单体浓度下以50g量的瓶溶液聚合来制备比较共聚物,其中加入按单体的重量计2重量%的引发剂,该引发剂为利用75重量%乙酸乙酯的2,2-偶氮二(2-甲基丁腈)。在聚合之前,所有溶液用氮气吹扫至少5分钟以除去体系中的氧气。聚合在60℃进行24小时并且通过将反应温度降低至室温来结束反应。然后,用异丙醇将共聚物稀释成大约5%的固体。缓慢加入水以引起沉淀。分离固体共聚物,并在60℃下干燥48小时。
通过将8%(按重量计)的比较共聚物溶解在含有和不含8%OCA的HDMS中来制备比较液体绷带制剂。
制剂中每种单体的固体重量%(在挥发性溶剂蒸发后),以及测试结果列于下表1中:
表1比较液体绷带制剂
共聚物合成
共聚物P-1到P-26
通过将2.16g(4.8%w/w)TFA、0.49g(1.1%w/w)SMA、3.97g(7.6%w/w)MMA、7.43g(16.5%)TRIS、31.5g(70%)HMDS和VazoTM 67(0.3重量%总固体)加入到琥珀色品脱瓶中来制备P-1。溶液在室温下用氮气吹扫而脱气10分钟。将瓶封上,置于60℃的水浴中,并混合24小时-48小时。然后,用异丙醇将共聚物稀释成大约5%的固体。缓慢加入水以引起聚合物的沉淀。分离固体聚合物,并在60℃下干燥48小时。
共聚物P-2到P-16以与针对P-1描述的相同方式制备。在共聚物中每种单体的重量%在表2列出。
表2包含TFA的共聚物制剂
在HDMS溶剂中(约65重量%溶剂),用两种氟化丙烯酸酯TFA和OFA制备第二组共聚物。在共聚物中每种单体的重量%在表3列出。
表3包含TFA和/或OFA的共聚物制剂
液体绷带制剂
为了制备E-1,用HMDS将P-1稀释成大约30%的固体。在玻璃小瓶中,将0.80g经稀释的P-1和1.96g HMDS混合约20秒直到均匀。如果需要,则将溶液加热至60℃并涡旋直至均匀。
然后将溶液恢复至室温,并加入0.24gms OCA,且溶液涡旋直至均匀。最终组合物为约8%(w/w)P-1固体(27%w/w的经稀释P-1),8%(w/w)OCA和65%(w/w)HMDS。
如同在E-1中所述来制备E-2到E-26。用相同数量的共聚物来制备每种制剂。
根据此前所述的测试方法评价液体绷带制剂。所得结果在下表4和表5中示出。
表4包含TFA的共聚物制剂的测试结果
表4-包含TFA和/或OFA的共聚物制剂的测试结果
Claims (19)
1.一种共形涂料组合物,所述共形涂料组合物包含:
(甲基)丙烯酸酯共聚物,所述(甲基)丙烯酸酯共聚物包含具有<30℃的Tg的氟化单体的互聚单体单元;以及
挥发性溶剂,所述挥发性溶剂具有4.9-12.5(cal/cm3)1/2的溶解度参数。
2.根据权利要求1所述的共形涂料组合物,其中所述氟化单体具有<20℃或者<10℃或者<0℃的Tg。
3.根据权利要求1至2所述的共形涂料组合物,其中所述氟化单体包含氟代烷基基团和丙烯酸酯基团。
4.根据权利要求1至2所述的共形涂料组合物,其中所述氟化单体包含具有2个至6个碳原子的氟代烷基基团。
5.根据权利要求1至4所述的共形涂料组合物,其中所述(甲基)丙烯酸酯共聚物包含10重量%至40重量%的所述氟化单体的互聚单体单元。
6.根据权利要求1至5所述的共形涂料组合物,其中所述(甲基)丙烯酸酯共聚物包含其量在所述共聚物的15重量%至40重量%的范围内的具有≥50℃的Tg的单体的互聚单体单元。
7.根据权利要求6所述的共形涂料组合物,其中具有≥50℃的Tg的单体的所述互聚单体单元包含酸官能单体。
8.根据权利要求1至7所述的共形涂料组合物,其中所述(甲基)丙烯酸酯共聚物包含具有<10℃的Tg的硅烷单体的互聚单体单元。
9.根据权利要求8所述的共形涂料组合物,其中所述(甲基)丙烯酸酯共聚物包含15重量%至60重量%的所述硅烷单体的互聚单体单元。
10.根据权利要求8至9所述的共形涂料组合物,其中所述硅烷单体具有下式:
A-R8-[Si-(R9)3]q,其中:
A为烯键式不饱和可聚合基团,其包括乙烯基、烯丙基、乙烯氧基、烯丙氧基和(甲基)丙烯酰基;
R8为共价键或二价(杂)烃基基团,q为至少1;并且
R9为一价的烷基、芳基或三烷基甲硅烷氧基基团。
11.根据权利要求1至10所述的共形涂料组合物,其中所述组合物包含至少40重量%的所述挥发性溶剂。
12.一种共形涂料组合物,所述共形涂料组合物包含:
(甲基)丙烯酸酯共聚物,所述(甲基)丙烯酸酯共聚物包含以下单体的互聚单体单元:
i)至少一种氟化单体,
ii)至少一种具有≥20℃的Tg的单体,
iii)具有<10℃的Tg的硅烷单体;以及
挥发性溶剂,所述挥发性溶剂具有4.9-12.5(cal/cm3)1/2的溶解度参数;
其中经干燥的涂料表现出无粘连和在100%的伸长率下不大于75%的失效。
13.根据权利要求12所述的共形涂料组合物,其中所述经干燥的涂料在100%的伸长率下表现出不大于50%的失效。
14.根据权利要求12所述的共形涂料组合物,其中所述经干燥的涂料在100%的伸长率下表现出不大于25%的失效。
15.根据权利要求12至14所述的共形涂料组合物,其中所述涂料的特征还在于权利要求2至11中的任一项或组合。
16.一种共形膜,所述共形膜包含经干燥的根据权利要求1至11所述的涂料组合物。
17.一种多层制品,所述多层制品包括位于基材上的根据权利要求16所述的共形膜的层。
18.一种具有以下通式的共聚物:
~[M氟]v-[M硅烷]w-[M高Tg]y~,
其中
v为5重量%至40重量%的一种或多种具有<30℃的Tg的氟化单体;
w为15重量%至90重量%的一种或多种硅烷单体;并且
y为15重量%至80重量%的一种或多种具有≥50℃的Tg的单体。
19.根据权利要求18所述的共聚物,其中所述共聚物、一种或多种氟化单体、一种或多种硅烷单体或者一种或多种具有≥50℃的Tg的单体的特征还在于权利要求1至11中的任一项或组合。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201462024043P | 2014-07-14 | 2014-07-14 | |
US62/024,043 | 2014-07-14 | ||
PCT/US2015/038969 WO2016010742A1 (en) | 2014-07-14 | 2015-07-02 | Conformable coating composition comprising fluorinated copolymer |
Publications (2)
Publication Number | Publication Date |
---|---|
CN106488961A true CN106488961A (zh) | 2017-03-08 |
CN106488961B CN106488961B (zh) | 2020-04-10 |
Family
ID=55078915
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201580037951.9A Active CN106488961B (zh) | 2014-07-14 | 2015-07-02 | 包含氟化共聚物的共形涂料组合物 |
Country Status (6)
Country | Link |
---|---|
US (1) | US10557055B2 (zh) |
EP (1) | EP3169736B1 (zh) |
JP (1) | JP2017528550A (zh) |
CN (1) | CN106488961B (zh) |
BR (1) | BR112017000440A2 (zh) |
WO (1) | WO2016010742A1 (zh) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107513127A (zh) * | 2016-06-17 | 2017-12-26 | 默克专利股份有限公司 | 含氟聚合物 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4365049A (en) * | 1980-03-31 | 1982-12-21 | Daikin Kogyo Co., Ltd. | Fluoroalkyl acrylate copolymer and composition containing the same |
CN101544868A (zh) * | 2009-05-08 | 2009-09-30 | 厦门大学 | 氟硅自清洁涂料及其制备方法 |
CN102083876A (zh) * | 2008-07-07 | 2011-06-01 | 阿科玛股份有限公司 | 具有改进的薄膜成形性的氟聚合物水性混杂组合物 |
US20130303654A1 (en) * | 2005-08-17 | 2013-11-14 | Rochal Industries Llp | Conformable solvent-based bandage and coating material |
Family Cites Families (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3842059A (en) | 1971-02-22 | 1974-10-15 | M Chiang | Acrylate and methacrylate terminated polystyrene macromolecular monomers having a substantially uniform molecular weight distribution |
IE36799B1 (en) | 1971-12-14 | 1977-03-02 | Loctite Ltd | Cyanoacrylate adhesive composition |
US3786116A (en) | 1972-08-21 | 1974-01-15 | Cpc International Inc | Chemically joined,phase separated thermoplastic graft copolymers |
US4182823A (en) | 1978-08-18 | 1980-01-08 | National Starch And Chemical Corporation | Anionic polymerization inhibitor for cyanoacrylate adhesives |
DE3239776A1 (de) | 1982-10-27 | 1984-05-03 | Teroson Gmbh, 6900 Heidelberg | Cyanacrylat-klebstoffzusammensetzung |
DE3414805A1 (de) | 1984-04-19 | 1985-10-24 | Bayer Ag, 5090 Leverkusen | Stabilisierte klebstoffe |
US4732808A (en) | 1985-11-14 | 1988-03-22 | Minnesota Mining And Manufacturing Company | Macromer reinforced pressure sensitive skin adhesive sheet material |
US5103812A (en) * | 1988-10-12 | 1992-04-14 | Rochal Industries, Inc. | Conformable bandage and coating material |
US5061481A (en) | 1989-03-20 | 1991-10-29 | Kobayashi Kose Co., Ltd. | Cosmetic composition having acryl-silicone graft copolymer |
JP2740541B2 (ja) | 1989-04-01 | 1998-04-15 | 日信化学工業株式会社 | 皮膚保護剤組成物 |
US4972037A (en) | 1989-08-07 | 1990-11-20 | Minnesota Mining And Manufacturing Company | Polysiloxane-grafted copolymer topical binder composition with novel fluorochemical comonomer and method of coating therewith |
US4981902A (en) | 1989-08-07 | 1991-01-01 | Minnesota Mining And Manufacturing Company | Polysiloxane-grafted copolymer non-pressure sensitive topical binder composition and method of coating therewith |
US5209924A (en) | 1989-08-07 | 1993-05-11 | Minnesota Mining And Manufacturing Company | Polysiloxane-grafted copolymer topical binder composition with novel fluorochemical comonomer and method of coating therewith |
JP2856932B2 (ja) | 1991-02-13 | 1999-02-10 | セイコー化成株式会社 | 被覆用組成物 |
US5981621A (en) | 1996-02-29 | 1999-11-09 | Closure Medical Corporation | Monomeric compositions effective as wound closure devices |
US5665337A (en) | 1996-03-21 | 1997-09-09 | The Procter & Gamble Company | Low residue hair care compositions using grafted copolymers |
US5667771A (en) | 1996-03-21 | 1997-09-16 | The Procter & Gamble Company | Rinse-off hair care compositions using grafted copolymers |
US6264934B1 (en) | 1999-11-03 | 2001-07-24 | 3M Innovative Properties Company | Low surface tension cosmetic copolymers |
US6183593B1 (en) | 1999-12-23 | 2001-02-06 | Closure Medical Corporation | 1,1-disubstituted ethylene adhesive compositions containing polydimethylsiloxane |
US7892649B2 (en) | 2005-09-08 | 2011-02-22 | 3M Innovative Properties Company | Microstructured adhesive article and articles made therefrom |
WO2008076736A2 (en) * | 2006-12-13 | 2008-06-26 | Novartis Ag | Actinically curable silicone hydrogel copolymers and uses thereof |
US9457123B2 (en) | 2008-09-24 | 2016-10-04 | 3M Innovative Properties Company | Hydrogels with release element |
US20120083568A1 (en) | 2010-10-01 | 2012-04-05 | Toyota Motor Engineering & Manufacturing North America, Inc. | Acrylate-based fluorinated copolymers for high-solids coatings |
WO2012061457A2 (en) | 2010-11-02 | 2012-05-10 | 3M Innovative Properties Company | Siloxane graft co-polymers for mold release |
US20140303312A1 (en) * | 2013-03-15 | 2014-10-09 | The Sherwin-Williams Company | Flourinated silane-modified polyacrylic resin |
US9962461B2 (en) | 2014-03-10 | 2018-05-08 | 3M Innovative Properties Company | Conformable coating composition |
-
2015
- 2015-07-02 CN CN201580037951.9A patent/CN106488961B/zh active Active
- 2015-07-02 US US15/325,765 patent/US10557055B2/en active Active
- 2015-07-02 BR BR112017000440A patent/BR112017000440A2/pt not_active Application Discontinuation
- 2015-07-02 EP EP15822751.2A patent/EP3169736B1/en active Active
- 2015-07-02 JP JP2017502146A patent/JP2017528550A/ja active Pending
- 2015-07-02 WO PCT/US2015/038969 patent/WO2016010742A1/en active Application Filing
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4365049A (en) * | 1980-03-31 | 1982-12-21 | Daikin Kogyo Co., Ltd. | Fluoroalkyl acrylate copolymer and composition containing the same |
US20130303654A1 (en) * | 2005-08-17 | 2013-11-14 | Rochal Industries Llp | Conformable solvent-based bandage and coating material |
CN102083876A (zh) * | 2008-07-07 | 2011-06-01 | 阿科玛股份有限公司 | 具有改进的薄膜成形性的氟聚合物水性混杂组合物 |
CN101544868A (zh) * | 2009-05-08 | 2009-09-30 | 厦门大学 | 氟硅自清洁涂料及其制备方法 |
Non-Patent Citations (1)
Title |
---|
黄文润: "《硅烷偶联剂及硅树脂》", 31 August 2010, 四川出版集团四川科学技术出版社 * |
Also Published As
Publication number | Publication date |
---|---|
JP2017528550A (ja) | 2017-09-28 |
EP3169736B1 (en) | 2019-04-10 |
BR112017000440A2 (pt) | 2017-10-31 |
WO2016010742A1 (en) | 2016-01-21 |
EP3169736A1 (en) | 2017-05-24 |
CN106488961B (zh) | 2020-04-10 |
EP3169736A4 (en) | 2018-01-17 |
US20170145248A1 (en) | 2017-05-25 |
US10557055B2 (en) | 2020-02-11 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN103842457B (zh) | 适形涂层和组合物 | |
US6441092B1 (en) | Wet-stick adhesives | |
AU2006279369B2 (en) | Conformable solvent-based bandage and coating material | |
US6903151B2 (en) | Wet-stick adhesives, articles, and methods | |
US9932499B2 (en) | UV-curable composition and pressure sensitive adhesive having breathability derived therefrom, as well as method for manufacturing the same | |
PT2764065T (pt) | Revestimentos adesivos sacrificáveis | |
CN106459710B (zh) | 湿润和干燥表面粘合剂 | |
ES2227370T3 (es) | Composicion adhesivo de uso medico y cinta o lamina adhesiva que utiliza la composicion. | |
CN110268012A (zh) | 具有基于通过金属盐的可逆交联的凝胶含量的单组分压敏粘合剂组合物 | |
JP5334374B2 (ja) | 自着用粘着剤及びそれを用いた自着用粘着テープ | |
CN106103613B (zh) | 共形涂料组合物 | |
JP4685301B2 (ja) | 湿潤粘着性接着剤 | |
US11624008B2 (en) | Composition useful as a pressure sensitive adhesive, its use and adhesive articles comprising it | |
NL8100633A (nl) | Drukgevoelig kleefmiddel; klevend materiaal. | |
CN106488961A (zh) | 包含氟化共聚物的共形涂料组合物 | |
TWI287564B (en) | Wet-stick adhesives, articles, and methods | |
JP6688891B2 (ja) | 硬化性ポリマー材料及び該硬化性ポリマー材料の使用方法 | |
JP2020143282A (ja) | 新規の熱応答性接着剤、その材料の製作方法及びその使用方法 | |
JP2023502413A (ja) | 重ね貼り時に高い光学的透明度を有する医療用テープ | |
JP2016069480A (ja) | 粘着剤組成物 | |
JPH02196880A (ja) | 粘着剤組成物 | |
BR9917378B1 (pt) | adesivo sensìvel à pressão de aderência a úmido, e, processo para produzir um adesivo sensìvel à pressão de aderência a úmido. |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
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. |
|
TR01 | Transfer of patent right |