CN115006584A - 一种皮肤创面修复粘合剂 - Google Patents
一种皮肤创面修复粘合剂 Download PDFInfo
- Publication number
- CN115006584A CN115006584A CN202210738093.2A CN202210738093A CN115006584A CN 115006584 A CN115006584 A CN 115006584A CN 202210738093 A CN202210738093 A CN 202210738093A CN 115006584 A CN115006584 A CN 115006584A
- Authority
- CN
- China
- Prior art keywords
- cyanoacrylate
- acid
- adhesive
- weight
- polymerization inhibitor
- 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
- 239000000853 adhesive Substances 0.000 title claims abstract description 40
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 40
- 206010072170 Skin wound Diseases 0.000 title claims abstract description 19
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 68
- 239000002250 absorbent Substances 0.000 claims abstract description 39
- 230000002745 absorbent Effects 0.000 claims abstract description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000003112 inhibitor Substances 0.000 claims abstract description 23
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 20
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 20
- 230000002378 acidificating effect Effects 0.000 claims abstract description 18
- 230000001954 sterilising effect Effects 0.000 claims abstract description 14
- 238000004659 sterilization and disinfection Methods 0.000 claims abstract description 14
- 230000037314 wound repair Effects 0.000 claims abstract description 14
- 229920001651 Cyanoacrylate Polymers 0.000 claims abstract description 13
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000004014 plasticizer Substances 0.000 claims abstract description 13
- 238000010526 radical polymerization reaction Methods 0.000 claims abstract description 12
- 238000010539 anionic addition polymerization reaction Methods 0.000 claims abstract description 11
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 18
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 claims description 18
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims description 16
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 13
- 235000010354 butylated hydroxytoluene Nutrition 0.000 claims description 13
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 claims description 12
- 239000003086 colorant Substances 0.000 claims description 12
- 239000004250 tert-Butylhydroquinone Substances 0.000 claims description 12
- 235000019281 tert-butylhydroquinone Nutrition 0.000 claims description 12
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 claims description 10
- 239000011521 glass Substances 0.000 claims description 9
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 8
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 8
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 8
- SPSPIUSUWPLVKD-UHFFFAOYSA-N 2,3-dibutyl-6-methylphenol Chemical compound CCCCC1=CC=C(C)C(O)=C1CCCC SPSPIUSUWPLVKD-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 6
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 6
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 claims description 6
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 claims description 6
- 239000003381 stabilizer Substances 0.000 claims description 6
- 229960000583 acetic acid Drugs 0.000 claims description 5
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 claims description 5
- STZCRXQWRGQSJD-GEEYTBSJSA-M methyl orange Chemical compound [Na+].C1=CC(N(C)C)=CC=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 STZCRXQWRGQSJD-GEEYTBSJSA-M 0.000 claims description 5
- 229940012189 methyl orange Drugs 0.000 claims description 5
- 230000005855 radiation Effects 0.000 claims description 5
- 150000003254 radicals Chemical class 0.000 claims description 5
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 claims description 4
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 4
- JBTHDAVBDKKSRW-UHFFFAOYSA-N chembl1552233 Chemical compound CC1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 JBTHDAVBDKKSRW-UHFFFAOYSA-N 0.000 claims description 4
- 229940098779 methanesulfonic acid Drugs 0.000 claims description 4
- -1 n-octyl α -cyanoacrylate Chemical compound 0.000 claims description 4
- 238000007789 sealing Methods 0.000 claims description 4
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 4
- 235000010265 sodium sulphite Nutrition 0.000 claims description 4
- 229940073450 sudan red Drugs 0.000 claims description 4
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 claims description 4
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 3
- AOSFMYBATFLTAQ-UHFFFAOYSA-N 1-amino-3-(benzimidazol-1-yl)propan-2-ol Chemical compound C1=CC=C2N(CC(O)CN)C=NC2=C1 AOSFMYBATFLTAQ-UHFFFAOYSA-N 0.000 claims description 3
- MRBKEAMVRSLQPH-UHFFFAOYSA-N 3-tert-butyl-4-hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1 MRBKEAMVRSLQPH-UHFFFAOYSA-N 0.000 claims description 3
- WWXUGNUFCNYMFK-UHFFFAOYSA-N Acetyl citrate Chemical compound CC(=O)OC(=O)CC(O)(C(O)=O)CC(O)=O WWXUGNUFCNYMFK-UHFFFAOYSA-N 0.000 claims description 3
- 240000001592 Amaranthus caudatus Species 0.000 claims description 3
- 235000009328 Amaranthus caudatus Nutrition 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 3
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 3
- 244000269722 Thea sinensis Species 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 235000012735 amaranth Nutrition 0.000 claims description 3
- 239000004178 amaranth Substances 0.000 claims description 3
- 150000003863 ammonium salts Chemical class 0.000 claims description 3
- 239000001569 carbon dioxide Substances 0.000 claims description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 3
- 235000012730 carminic acid Nutrition 0.000 claims description 3
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 claims description 3
- 229940106681 chloroacetic acid Drugs 0.000 claims description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims description 3
- 229960005215 dichloroacetic acid Drugs 0.000 claims description 3
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 3
- YQGOJNYOYNNSMM-UHFFFAOYSA-N eosin Chemical compound [Na+].OC(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C(O)=C(Br)C=C21 YQGOJNYOYNNSMM-UHFFFAOYSA-N 0.000 claims description 3
- IINNWAYUJNWZRM-UHFFFAOYSA-L erythrosin B Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1=C2C=C(I)C(=O)C(I)=C2OC2=C(I)C([O-])=C(I)C=C21 IINNWAYUJNWZRM-UHFFFAOYSA-L 0.000 claims description 3
- 235000012732 erythrosine Nutrition 0.000 claims description 3
- 229940011411 erythrosine Drugs 0.000 claims description 3
- 239000004174 erythrosine Substances 0.000 claims description 3
- FGBJXOREULPLGL-UHFFFAOYSA-N ethyl cyanoacrylate Chemical compound CCOC(=O)C(=C)C#N FGBJXOREULPLGL-UHFFFAOYSA-N 0.000 claims description 3
- 229930003935 flavonoid Natural products 0.000 claims description 3
- 150000002215 flavonoids Chemical class 0.000 claims description 3
- 235000017173 flavonoids Nutrition 0.000 claims description 3
- 229960000443 hydrochloric acid Drugs 0.000 claims description 3
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 3
- 229910017604 nitric acid Inorganic materials 0.000 claims description 3
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims description 3
- 150000008442 polyphenolic compounds Chemical class 0.000 claims description 3
- 235000013824 polyphenols Nutrition 0.000 claims description 3
- 229940079877 pyrogallol Drugs 0.000 claims description 3
- 235000010384 tocopherol Nutrition 0.000 claims description 3
- 229960001295 tocopherol Drugs 0.000 claims description 3
- 229930003799 tocopherol Natural products 0.000 claims description 3
- 239000011732 tocopherol Substances 0.000 claims description 3
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 claims description 3
- 229960004319 trichloroacetic acid Drugs 0.000 claims description 3
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims description 3
- 235000005979 Citrus limon Nutrition 0.000 claims description 2
- 244000131522 Citrus pyriformis Species 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- FXDAXLSJARZDBW-UHFFFAOYSA-N 6-methylheptyl 2-cyanoprop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C(=C)C#N FXDAXLSJARZDBW-UHFFFAOYSA-N 0.000 claims 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000004040 coloring Methods 0.000 claims 1
- 229950010048 enbucrilate Drugs 0.000 claims 1
- 229940097275 indigo Drugs 0.000 claims 1
- QRWOVIRDHQJFDB-UHFFFAOYSA-N isobutyl cyanoacrylate Chemical compound CC(C)COC(=O)C(=C)C#N QRWOVIRDHQJFDB-UHFFFAOYSA-N 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 208000015181 infectious disease Diseases 0.000 abstract description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 11
- 229910052760 oxygen Inorganic materials 0.000 description 11
- 239000001301 oxygen Substances 0.000 description 11
- 238000010998 test method Methods 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 10
- 208000027418 Wounds and injury Diseases 0.000 description 7
- 238000004026 adhesive bonding Methods 0.000 description 4
- 230000032683 aging Effects 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 239000003106 tissue adhesive Substances 0.000 description 4
- 239000000975 dye Substances 0.000 description 3
- JJJFUHOGVZWXNQ-UHFFFAOYSA-N enbucrilate Chemical compound CCCCOC(=O)C(=C)C#N JJJFUHOGVZWXNQ-UHFFFAOYSA-N 0.000 description 3
- RPQUGMLCZLGZTG-UHFFFAOYSA-N octyl cyanoacrylate Chemical compound CCCCCCCCOC(=O)C(=C)C#N RPQUGMLCZLGZTG-UHFFFAOYSA-N 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- PGIKFFJPONMRNO-UHFFFAOYSA-N 6-methylheptan-2-yl 2-cyanoprop-2-enoate Chemical compound C(#N)C(C(=O)OC(C)CCCC(C)C)=C PGIKFFJPONMRNO-UHFFFAOYSA-N 0.000 description 2
- QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 2
- 230000001133 acceleration Effects 0.000 description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 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 2
- 238000009826 distribution Methods 0.000 description 2
- QOZPAYSTKGZHHF-UHFFFAOYSA-N tert-butyl 2-cyanoprop-2-enoate Chemical compound CC(C)(C)OC(=O)C(=C)C#N QOZPAYSTKGZHHF-UHFFFAOYSA-N 0.000 description 2
- 239000001069 triethyl citrate Substances 0.000 description 2
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 2
- 235000013769 triethyl citrate Nutrition 0.000 description 2
- MLIREBYILWEBDM-UHFFFAOYSA-M 2-cyanoacetate Chemical compound [O-]C(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-M 0.000 description 1
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical group OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 238000001159 Fisher's combined probability test Methods 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000000687 hydroquinonyl group Chemical group C1(O)=C(C=C(O)C=C1)* 0.000 description 1
- 230000036512 infertility Effects 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229940127554 medical product Drugs 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000005489 p-toluenesulfonic acid group Chemical group 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 1
- 229960000943 tartrazine Drugs 0.000 description 1
- 239000004149 tartrazine Substances 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
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
- A61L24/06—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- A61L2/00—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor
- A61L2/0005—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor for pharmaceuticals, biologicals or living parts
- A61L2/0011—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor for pharmaceuticals, biologicals or living parts using physical methods
- A61L2/0029—Radiation
-
- 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
-
- 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
- A61L24/001—Use of materials characterised by their function or physical properties
-
- 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
- A61L24/02—Surgical adhesives or cements; Adhesives for colostomy devices containing inorganic materials
-
- 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
- A61L2202/00—Aspects relating to methods or apparatus for disinfecting or sterilising materials or objects
- A61L2202/20—Targets to be treated
- A61L2202/21—Pharmaceuticals, e.g. medicaments, artificial body parts
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Surgery (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Materials For Medical Uses (AREA)
Abstract
本发明属于医疗粘合剂领域，公开了一种皮肤创面修复粘合剂，包括氰基丙烯酸酯、增塑剂、阴离子阻聚剂、自由基阻聚剂，包括抗氧化剂、酸性吸水剂、甲醛吸收剂。本发明的皮肤创面修复粘合剂通过添加抗氧化剂、酸性吸水剂和甲醛吸收剂以保持粘合剂性能稳定，在进行辐照灭菌时不固化，实现终端灭菌，降低了感染的风险。
Description
技术领域
本发明属于医疗粘合剂领域，尤其涉及一种皮肤创面修复粘合剂。
背景技术
皮肤创面修复粘合剂是代替缝针用的医用产品，其主要成分是α-氰基丙烯酸酯，在创面血液和组织液中阴离子的作用下，能快速聚合固化成膜并与创面镶嵌紧密，可牢固地保持伤口的闭合状态。现已在皮肤创面修复领域逐渐成为手术缝合线的替代产品。
但是，由于氰基丙烯酸酯单体很容易发生聚合反应（如阴离子聚合或自由基聚合），因此常规的灭菌方式如干热灭菌，环氧乙烷灭菌，辐照灭菌都会加剧单体的聚合反应，使得粘合剂粘度增加，降低伤口闭合效果。目前市售的粘合剂大多采用过程控制无菌，无法实现终端灭菌。
发明内容
本发明目的在于提供一种皮肤创面修复粘合剂,以解决现有的粘合剂无法实现终端灭菌的技术问题。
为解决上述技术问题，本发明的一种皮肤创面修复粘合剂的具体技术方案如下：
一种皮肤创面修复粘合剂，包括氰基丙烯酸酯、增塑剂、阴离子阻聚剂、自由基阻聚剂，包括抗氧化剂、酸性吸水剂、甲醛吸收剂。
进一步的，所述氰基丙烯酸酯为75-95重量份，增塑剂为5-25重量份，阴离子阻聚剂为0.01-0.5重量份，自由基阻聚剂为0.01-0.5重量份，抗氧化剂为0.01-0.5重量份，酸性吸水剂为0.01-0.5重量份，甲醛吸收剂为0.01-0.5重量份。
进一步的，所述氰基丙烯酸酯为α-氰基丙烯酸乙酯、α-氰基丙烯酸正丁酯、α-氰基丙烯酸正辛酯、2-氰基丙烯酸异丁酯、2-氰基丙烯酸异辛酯中的一种或几种；
所述增塑剂为柠檬酸酯或乙酰基柠檬酸酯中的一种或几种；
所述自由基稳定剂为对苯二酚、间苯二酚、邻苯二酚或叔丁基苯酚、氢醌、儿茶酚、连苯三酚、苯醌、对甲氧基酚中的一种或几种；
所述阴离子稳定剂为醋酸、盐酸、氯乙酸、二氯乙酸、三氯乙酸、三氟乙酸、磷酸、硫酸、硝酸、马来酸、马来酸酐、甲磺酸、对甲苯磺酸的一种或几种；
所述酸性吸水剂为碳酸二甲酯、五氧化二磷、二氧化硫、二氧化碳、硫化氢中的一种或几种；
所述甲醛吸收剂为亚硫酸氢盐、亚硫酸盐、碱金属盐、铵盐中的一种或几种；
所述抗氧化剂为茶多酚、生育酚、黄酮类、丁基羟基茴香醚（BHA）、二丁基羟基甲苯（BHT）、叔丁基对苯二酚（TBHQ）中的一种或几种。
进一步的，包括着色剂。
进一步的，所述着色剂为0.01-0.5重量份。
进一步的，所述着色剂为透明紫、甲基橙、苏丹红、花菁染料、胭脂红、苋菜红、日落黄、赤藓红、柠檬黄、曙红、靛蓝的一种或几种。
进一步的，所述酸性吸水剂为五氧化二磷或二氧化硫或二者的混合物；所述甲醛吸收剂为亚硫酸氢钠、亚硫酸钠、亚硫酸氢铵中的一种或几种；所述抗氧化剂为丁基羟基茴香醚（BHA）、二丁基羟基甲苯（BHT）、叔丁基对苯二酚（TBHQ）中的一种或几种。
本发明还公开了一种皮肤创面修复粘合剂的制备方法，包括如下步骤:
步骤1：将氰基丙烯酸酯、增塑剂、阴离子阻聚剂、自由基阻聚剂、抗氧化剂、酸性吸水剂、甲醛吸收剂加入玻璃磨口瓶中，密封；
步骤2：密封后使用磁力搅拌器常温搅拌10-20min；
步骤3：在手套箱内对其进行分装；
步骤4：分装完毕后采用10kGy-30kGy剂量辐射灭菌。
进一步地，步骤1包括在玻璃磨口瓶中加入着色剂。
本发明的一种皮肤创面修复粘合剂具有以下优点：本发明的皮肤创面修复粘合剂通过添加抗氧化剂、酸性吸水剂和甲醛吸收剂以保持粘合剂性能稳定，在进行辐照灭菌时不固化，实现终端灭菌，降低了感染的风险。
具体实施方式
为了更好地了解本发明的目的、结构及功能，对本发明一种皮肤创面修复粘合剂做进一步详细的描述。
辐射灭菌的射线照射会使得粘合剂中的水分、氧气产生更多的自由基，加快氰基丙烯酸酯单体聚合反应，因此考虑粘合剂的制备过程严格控水控氧。
本发明通过添加抗氧化剂，降低辐照过程中氧自由基的生成；通过添加酸性吸水剂，降低粘合剂中的水分，进而避免水分与单体的聚合；通过添加甲醛吸收剂，降低粘合剂中的甲醛，进而避免甲醛和氰乙酸酯再次聚合。本发明制备的粘合剂采用手套箱分装，进一步避免环境中水分和氧气的影响。通过加入着色剂增强溶剂容量可视性，以控制使用时的粘合剂挤出量。
本发明的一种皮肤创面修复粘合剂，包括氰基丙烯酸酯75-95重量份，增塑剂5-25重量份，阴离子阻聚剂0.01-0.5重量份，自由基阻聚剂0.01-0.5重量份，抗氧化剂0.01-0.5重量份，酸性吸水剂0.01-0.5重量份，甲醛吸收剂0.01-0.5重量份，以及着色剂0.01-0.5重量份。
氰基丙烯酸酯为α-氰基丙烯酸乙酯、α-氰基丙烯酸正丁酯、α-氰基丙烯酸正辛酯、2-氰基丙烯酸异丁酯、2-氰基丙烯酸异辛酯中的一种或几种。
增塑剂为柠檬酸酯或乙酰基柠檬酸酯中的一种或几种。优选柠檬酸三乙酯、乙酰柠檬酸三丁酯中。
自由基稳定剂为对苯二酚、间苯二酚、邻苯二酚或叔丁基苯酚、氢醌、儿茶酚、连苯三酚、苯醌、对甲氧基酚中的一种或几种。优选对苯二酚、间苯二酚、邻苯二酚或叔丁基苯酚。
阴离子稳定剂为醋酸、盐酸、氯乙酸、二氯乙酸、三氯乙酸、三氟乙酸、磷酸、硫酸、硝酸、马来酸、马来酸酐、甲磺酸、对甲苯磺酸。优选醋酸、盐酸、磷酸、硫酸、甲磺酸、对甲苯磺酸。
酸性吸水剂为碳酸二甲酯、五氧化二磷、二氧化硫、二氧化碳、硫化氢中的一种或几种。优选五氧化二磷、二氧化硫。
甲醛吸收剂为亚硫酸氢盐、亚硫酸盐、碱金属盐，如锂盐、钠盐和钾盐，以及铵盐中的一种或几种。优选亚硫酸氢钠、亚硫酸钠、亚硫酸氢铵。
抗氧化剂为茶多酚、生育酚、黄酮类、丁基羟基茴香醚（BHA）、二丁基羟基甲苯（BHT）、叔丁基对苯二酚（TBHQ）中的一种或几种。优选丁基羟基茴香醚（BHA）、二丁基羟基甲苯（BHT）、叔丁基对苯二酚（TBHQ）。
着色剂为透明紫、甲基橙、苏丹红、花菁染料、胭脂红、苋菜红、日落黄、赤藓红、柠檬黄、曙红、靛蓝的一种或几种。优选透明紫、甲基橙、苏丹红、花菁染料。
实施例1-5：主成分为α-氰基丙烯酸正丁酯，增塑剂为乙酰柠檬酸三丁酯，阴离子阻聚剂为醋酸，自由基阻聚剂为对苯二酚，抗氧化剂为丁基羟基茴香醚，酸性吸水剂为五氧化二磷，甲醛吸收剂为亚硫酸钠，着色剂为透明紫B，在玻璃磨口瓶中加入各组分，密封后使用磁力搅拌器常温搅拌10-20min，然后在手套箱内对其进行分装，分装完毕后采用30kGy剂量辐射灭菌。各实施例内仅组分配比不同，组分种类均相同。
对比例1-3与实施例1-3仅抗氧化剂、酸性吸水剂、甲醛吸收剂未添加，并在普通环境下分装，其他组分和制备工艺均相同。
配方如下表：
对实施例1-5，对比例1-3进行辐照后的固化时间、粘度、含氧量、含水量性能检验。
固化时间测试方法：在直径为90mm的平皿中，加入0.3g/L的NaHCO3溶液30-50mL，在距液面约1cm处滴下一滴样品，记录样品固化时间。
粘度测试方法：参考GB/T 2794-2013 《胶黏剂黏度的测定 单圆筒旋转黏度计法》。
含氧量测试方法：使用氧气分析仪检测。
含水量测试方法：参考《中华人民共和国药典》（四部）水分测定法（通则0832）的第一法（费休氏法）。
上述数据看出，实施例1-5在有效控制水分和氧气的情况下，辐照前后各性能指标变化不大，对比例1-3在不能有效控制水分和氧气情况下，辐照前各性能指标与实施例1-3相差不大，辐照后各性能指标均降低较大，说明粘合剂不能有效耐受辐照的影响。
实施例6-10：主成分为α-氰基丙烯酸正辛酯，增塑剂为柠檬酸三乙酯，阴离子阻聚剂为对甲苯磺酸，自由基阻聚剂为邻苯二酚，抗氧化剂为二丁基羟基甲苯，酸性吸水剂为二氧化硫，甲醛吸收剂为亚硫酸氢钠，着色剂为甲基橙，在玻璃磨口瓶中加入各组分，密封后使用磁力搅拌器常温搅拌10-20min，然后在真空手套箱内对其进行分装，分装完毕后采用10kGy辐射灭菌。各实施例内仅组分配比不同，组分种类均相同。
对比例4-6与实施例6-8仅阴离子阻聚剂、自由基阻聚剂、抗氧化剂、酸性吸水剂、甲醛吸收剂未添加，并在普通环境下分装，其他组分和制备工艺均相同。
对实施例6-10，对比例4-6进行辐照后的机械性能测试以及加快老化后的粘度检测。
搭接-剪切拉伸承载强度测试方法：参考YY/T 0729.1《组织粘合剂粘接性能试验方法第1部分：搭接-剪切拉伸承载强度》。
剥离拉伸承载强度测试方法：参考YY/T 0729.2《组织粘合剂粘接性能试验方法第2部分：T-剥离拉伸承载强度》。
拉伸强度测试方法：参考YY/T 0729.3《组织粘合剂粘接性能试验方法第3部分：拉伸强度》。
伤口闭合强度测试方法：参考YY/T 0729.4《组织粘合剂粘接性能试验方法第4部分：伤口闭合强度》。
甲醛残留测试方法：使用气相色谱仪检测。
根据阿列纽斯公式计算，80℃加速老化12天相当于保质期2年。将实施例6-10的样
品在80℃加速老化12天后进行粘度检测。
| 检测项目 | 搭接-剪切拉伸承载强度（MPa） | 剥离拉伸承载强度（N/cm） | 拉伸强度（MPa） | 伤口闭合强度（N） | 甲醛残留（ppm） | 加速老化后粘度（cp） |
| 实施例6 | 0.53 | 8.1 | 0.52 | 69 | 13 | 15.6 |
| 实施例7 | 0.65 | 7.3 | 0.46 | 58 | 28 | 30.9 |
| 实施例8 | 0.42 | 9.2 | 0.44 | 53 | 45 | 52.4 |
| 实施例9 | 0.38 | 8.6 | 0.41 | 48 | 84 | 75.3 |
| 实施例10 | 0.35 | 8.3 | 0.46 | 58 | 100 | 81.2 |
| 对比例4 | 0.08 | 0.8 | 0.11 | 14 | 203 | 689 |
| 对比例5 | 0.04 | 0.9 | 0.08 | 9 | 267 | 1051 |
| 对比例6 | 0.06 | 1.3 | 0.09 | 12 | 514 | 固化，无法检测 |
上述数据看出，实施例6-10在有效控制水分和氧气的情况下，辐照后各力学性能数据偏差不大，加速12天后粘度增加到20-30cp，对比例4-6在不能有效控制水分和氧气情况下，辐照后各力学性能较实施例6-10降低很多，加速12天后，粘度明显增加，对比例6已经完全固化。
可以理解，本发明是通过一些实施例进行描述的，本领域技术人员知悉的，在不脱离本发明的精神和范围的情况下，可以对这些特征和实施例进行各种改变或等效替换。另外，在本发明的教导下，可以对这些特征和实施例进行修改以适应具体的情况及材料而不会脱离本发明的精神和范围。因此，本发明不受此处所公开的具体实施例的限制，所有落入本申请的权利要求范围内的实施例都属于本发明所保护的范围内。
Claims (9)
1.一种皮肤创面修复粘合剂，包括氰基丙烯酸酯、增塑剂、阴离子阻聚剂、自由基阻聚剂，其特征在于，包括抗氧化剂、酸性吸水剂、甲醛吸收剂。
2.根据权利要求1所述的皮肤创面修复粘合剂，其特征在于，所述氰基丙烯酸酯为75-95重量份，增塑剂为5-25重量份，阴离子阻聚剂为0.01-0.5重量份，自由基阻聚剂为0.01-0.5重量份，抗氧化剂为0.01-0.5重量份，酸性吸水剂为0.01-0.5重量份，甲醛吸收剂为0.01-0.5重量份。
3.根据权利要求1所述的皮肤创面修复粘合剂，其特征在于，所述氰基丙烯酸酯为α-氰基丙烯酸乙酯、α-氰基丙烯酸正丁酯、α-氰基丙烯酸正辛酯、2-氰基丙烯酸异丁酯、2-氰基丙烯酸异辛酯中的一种或几种；
所述增塑剂为柠檬酸酯或乙酰基柠檬酸酯中的一种或几种；
所述自由基稳定剂为对苯二酚、间苯二酚、邻苯二酚或叔丁基苯酚、氢醌、儿茶酚、连苯三酚、苯醌、对甲氧基酚中的一种或几种；
所述阴离子稳定剂为醋酸、盐酸、氯乙酸、二氯乙酸、三氯乙酸、三氟乙酸、磷酸、硫酸、硝酸、马来酸、马来酸酐、甲磺酸、对甲苯磺酸的一种或几种；
所述酸性吸水剂为碳酸二甲酯、五氧化二磷、二氧化硫、二氧化碳、硫化氢中的一种或几种；
所述甲醛吸收剂为亚硫酸氢盐、亚硫酸盐、碱金属盐、铵盐中的一种或几种；
所述抗氧化剂为茶多酚、生育酚、黄酮类、丁基羟基茴香醚（BHA）、二丁基羟基甲苯（BHT）、叔丁基对苯二酚（TBHQ）中的一种或几种。
4.根据权利要求1所述的皮肤创面修复粘合剂，其特征在于，包括着色剂。
5.根据权利要求4所述的皮肤创面修复粘合剂，其特征在于，所述着色剂为0.01-0.5重量份。
6.根据权利要求4所述的皮肤创面修复粘合剂，其特征在于，所述着色剂为透明紫、甲基橙、苏丹红、花菁染料、胭脂红、苋菜红、日落黄、赤藓红、柠檬黄、曙红、靛蓝的一种或几种。
7.根据权利要求1所述的皮肤创面修复粘合剂，其特征在于，所述酸性吸水剂为五氧化二磷或二氧化硫或二者的混合物；所述甲醛吸收剂为亚硫酸氢钠、亚硫酸钠、亚硫酸氢铵中的一种或几种；所述抗氧化剂为丁基羟基茴香醚（BHA）、二丁基羟基甲苯（BHT）、叔丁基对苯二酚（TBHQ）中的一种或几种。
8.一种如权利要求1-7所述的皮肤创面修复粘合剂的制备方法，其特征在于，包括如下步骤:
步骤1：将氰基丙烯酸酯、增塑剂、阴离子阻聚剂、自由基阻聚剂、抗氧化剂、酸性吸水剂、甲醛吸收剂加入玻璃磨口瓶中，密封；
步骤2：密封后使用磁力搅拌器常温搅拌10-20min；
步骤3：在手套箱内对其进行分装；
步骤4：分装完毕后采用10kGy-30kGy剂量辐射灭菌。
9.根据权利要求8所述的皮肤创面修复粘合剂的制备方法，其特征在于，步骤1包括在玻璃磨口瓶中加入着色剂。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210738093.2A CN115006584B (zh) | 2022-06-28 | 2022-06-28 | 一种皮肤创面修复粘合剂 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210738093.2A CN115006584B (zh) | 2022-06-28 | 2022-06-28 | 一种皮肤创面修复粘合剂 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN115006584A true CN115006584A (zh) | 2022-09-06 |
| CN115006584B CN115006584B (zh) | 2023-11-17 |
Family
ID=83077668
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210738093.2A Active CN115006584B (zh) | 2022-06-28 | 2022-06-28 | 一种皮肤创面修复粘合剂 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN115006584B (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115305021A (zh) * | 2022-09-29 | 2022-11-08 | 潍坊德高新材料有限公司 | 一种有色氰基丙烯酸酯胶黏剂及其制备方法 |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008056516A1 (fr) * | 2006-11-07 | 2008-05-15 | Terumo Kabushiki Kaisha | Adhésif à base de 2-cyanoacrylate destiné à des organismes vivants |
| CN101468212A (zh) * | 2008-05-05 | 2009-07-01 | 孙丽华 | 一种氰基丙烯酸异丁酯医用胶制备及应用 |
| CN103432623A (zh) * | 2013-08-22 | 2013-12-11 | 华南理工大学 | 一种医用胶粘剂及其制备方法 |
| US20140086967A1 (en) * | 2011-05-19 | 2014-03-27 | Mitsui Chemicals, Inc. | Adhesive composition for soft tissues, adhesive composition for wound dressing or wound dressing composition |
| CN104958781A (zh) * | 2015-07-29 | 2015-10-07 | 陕西博与再生医学有限公司 | 一种化学医用粘合剂组合物及其制备方法 |
| US20200010728A1 (en) * | 2017-02-09 | 2020-01-09 | Femasys, Inc. | Methods and compositions comprising biodegradable cyanoacrylates |
| CN112826976A (zh) * | 2021-03-10 | 2021-05-25 | 江西博恩锐尔生物科技有限公司 | 一种低白化氰基丙烯酸酯医用粘合剂制备 |
-
2022
- 2022-06-28 CN CN202210738093.2A patent/CN115006584B/zh active Active
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008056516A1 (fr) * | 2006-11-07 | 2008-05-15 | Terumo Kabushiki Kaisha | Adhésif à base de 2-cyanoacrylate destiné à des organismes vivants |
| CN101468212A (zh) * | 2008-05-05 | 2009-07-01 | 孙丽华 | 一种氰基丙烯酸异丁酯医用胶制备及应用 |
| US20140086967A1 (en) * | 2011-05-19 | 2014-03-27 | Mitsui Chemicals, Inc. | Adhesive composition for soft tissues, adhesive composition for wound dressing or wound dressing composition |
| CN103432623A (zh) * | 2013-08-22 | 2013-12-11 | 华南理工大学 | 一种医用胶粘剂及其制备方法 |
| CN104958781A (zh) * | 2015-07-29 | 2015-10-07 | 陕西博与再生医学有限公司 | 一种化学医用粘合剂组合物及其制备方法 |
| US20200010728A1 (en) * | 2017-02-09 | 2020-01-09 | Femasys, Inc. | Methods and compositions comprising biodegradable cyanoacrylates |
| CN112826976A (zh) * | 2021-03-10 | 2021-05-25 | 江西博恩锐尔生物科技有限公司 | 一种低白化氰基丙烯酸酯医用粘合剂制备 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115305021A (zh) * | 2022-09-29 | 2022-11-08 | 潍坊德高新材料有限公司 | 一种有色氰基丙烯酸酯胶黏剂及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN115006584B (zh) | 2023-11-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR0146409B1 (ko) | 살균 시아노아크릴레이트 접착 조성물 및 그 제조방법 | |
| EP2303343B1 (en) | Method of preparing adhesive compositions for medical use: single additive as both the thickening agent and the accelerator | |
| Zhang et al. | Mussel-inspired hyperbranched poly (amino ester) polymer as strong wet tissue adhesive | |
| Jeon et al. | Single and dual crosslinked oxidized methacrylated alginate/PEG hydrogels for bioadhesive applications | |
| US8673354B2 (en) | Adhesives and methods of applying the same | |
| US20080003196A1 (en) | Absorbable cyanoacrylate compositions | |
| EP2303342B1 (en) | Stable and sterile tissue adhesive composition with a controlled high viscosity | |
| US20030082116A1 (en) | Adhesive compositions containing dual function stabilizers and active agents | |
| CN115006584A (zh) | 一种皮肤创面修复粘合剂 | |
| CN104958781A (zh) | 一种化学医用粘合剂组合物及其制备方法 | |
| Song et al. | Dopa-empowered Schiff base forming alginate hydrogel glue for rapid hemostatic control | |
| CN113292671B (zh) | 一种含有苯硼酸基团的高分子交联剂、其制备的生物粘合剂及制备方法和应用 | |
| EP1865008A1 (en) | Method for preparing high absorbent hydrocolloid | |
| US20090326095A1 (en) | Viscous alpha-Cyanoacrylate Compositions | |
| WO2015085937A1 (zh) | 一种胶粘剂及其制备方法 | |
| CN109294511A (zh) | 一种适用于柔性基材粘接的uv固化胶黏剂 | |
| EP3086821B1 (en) | Controllably degradable compositions and methods | |
| WO2015014540A1 (en) | Improved cyanoacrylate compositions | |
| Back et al. | Influence of the NaIO4 concentration on the gelation and the adhesive strength of pyrocatechol/pyrogallol containing gelatin hydrogels | |
| Brauer et al. | Storage stability of dental composites | |
| CN117298328B (zh) | 一种医用粘合剂 | |
| CN111282017A (zh) | 一种医用封闭粘合剂、其制备方法及应用 | |
| CN107754006B (zh) | 温度响应性的超分子共聚物水凝胶的应用 | |
| CN118185481A (zh) | 一种生物相容性uv胶及其制备方法 | |
| CN118416289A (zh) | 一种用于吻合口的可吸收封合胶及其制备方法和应用 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| TA01 | Transfer of patent application right |
Effective date of registration: 20230412 Address after: 310018 room 106, building 1, No. 600, 21 Baiyang street, Qiantang New District, Hangzhou City, Zhejiang Province Applicant after: ZHEJIANG CURAWAY MEDICAL TECHNOLOGY CO.,LTD. Address before: Room 293, 2nd Floor, Building 2, No. 600, No. 21, Baiyang Street, Qiantang New District, Hangzhou, Zhejiang 310018 Applicant before: Hangzhou Chutai Biotechnology Co.,Ltd. |
|
| TA01 | Transfer of patent application right | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |