JP2021532251A - 印刷に好適な樹脂組成物および印刷方法 - Google Patents
印刷に好適な樹脂組成物および印刷方法 Download PDFInfo
- Publication number
- JP2021532251A JP2021532251A JP2021525371A JP2021525371A JP2021532251A JP 2021532251 A JP2021532251 A JP 2021532251A JP 2021525371 A JP2021525371 A JP 2021525371A JP 2021525371 A JP2021525371 A JP 2021525371A JP 2021532251 A JP2021532251 A JP 2021532251A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- resin composition
- group
- printing method
- substituted
- 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
- 239000011342 resin composition Substances 0.000 title claims abstract description 217
- 238000000034 method Methods 0.000 title claims abstract description 105
- 238000007639 printing Methods 0.000 title claims abstract description 102
- 150000001875 compounds Chemical class 0.000 claims abstract description 225
- 229920000642 polymer Polymers 0.000 claims abstract description 107
- 150000003573 thiols Chemical group 0.000 claims abstract description 99
- 239000000203 mixture Substances 0.000 claims abstract description 90
- 239000003381 stabilizer Substances 0.000 claims abstract description 68
- NSGDYZCDUPSTQT-UHFFFAOYSA-N N-[5-bromo-1-[(4-fluorophenyl)methyl]-4-methyl-2-oxopyridin-3-yl]cycloheptanecarboxamide Chemical compound Cc1c(Br)cn(Cc2ccc(F)cc2)c(=O)c1NC(=O)C1CCCCCC1 NSGDYZCDUPSTQT-UHFFFAOYSA-N 0.000 claims abstract description 51
- 125000002355 alkine group Chemical group 0.000 claims abstract description 50
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims abstract description 48
- -1 propargyl ester Chemical class 0.000 claims description 97
- 238000004140 cleaning Methods 0.000 claims description 52
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 51
- 125000000524 functional group Chemical group 0.000 claims description 49
- 239000002516 radical scavenger Substances 0.000 claims description 45
- 229920006395 saturated elastomer Polymers 0.000 claims description 41
- 239000002904 solvent Substances 0.000 claims description 39
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 34
- 150000001345 alkine derivatives Chemical group 0.000 claims description 32
- 150000002148 esters Chemical class 0.000 claims description 31
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 30
- 239000008139 complexing agent Substances 0.000 claims description 28
- 238000006116 polymerization reaction Methods 0.000 claims description 25
- 125000003118 aryl group Chemical group 0.000 claims description 24
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 24
- 229910052698 phosphorus Inorganic materials 0.000 claims description 24
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 23
- 239000011574 phosphorus Substances 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 19
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 17
- 239000011347 resin Substances 0.000 claims description 17
- 229920005989 resin Polymers 0.000 claims description 17
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 16
- KHUXNRRPPZOJPT-UHFFFAOYSA-N phenoxy radical Chemical compound O=C1C=C[CH]C=C1 KHUXNRRPPZOJPT-UHFFFAOYSA-N 0.000 claims description 16
- 239000004094 surface-active agent Substances 0.000 claims description 16
- 239000000654 additive Substances 0.000 claims description 15
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 15
- 239000003795 chemical substances by application Substances 0.000 claims description 15
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 14
- 239000011248 coating agent Substances 0.000 claims description 14
- 238000000576 coating method Methods 0.000 claims description 14
- 238000010146 3D printing Methods 0.000 claims description 13
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 13
- 239000002270 dispersing agent Substances 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 12
- 125000001072 heteroaryl group Chemical group 0.000 claims description 12
- 239000007787 solid Substances 0.000 claims description 12
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 11
- 239000012766 organic filler Substances 0.000 claims description 11
- 239000000049 pigment Substances 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 10
- 230000000844 anti-bacterial effect Effects 0.000 claims description 10
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 10
- 150000002170 ethers Chemical class 0.000 claims description 10
- 210000001519 tissue Anatomy 0.000 claims description 10
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 10
- 230000005670 electromagnetic radiation Effects 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 9
- 239000011256 inorganic filler Substances 0.000 claims description 9
- 229910003475 inorganic filler Inorganic materials 0.000 claims description 9
- 229910052710 silicon Inorganic materials 0.000 claims description 9
- 239000012748 slip agent Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 230000000996 additive effect Effects 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 239000007943 implant Substances 0.000 claims description 8
- 230000001678 irradiating effect Effects 0.000 claims description 8
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 7
- 239000006096 absorbing agent Substances 0.000 claims description 7
- 238000011417 postcuring Methods 0.000 claims description 7
- 239000010703 silicon Substances 0.000 claims description 7
- 150000007513 acids Chemical class 0.000 claims description 6
- 125000002252 acyl group Chemical group 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 6
- 239000000316 bone substitute Substances 0.000 claims description 6
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 6
- 239000003093 cationic surfactant Substances 0.000 claims description 6
- 125000005981 pentynyl group Chemical group 0.000 claims description 6
- 239000006254 rheological additive Substances 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 150000001408 amides Chemical class 0.000 claims description 5
- 125000000732 arylene group Chemical group 0.000 claims description 5
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 230000001939 inductive effect Effects 0.000 claims description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 4
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims description 4
- 210000000988 bone and bone Anatomy 0.000 claims description 4
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 claims description 4
- 238000005119 centrifugation Methods 0.000 claims description 4
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 4
- 238000010908 decantation Methods 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 239000002736 nonionic surfactant Substances 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- 239000003849 aromatic solvent Substances 0.000 claims description 3
- 125000004474 heteroalkylene group Chemical group 0.000 claims description 3
- 125000005549 heteroarylene group Chemical group 0.000 claims description 3
- 125000006588 heterocycloalkylene group Chemical group 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- 239000003999 initiator Substances 0.000 claims description 3
- 150000002825 nitriles Chemical class 0.000 claims description 3
- 239000012454 non-polar solvent Substances 0.000 claims description 3
- 239000002798 polar solvent Substances 0.000 claims description 3
- 238000012545 processing Methods 0.000 claims description 3
- 150000003462 sulfoxides Chemical class 0.000 claims description 3
- PVSPTVQNQJFQMP-UHFFFAOYSA-N 1-but-1-ynoxybut-1-yne Chemical compound CCC#COC#CCC PVSPTVQNQJFQMP-UHFFFAOYSA-N 0.000 claims description 2
- HRDCVMSNCBAMAM-UHFFFAOYSA-N 3-prop-2-ynoxyprop-1-yne Chemical compound C#CCOCC#C HRDCVMSNCBAMAM-UHFFFAOYSA-N 0.000 claims description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 2
- IXIVHXOMIAKVTE-UHFFFAOYSA-N C(N)(OC#CCCC)=O Chemical compound C(N)(OC#CCCC)=O IXIVHXOMIAKVTE-UHFFFAOYSA-N 0.000 claims description 2
- FIJUUBBOPDVOQZ-UHFFFAOYSA-N CCCC#COC(O)=O Chemical compound CCCC#COC(O)=O FIJUUBBOPDVOQZ-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 238000010521 absorption reaction Methods 0.000 claims description 2
- 150000001299 aldehydes Chemical class 0.000 claims description 2
- 229910000288 alkali metal carbonate Inorganic materials 0.000 claims description 2
- 150000008041 alkali metal carbonates Chemical class 0.000 claims description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
- 125000000746 allylic group Chemical group 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 239000002280 amphoteric surfactant Substances 0.000 claims description 2
- 238000000149 argon plasma sintering Methods 0.000 claims description 2
- QVCOXWYMPCBIMH-UHFFFAOYSA-N prop-2-ynyl carbamate Chemical compound NC(=O)OCC#C QVCOXWYMPCBIMH-UHFFFAOYSA-N 0.000 claims description 2
- KTZUEEIBRDOPPX-UHFFFAOYSA-N prop-2-ynyl hydrogen carbonate Chemical compound OC(=O)OCC#C KTZUEEIBRDOPPX-UHFFFAOYSA-N 0.000 claims description 2
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 2
- 238000002054 transplantation Methods 0.000 claims description 2
- 239000002888 zwitterionic surfactant Substances 0.000 claims description 2
- LQEOZLPKLZRKTH-UHFFFAOYSA-N 1-pent-1-ynoxypent-1-yne Chemical compound CCCC#COC#CCCC LQEOZLPKLZRKTH-UHFFFAOYSA-N 0.000 claims 1
- 239000004677 Nylon Substances 0.000 claims 1
- GBFLZEXEOZUWRN-VKHMYHEASA-N S-carboxymethyl-L-cysteine Chemical group OC(=O)[C@@H](N)CSCC(O)=O GBFLZEXEOZUWRN-VKHMYHEASA-N 0.000 claims 1
- 239000000908 ammonium hydroxide Substances 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 229920001778 nylon Polymers 0.000 claims 1
- 239000000178 monomer Substances 0.000 description 73
- 239000000976 ink Substances 0.000 description 56
- 238000006243 chemical reaction Methods 0.000 description 49
- 150000001336 alkenes Chemical class 0.000 description 32
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 24
- 239000000047 product Substances 0.000 description 23
- 239000000243 solution Substances 0.000 description 21
- JOBBTVPTPXRUBP-UHFFFAOYSA-N [3-(3-sulfanylpropanoyloxy)-2,2-bis(3-sulfanylpropanoyloxymethyl)propyl] 3-sulfanylpropanoate Chemical compound SCCC(=O)OCC(COC(=O)CCS)(COC(=O)CCS)COC(=O)CCS JOBBTVPTPXRUBP-UHFFFAOYSA-N 0.000 description 19
- 238000009472 formulation Methods 0.000 description 19
- 238000005259 measurement Methods 0.000 description 19
- 125000004432 carbon atom Chemical group C* 0.000 description 17
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- 125000006239 protecting group Chemical group 0.000 description 12
- 229940079877 pyrogallol Drugs 0.000 description 12
- 150000003254 radicals Chemical class 0.000 description 12
- WERYXYBDKMZEQL-UHFFFAOYSA-N 1,4-butanediol Substances OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 11
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 10
- 239000007788 liquid Substances 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
- 125000005587 carbonate group Chemical group 0.000 description 9
- 229940052303 ethers for general anesthesia Drugs 0.000 description 9
- 125000004806 1-methylethylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 8
- OXBLVCZKDOZZOJ-UHFFFAOYSA-N 2,3-Dihydrothiophene Chemical compound C1CC=CS1 OXBLVCZKDOZZOJ-UHFFFAOYSA-N 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 8
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 125000001931 aliphatic group Chemical group 0.000 description 8
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 8
- 125000001424 substituent group Chemical group 0.000 description 8
- CRPNQSVBEWWHIJ-UHFFFAOYSA-N 2,3,4-trihydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C(O)=C1O CRPNQSVBEWWHIJ-UHFFFAOYSA-N 0.000 description 7
- 125000001033 ether group Chemical group 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 7
- QFMZQPDHXULLKC-UHFFFAOYSA-N 1,2-bis(diphenylphosphino)ethane Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)CCP(C=1C=CC=CC=1)C1=CC=CC=C1 QFMZQPDHXULLKC-UHFFFAOYSA-N 0.000 description 6
- IBGBGRVKPALMCQ-UHFFFAOYSA-N 3,4-dihydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1O IBGBGRVKPALMCQ-UHFFFAOYSA-N 0.000 description 6
- XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-UHFFFAOYSA-N 0.000 description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- VBIXEXWLHSRNKB-UHFFFAOYSA-N ammonium oxalate Chemical compound [NH4+].[NH4+].[O-]C(=O)C([O-])=O VBIXEXWLHSRNKB-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 230000001965 increasing effect Effects 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 239000002244 precipitate Substances 0.000 description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 6
- 239000000473 propyl gallate Substances 0.000 description 6
- 235000010388 propyl gallate Nutrition 0.000 description 6
- 229940075579 propyl gallate Drugs 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 description 5
- IUNJCFABHJZSKB-UHFFFAOYSA-N 2,4-dihydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C(O)=C1 IUNJCFABHJZSKB-UHFFFAOYSA-N 0.000 description 5
- 238000006596 Alder-ene reaction Methods 0.000 description 5
- 238000006845 Michael addition reaction Methods 0.000 description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 239000012965 benzophenone Substances 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 238000001879 gelation Methods 0.000 description 5
- 125000005842 heteroatom Chemical group 0.000 description 5
- 239000002609 medium Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- 230000000930 thermomechanical effect Effects 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 4
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 4
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 description 4
- 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 description 4
- AUKRYONWZHRJRE-UHFFFAOYSA-N 9-anthrol Chemical compound C1=CC=C2C(O)=C(C=CC=C3)C3=CC2=C1 AUKRYONWZHRJRE-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000004255 Butylated hydroxyanisole Substances 0.000 description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- 241001465754 Metazoa Species 0.000 description 4
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 4
- 125000004429 atom Chemical group 0.000 description 4
- GGNQRNBDZQJCCN-UHFFFAOYSA-N benzene-1,2,4-triol Chemical compound OC1=CC=C(O)C(O)=C1 GGNQRNBDZQJCCN-UHFFFAOYSA-N 0.000 description 4
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 4
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 4
- 239000002738 chelating agent Substances 0.000 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 description 4
- 238000010511 deprotection reaction Methods 0.000 description 4
- 150000004820 halides Chemical class 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 4
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 239000013642 negative control Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 4
- 235000021317 phosphate Nutrition 0.000 description 4
- 150000003009 phosphonic acids Chemical class 0.000 description 4
- 229920005862 polyol Polymers 0.000 description 4
- 150000003077 polyols Chemical class 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000012925 reference material Substances 0.000 description 4
- 238000000518 rheometry Methods 0.000 description 4
- UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000006467 substitution reaction Methods 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- 229940096522 trimethylolpropane triacrylate Drugs 0.000 description 4
- 239000000080 wetting agent Substances 0.000 description 4
- IXWOUPGDGMCKGT-UHFFFAOYSA-N 2,3-dihydroxybenzaldehyde Chemical compound OC1=CC=CC(C=O)=C1O IXWOUPGDGMCKGT-UHFFFAOYSA-N 0.000 description 3
- GLDQAMYCGOIJDV-UHFFFAOYSA-N 2,3-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC(O)=C1O GLDQAMYCGOIJDV-UHFFFAOYSA-N 0.000 description 3
- CLFRCXCBWIQVRN-UHFFFAOYSA-N 2,5-dihydroxybenzaldehyde Chemical compound OC1=CC=C(O)C(C=O)=C1 CLFRCXCBWIQVRN-UHFFFAOYSA-N 0.000 description 3
- FTALTLPZDVFJSS-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl prop-2-enoate Chemical compound CCOCCOCCOC(=O)C=C FTALTLPZDVFJSS-UHFFFAOYSA-N 0.000 description 3
- UEKHZPDUBLCUHN-UHFFFAOYSA-N 2-[[3,5,5-trimethyl-6-[2-(2-methylprop-2-enoyloxy)ethoxycarbonylamino]hexyl]carbamoyloxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOC(=O)NCCC(C)CC(C)(C)CNC(=O)OCCOC(=O)C(C)=C UEKHZPDUBLCUHN-UHFFFAOYSA-N 0.000 description 3
- HAQLHRYUDBKTJG-UHFFFAOYSA-N 3,5-dihydroxybenzaldehyde Chemical compound OC1=CC(O)=CC(C=O)=C1 HAQLHRYUDBKTJG-UHFFFAOYSA-N 0.000 description 3
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 description 3
- 229910017008 AsF 6 Inorganic materials 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- RPWFJAMTCNSJKK-UHFFFAOYSA-N Dodecyl gallate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC(O)=C(O)C(O)=C1 RPWFJAMTCNSJKK-UHFFFAOYSA-N 0.000 description 3
- 241000588724 Escherichia coli Species 0.000 description 3
- HTTJABKRGRZYRN-UHFFFAOYSA-N Heparin Chemical compound OC1C(NC(=O)C)C(O)OC(COS(O)(=O)=O)C1OC1C(OS(O)(=O)=O)C(O)C(OC2C(C(OS(O)(=O)=O)C(OC3C(C(O)C(O)C(O3)C(O)=O)OS(O)(=O)=O)C(CO)O2)NS(O)(=O)=O)C(C(O)=O)O1 HTTJABKRGRZYRN-UHFFFAOYSA-N 0.000 description 3
- 229910018286 SbF 6 Inorganic materials 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 241000191967 Staphylococcus aureus Species 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- 230000006399 behavior Effects 0.000 description 3
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 3
- 229910002091 carbon monoxide Inorganic materials 0.000 description 3
- 239000006143 cell culture medium Substances 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 231100000433 cytotoxic Toxicity 0.000 description 3
- 230000001472 cytotoxic effect Effects 0.000 description 3
- 231100000135 cytotoxicity Toxicity 0.000 description 3
- 230000003013 cytotoxicity Effects 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 235000010386 dodecyl gallate Nutrition 0.000 description 3
- 239000003759 ester based solvent Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- 229960002897 heparin Drugs 0.000 description 3
- 229920000669 heparin Polymers 0.000 description 3
- 230000000977 initiatory effect Effects 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000001766 physiological effect Effects 0.000 description 3
- 239000010695 polyglycol Substances 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- FGEJJBGRIFKJTB-UHFFFAOYSA-N silylsulfanylsilane Chemical compound [SiH3]S[SiH3] FGEJJBGRIFKJTB-UHFFFAOYSA-N 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 230000002194 synthesizing effect Effects 0.000 description 3
- 150000007970 thio esters Chemical class 0.000 description 3
- 125000003396 thiol group Chemical group [H]S* 0.000 description 3
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical class C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 3
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- 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
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 description 2
- SAMJGBVVQUEMGC-UHFFFAOYSA-N 1-ethenoxy-2-(2-ethenoxyethoxy)ethane Chemical compound C=COCCOCCOC=C SAMJGBVVQUEMGC-UHFFFAOYSA-N 0.000 description 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N 1-ethenoxybutane Chemical compound CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
- IMQFZQVZKBIPCQ-UHFFFAOYSA-N 2,2-bis(3-sulfanylpropanoyloxymethyl)butyl 3-sulfanylpropanoate Chemical compound SCCC(=O)OCC(CC)(COC(=O)CCS)COC(=O)CCS IMQFZQVZKBIPCQ-UHFFFAOYSA-N 0.000 description 2
- PUGOMSLRUSTQGV-UHFFFAOYSA-N 2,3-di(prop-2-enoyloxy)propyl prop-2-enoate Chemical compound C=CC(=O)OCC(OC(=O)C=C)COC(=O)C=C PUGOMSLRUSTQGV-UHFFFAOYSA-N 0.000 description 2
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 2
- NTNLSICUQDSUMN-UHFFFAOYSA-N 2-(2-benzoylphenoxy)acetic acid Chemical compound OC(=O)COC1=CC=CC=C1C(=O)C1=CC=CC=C1 NTNLSICUQDSUMN-UHFFFAOYSA-N 0.000 description 2
- WVXLLHWEQSZBLW-UHFFFAOYSA-N 2-(4-acetyl-2-methoxyphenoxy)acetic acid Chemical compound COC1=CC(C(C)=O)=CC=C1OCC(O)=O WVXLLHWEQSZBLW-UHFFFAOYSA-N 0.000 description 2
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 2
- IMOYOUMVYICGCA-UHFFFAOYSA-N 2-tert-butyl-4-hydroxyanisole Chemical compound COC1=CC=C(O)C=C1C(C)(C)C IMOYOUMVYICGCA-UHFFFAOYSA-N 0.000 description 2
- DKIDEFUBRARXTE-UHFFFAOYSA-M 3-mercaptopropionate Chemical compound [O-]C(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-M 0.000 description 2
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 2
- JIGUICYYOYEXFS-UHFFFAOYSA-N 3-tert-butylbenzene-1,2-diol Chemical compound CC(C)(C)C1=CC=CC(O)=C1O JIGUICYYOYEXFS-UHFFFAOYSA-N 0.000 description 2
- BEYOBVMPDRKTNR-BUHFOSPRSA-N 4-Hydroxyazobenzene Chemical compound C1=CC(O)=CC=C1\N=N\C1=CC=CC=C1 BEYOBVMPDRKTNR-BUHFOSPRSA-N 0.000 description 2
- HMBNQNDUEFFFNZ-UHFFFAOYSA-N 4-ethenoxybutan-1-ol Chemical compound OCCCCOC=C HMBNQNDUEFFFNZ-UHFFFAOYSA-N 0.000 description 2
- LCPSMTHKOUZQIL-UHFFFAOYSA-N 6-phenyldiazenylcyclohexa-2,4-diene-1,1-diol Chemical compound OC1(O)C=CC=CC1N=NC1=CC=CC=C1 LCPSMTHKOUZQIL-UHFFFAOYSA-N 0.000 description 2
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- 101710088194 Dehydrogenase Proteins 0.000 description 2
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 229930182555 Penicillin Natural products 0.000 description 2
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 2
- 229910018557 Si O Inorganic materials 0.000 description 2
- 229910007991 Si-N Inorganic materials 0.000 description 2
- 229910006294 Si—N Inorganic materials 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- INXWLSDYDXPENO-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(CO)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C INXWLSDYDXPENO-UHFFFAOYSA-N 0.000 description 2
- KIMKGBGMXUPKJT-UHFFFAOYSA-N [diethyl-(4-methoxybenzoyl)germyl]-(4-methoxyphenyl)methanone Chemical compound C=1C=C(OC)C=CC=1C(=O)[Ge](CC)(CC)C(=O)C1=CC=C(OC)C=C1 KIMKGBGMXUPKJT-UHFFFAOYSA-N 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- NUZWLKWWNNJHPT-UHFFFAOYSA-N anthralin Chemical compound C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O NUZWLKWWNNJHPT-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 150000008366 benzophenones Chemical class 0.000 description 2
- PHIBEYMUALDAQI-UHFFFAOYSA-N benzylphosphinic acid Chemical compound OP(=O)CC1=CC=CC=C1 PHIBEYMUALDAQI-UHFFFAOYSA-N 0.000 description 2
- 229940043253 butylated hydroxyanisole Drugs 0.000 description 2
- 239000001506 calcium phosphate Substances 0.000 description 2
- 229950005499 carbon tetrachloride Drugs 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 238000004113 cell culture Methods 0.000 description 2
- 238000007156 chain growth polymerization reaction Methods 0.000 description 2
- 229960001701 chloroform Drugs 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000536 complexating effect Effects 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 229940023487 dental product Drugs 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 125000004386 diacrylate group Chemical group 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 2
- 229960002311 dithranol Drugs 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- VQCBHWLJZDBHOS-UHFFFAOYSA-N erbium(iii) oxide Chemical compound O=[Er]O[Er]=O VQCBHWLJZDBHOS-UHFFFAOYSA-N 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 239000004210 ether based solvent Substances 0.000 description 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 2
- MKVYSRNJLWTVIK-UHFFFAOYSA-N ethyl carbamate;2-methylprop-2-enoic acid Chemical compound CCOC(N)=O.CC(=C)C(O)=O.CC(=C)C(O)=O MKVYSRNJLWTVIK-UHFFFAOYSA-N 0.000 description 2
- XAQCPVMJIHJSDQ-UHFFFAOYSA-N ethyl carbamate;2-methylprop-2-enoic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O.CC(=C)C(O)=O XAQCPVMJIHJSDQ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000012091 fetal bovine serum Substances 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 230000014509 gene expression Effects 0.000 description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 2
- 125000000879 imine group Chemical group 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000002563 ionic surfactant Substances 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 229940035429 isobutyl alcohol Drugs 0.000 description 2
- 239000005453 ketone based solvent Substances 0.000 description 2
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 description 2
- 239000002103 nanocoating Substances 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 2
- 201000008968 osteosarcoma Diseases 0.000 description 2
- 125000006353 oxyethylene group Chemical group 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 2
- 229940049954 penicillin Drugs 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 239000002530 phenolic antioxidant Substances 0.000 description 2
- MLCHBQKMVKNBOV-UHFFFAOYSA-N phenylphosphinic acid Chemical compound OP(=O)C1=CC=CC=C1 MLCHBQKMVKNBOV-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- FSDNTQSJGHSJBG-UHFFFAOYSA-N piperidine-4-carbonitrile Chemical compound N#CC1CCNCC1 FSDNTQSJGHSJBG-UHFFFAOYSA-N 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 230000010287 polarization Effects 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000013641 positive control Substances 0.000 description 2
- 108090000765 processed proteins & peptides Proteins 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 2
- 229960005322 streptomycin Drugs 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 230000002459 sustained effect Effects 0.000 description 2
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 2
- 230000001960 triggered effect Effects 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 238000002604 ultrasonography Methods 0.000 description 2
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical class OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 description 2
- INRGAWUQFOBNKL-UHFFFAOYSA-N {4-[(Vinyloxy)methyl]cyclohexyl}methanol Chemical compound OCC1CCC(COC=C)CC1 INRGAWUQFOBNKL-UHFFFAOYSA-N 0.000 description 2
- BKKVYNMMVYEBGR-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl) prop-2-enoate Chemical compound BrC1=C(Br)C(Br)=C(OC(=O)C=C)C(Br)=C1Br BKKVYNMMVYEBGR-UHFFFAOYSA-N 0.000 description 1
- GRKDVZMVHOLESV-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl)methyl prop-2-enoate Chemical compound BrC1=C(Br)C(Br)=C(COC(=O)C=C)C(Br)=C1Br GRKDVZMVHOLESV-UHFFFAOYSA-N 0.000 description 1
- RFOWDPMCXHVGET-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenyl) prop-2-enoate Chemical compound FC1=C(F)C(F)=C(OC(=O)C=C)C(F)=C1F RFOWDPMCXHVGET-UHFFFAOYSA-N 0.000 description 1
- HHQAGBQXOWLTLL-UHFFFAOYSA-N (2-hydroxy-3-phenoxypropyl) prop-2-enoate Chemical compound C=CC(=O)OCC(O)COC1=CC=CC=C1 HHQAGBQXOWLTLL-UHFFFAOYSA-N 0.000 description 1
- GVZIBGFELWPEOC-UHFFFAOYSA-N (2-hydroxy-4-prop-2-enoxyphenyl)-phenylmethanone Chemical compound OC1=CC(OCC=C)=CC=C1C(=O)C1=CC=CC=C1 GVZIBGFELWPEOC-UHFFFAOYSA-N 0.000 description 1
- PJAKWOZHTFWTNF-UHFFFAOYSA-N (2-nonylphenyl) prop-2-enoate Chemical compound CCCCCCCCCC1=CC=CC=C1OC(=O)C=C PJAKWOZHTFWTNF-UHFFFAOYSA-N 0.000 description 1
- OIQXFRANQVWXJF-ACCUITESSA-N (2e)-2-benzylidene-4,7,7-trimethylbicyclo[2.2.1]heptan-3-one Chemical compound CC1(C)C2CCC1(C)C(=O)\C2=C\C1=CC=CC=C1 OIQXFRANQVWXJF-ACCUITESSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- ZMTBGVBNTHTBEC-UHFFFAOYSA-N (3,3,5-trimethylcyclohexyl) prop-2-enoate Chemical compound CC1CC(OC(=O)C=C)CC(C)(C)C1 ZMTBGVBNTHTBEC-UHFFFAOYSA-N 0.000 description 1
- PPTGDAXMBSTFFG-UHFFFAOYSA-N (6-carbamoyloxy-3,5,5-trimethylhexyl) carbamate Chemical compound CC(CCOC(N)=O)CC(C)(C)COC(N)=O PPTGDAXMBSTFFG-UHFFFAOYSA-N 0.000 description 1
- OKJAFMLILOEHQK-UHFFFAOYSA-N 1,1,1-tri(prop-2-enoyloxy)propan-2-yl prop-2-enoate Chemical compound C(C=C)(=O)OC(C(C)OC(C=C)=O)(OC(C=C)=O)OC(C=C)=O OKJAFMLILOEHQK-UHFFFAOYSA-N 0.000 description 1
- HGDULKQRXBSKHL-UHFFFAOYSA-N 1,1-bis(2-methylprop-2-enoyloxy)propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(CC)(OC(=O)C(C)=C)OC(=O)C(C)=C HGDULKQRXBSKHL-UHFFFAOYSA-N 0.000 description 1
- SKYXLDSRLNRAPS-UHFFFAOYSA-N 1,2,4-trifluoro-5-methoxybenzene Chemical compound COC1=CC(F)=C(F)C=C1F SKYXLDSRLNRAPS-UHFFFAOYSA-N 0.000 description 1
- KTRQRAQRHBLCSQ-UHFFFAOYSA-N 1,2,4-tris(ethenyl)cyclohexane Chemical compound C=CC1CCC(C=C)C(C=C)C1 KTRQRAQRHBLCSQ-UHFFFAOYSA-N 0.000 description 1
- CYIGRWUIQAVBFG-UHFFFAOYSA-N 1,2-bis(2-ethenoxyethoxy)ethane Chemical compound C=COCCOCCOCCOC=C CYIGRWUIQAVBFG-UHFFFAOYSA-N 0.000 description 1
- MWZJGRDWJVHRDV-UHFFFAOYSA-N 1,4-bis(ethenoxy)butane Chemical compound C=COCCCCOC=C MWZJGRDWJVHRDV-UHFFFAOYSA-N 0.000 description 1
- JHXJMPVUVKIGKC-UHFFFAOYSA-N 1-(4-tert-butylphenyl)-2-hydroxy-2-methylpropan-1-one Chemical compound CC(C)(C)C1=CC=C(C(=O)C(C)(C)O)C=C1 JHXJMPVUVKIGKC-UHFFFAOYSA-N 0.000 description 1
- CPQUDUZKHJNUHS-UHFFFAOYSA-N 1-[2-(cyclopenten-1-yloxy)ethoxy]cyclopentene Chemical compound C=1CCCC=1OCCOC1=CCCC1 CPQUDUZKHJNUHS-UHFFFAOYSA-N 0.000 description 1
- JSISLDPKVRXXSE-UHFFFAOYSA-N 1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropane-1,2-diol Chemical compound CC(C)(O)C(O)C1=CC=C(OCCO)C=C1 JSISLDPKVRXXSE-UHFFFAOYSA-N 0.000 description 1
- VKQJCUYEEABXNK-UHFFFAOYSA-N 1-chloro-4-propoxythioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C(OCCC)=CC=C2Cl VKQJCUYEEABXNK-UHFFFAOYSA-N 0.000 description 1
- OZCMOJQQLBXBKI-UHFFFAOYSA-N 1-ethenoxy-2-methylpropane Chemical compound CC(C)COC=C OZCMOJQQLBXBKI-UHFFFAOYSA-N 0.000 description 1
- LAYAKLSFVAPMEL-UHFFFAOYSA-N 1-ethenoxydodecane Chemical compound CCCCCCCCCCCCOC=C LAYAKLSFVAPMEL-UHFFFAOYSA-N 0.000 description 1
- OVGRCEFMXPHEBL-UHFFFAOYSA-N 1-ethenoxypropane Chemical compound CCCOC=C OVGRCEFMXPHEBL-UHFFFAOYSA-N 0.000 description 1
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- PXORBAGTGTXORO-UHFFFAOYSA-N 1-phenyl-1h-indene Chemical compound C1=CC2=CC=CC=C2C1C1=CC=CC=C1 PXORBAGTGTXORO-UHFFFAOYSA-N 0.000 description 1
- DIYFBIOUBFTQJU-UHFFFAOYSA-N 1-phenyl-2-sulfanylethanone Chemical class SCC(=O)C1=CC=CC=C1 DIYFBIOUBFTQJU-UHFFFAOYSA-N 0.000 description 1
- IBTLFDCPAJLATQ-UHFFFAOYSA-N 1-prop-2-enoxybutane Chemical compound CCCCOCC=C IBTLFDCPAJLATQ-UHFFFAOYSA-N 0.000 description 1
- PRDFBSVERLRRMY-UHFFFAOYSA-N 2'-(4-ethoxyphenyl)-5-(4-methylpiperazin-1-yl)-2,5'-bibenzimidazole Chemical compound C1=CC(OCC)=CC=C1C1=NC2=CC=C(C=3NC4=CC(=CC=C4N=3)N3CCN(C)CC3)C=C2N1 PRDFBSVERLRRMY-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
- WJSSGRNOLJPGNJ-UHFFFAOYSA-N 2,3-bis(ethenoxy)butane Chemical compound C=COC(C)C(C)OC=C WJSSGRNOLJPGNJ-UHFFFAOYSA-N 0.000 description 1
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 description 1
- QGTBRAFPWNISIJ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl 2-methylprop-2-enoate Chemical compound CCCCOCCOCCOC(=O)C(C)=C QGTBRAFPWNISIJ-UHFFFAOYSA-N 0.000 description 1
- KEVOENGLLAAIKA-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl prop-2-enoate Chemical compound CCCCOCCOCCOC(=O)C=C KEVOENGLLAAIKA-UHFFFAOYSA-N 0.000 description 1
- WULAHPYSGCVQHM-UHFFFAOYSA-N 2-(2-ethenoxyethoxy)ethanol Chemical compound OCCOCCOC=C WULAHPYSGCVQHM-UHFFFAOYSA-N 0.000 description 1
- YWEJNVNVJGORIU-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl 2-hydroxy-2-phenylacetate Chemical compound OCCOCCOC(=O)C(O)C1=CC=CC=C1 YWEJNVNVJGORIU-UHFFFAOYSA-N 0.000 description 1
- DAVVKEZTUOGEAK-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethyl 2-methylprop-2-enoate Chemical compound COCCOCCOC(=O)C(C)=C DAVVKEZTUOGEAK-UHFFFAOYSA-N 0.000 description 1
- UPRJCBCFGSJZJU-UHFFFAOYSA-N 2-(4-acetyloxyphenyl)ethyl prop-2-enoate Chemical compound CC(=O)OC1=CC=C(CCOC(=O)C=C)C=C1 UPRJCBCFGSJZJU-UHFFFAOYSA-N 0.000 description 1
- QHVBLSNVXDSMEB-UHFFFAOYSA-N 2-(diethylamino)ethyl prop-2-enoate Chemical compound CCN(CC)CCOC(=O)C=C QHVBLSNVXDSMEB-UHFFFAOYSA-N 0.000 description 1
- KJSGODDTWRXQRH-UHFFFAOYSA-N 2-(dimethylamino)ethyl benzoate Chemical compound CN(C)CCOC(=O)C1=CC=CC=C1 KJSGODDTWRXQRH-UHFFFAOYSA-N 0.000 description 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 1
- RFIMISVNSAUMBU-UHFFFAOYSA-N 2-(hydroxymethyl)-2-(prop-2-enoxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC=C RFIMISVNSAUMBU-UHFFFAOYSA-N 0.000 description 1
- CWNOEVURTVLUNV-UHFFFAOYSA-N 2-(propoxymethyl)oxirane Chemical compound CCCOCC1CO1 CWNOEVURTVLUNV-UHFFFAOYSA-N 0.000 description 1
- QTUVQQKHBMGYEH-UHFFFAOYSA-N 2-(trichloromethyl)-1,3,5-triazine Chemical compound ClC(Cl)(Cl)C1=NC=NC=N1 QTUVQQKHBMGYEH-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- DABQKEQFLJIRHU-UHFFFAOYSA-N 2-Propenoic acid, 2-methyl-, 3,3,5-trimethylcyclohexyl ester Chemical compound CC1CC(OC(=O)C(C)=C)CC(C)(C)C1 DABQKEQFLJIRHU-UHFFFAOYSA-N 0.000 description 1
- MCNPOZMLKGDJGP-QPJJXVBHSA-N 2-[(e)-2-(4-methoxyphenyl)ethenyl]-4,6-bis(trichloromethyl)-1,3,5-triazine Chemical compound C1=CC(OC)=CC=C1\C=C\C1=NC(C(Cl)(Cl)Cl)=NC(C(Cl)(Cl)Cl)=N1 MCNPOZMLKGDJGP-QPJJXVBHSA-N 0.000 description 1
- OBBZSGOPJQSCNY-UHFFFAOYSA-N 2-[2-(2-methoxyethoxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound COCCOCCOCCOC(=O)C(C)=C OBBZSGOPJQSCNY-UHFFFAOYSA-N 0.000 description 1
- CGDNFXSLPGLMHK-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethyldisulfanyl]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCSSCCOC(=O)C(C)=C CGDNFXSLPGLMHK-UHFFFAOYSA-N 0.000 description 1
- SVYHMICYJHWXIN-UHFFFAOYSA-N 2-[di(propan-2-yl)amino]ethyl 2-methylprop-2-enoate Chemical compound CC(C)N(C(C)C)CCOC(=O)C(C)=C SVYHMICYJHWXIN-UHFFFAOYSA-N 0.000 description 1
- RXJXDPDHNAYULH-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-4-morpholin-4-yl-1-phenylbutan-1-one Chemical compound C=1C=CC=CC=1CC(C(=O)C=1C=CC=CC=1)(N(C)C)CCN1CCOCC1 RXJXDPDHNAYULH-UHFFFAOYSA-N 0.000 description 1
- ZDUWCUXIWRAXLF-UHFFFAOYSA-N 2-bromo-5h-thieno[3,2-c]pyridin-4-one Chemical compound S1C(Br)=CC2=C1C=CNC2=O ZDUWCUXIWRAXLF-UHFFFAOYSA-N 0.000 description 1
- TYYHDKOVFSVWON-UHFFFAOYSA-N 2-butyl-2-methoxy-1,3-diphenylpropane-1,3-dione Chemical compound C=1C=CC=CC=1C(=O)C(OC)(CCCC)C(=O)C1=CC=CC=C1 TYYHDKOVFSVWON-UHFFFAOYSA-N 0.000 description 1
- PCRXBGQWYLIHKQ-UHFFFAOYSA-N 2-carbazol-9-ylethyl 2-methylprop-2-enoate Chemical compound C1=CC=C2N(CCOC(=O)C(=C)C)C3=CC=CC=C3C2=C1 PCRXBGQWYLIHKQ-UHFFFAOYSA-N 0.000 description 1
- WHBAYNMEIXUTJV-UHFFFAOYSA-N 2-chloroethyl prop-2-enoate Chemical compound ClCCOC(=O)C=C WHBAYNMEIXUTJV-UHFFFAOYSA-N 0.000 description 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 1
- PGYJSURPYAAOMM-UHFFFAOYSA-N 2-ethenoxy-2-methylpropane Chemical compound CC(C)(C)OC=C PGYJSURPYAAOMM-UHFFFAOYSA-N 0.000 description 1
- VUIWJRYTWUGOOF-UHFFFAOYSA-N 2-ethenoxyethanol Chemical compound OCCOC=C VUIWJRYTWUGOOF-UHFFFAOYSA-N 0.000 description 1
- LZDXRPVSAKWYDH-UHFFFAOYSA-N 2-ethyl-2-(prop-2-enoxymethyl)propane-1,3-diol Chemical compound CCC(CO)(CO)COCC=C LZDXRPVSAKWYDH-UHFFFAOYSA-N 0.000 description 1
- SJEBAWHUJDUKQK-UHFFFAOYSA-N 2-ethylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC=C3C(=O)C2=C1 SJEBAWHUJDUKQK-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- IEVADDDOVGMCSI-UHFFFAOYSA-N 2-hydroxybutyl 2-methylprop-2-enoate Chemical compound CCC(O)COC(=O)C(C)=C IEVADDDOVGMCSI-UHFFFAOYSA-N 0.000 description 1
- POLZHVHESHDZRD-UHFFFAOYSA-N 2-hydroxyethyl 2-methylprop-2-enoate;phosphoric acid Chemical compound OP(O)(O)=O.CC(=C)C(=O)OCCO POLZHVHESHDZRD-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- YXYJVFYWCLAXHO-UHFFFAOYSA-N 2-methoxyethyl 2-methylprop-2-enoate Chemical compound COCCOC(=O)C(C)=C YXYJVFYWCLAXHO-UHFFFAOYSA-N 0.000 description 1
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 description 1
- POYODSZSSBWJPD-UHFFFAOYSA-N 2-methylprop-2-enoyloxy 2-methylprop-2-eneperoxoate Chemical compound CC(=C)C(=O)OOOC(=O)C(C)=C POYODSZSSBWJPD-UHFFFAOYSA-N 0.000 description 1
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 1
- MLGMNVSTCSILMV-UHFFFAOYSA-N 2-methylsulfanylethyl 2-methylprop-2-enoate Chemical compound CSCCOC(=O)C(C)=C MLGMNVSTCSILMV-UHFFFAOYSA-N 0.000 description 1
- MNZNJOQNLFEAKG-UHFFFAOYSA-N 2-morpholin-4-ylethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCN1CCOCC1 MNZNJOQNLFEAKG-UHFFFAOYSA-N 0.000 description 1
- GLQNPYLKSCFVPO-UHFFFAOYSA-N 2-o-(2-hydroxypropyl) 1-o-[2-(2-methylprop-2-enoyloxy)ethyl] benzene-1,2-dicarboxylate Chemical compound CC(O)COC(=O)C1=CC=CC=C1C(=O)OCCOC(=O)C(C)=C GLQNPYLKSCFVPO-UHFFFAOYSA-N 0.000 description 1
- CEXQWAAGPPNOQF-UHFFFAOYSA-N 2-phenoxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOC1=CC=CC=C1 CEXQWAAGPPNOQF-UHFFFAOYSA-N 0.000 description 1
- GCYHRYNSUGLLMA-UHFFFAOYSA-N 2-prop-2-enoxyethanol Chemical compound OCCOCC=C GCYHRYNSUGLLMA-UHFFFAOYSA-N 0.000 description 1
- KTALPKYXQZGAEG-UHFFFAOYSA-N 2-propan-2-ylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC=C3SC2=C1 KTALPKYXQZGAEG-UHFFFAOYSA-N 0.000 description 1
- FIXKCCRANLATRP-UHFFFAOYSA-N 3,5,5-trimethylhexyl prop-2-enoate Chemical compound CC(C)(C)CC(C)CCOC(=O)C=C FIXKCCRANLATRP-UHFFFAOYSA-N 0.000 description 1
- XIKJXRPSQZBOCW-UHFFFAOYSA-N 3-(azepin-1-yl)propanoic acid Chemical compound OC(=O)CCN1C=CC=CC=C1 XIKJXRPSQZBOCW-UHFFFAOYSA-N 0.000 description 1
- UFQHFMGRRVQFNA-UHFFFAOYSA-N 3-(dimethylamino)propyl prop-2-enoate Chemical compound CN(C)CCCOC(=O)C=C UFQHFMGRRVQFNA-UHFFFAOYSA-N 0.000 description 1
- DSSAWHFZNWVJEC-UHFFFAOYSA-N 3-(ethenoxymethyl)heptane Chemical compound CCCCC(CC)COC=C DSSAWHFZNWVJEC-UHFFFAOYSA-N 0.000 description 1
- REEBWSYYNPPSKV-UHFFFAOYSA-N 3-[(4-formylphenoxy)methyl]thiophene-2-carbonitrile Chemical compound C1=CC(C=O)=CC=C1OCC1=C(C#N)SC=C1 REEBWSYYNPPSKV-UHFFFAOYSA-N 0.000 description 1
- XGCUAFXXEKHIDP-UHFFFAOYSA-N 3-[4-(2-carboxyprop-1-enyl)phenyl]-2-methylprop-2-enoic acid Chemical compound OC(=O)C(C)=CC1=CC=C(C=C(C)C(O)=O)C=C1 XGCUAFXXEKHIDP-UHFFFAOYSA-N 0.000 description 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- BIGOJJYDFLNSGB-UHFFFAOYSA-N 3-isocyanopropyl(trimethoxy)silane Chemical group CO[Si](OC)(OC)CCC[N+]#[C-] BIGOJJYDFLNSGB-UHFFFAOYSA-N 0.000 description 1
- PAKCOSURAUIXFG-UHFFFAOYSA-N 3-prop-2-enoxypropane-1,2-diol Chemical compound OCC(O)COCC=C PAKCOSURAUIXFG-UHFFFAOYSA-N 0.000 description 1
- FQMIAEWUVYWVNB-UHFFFAOYSA-N 3-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OC(C)CCOC(=O)C=C FQMIAEWUVYWVNB-UHFFFAOYSA-N 0.000 description 1
- FBHFBJPZGYBUDC-UHFFFAOYSA-N 4-(2,2-dimethylhydrazinyl)benzoic acid Chemical compound CN(C)NC1=CC=C(C(O)=O)C=C1 FBHFBJPZGYBUDC-UHFFFAOYSA-N 0.000 description 1
- WOCGGVRGNIEDSZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol Chemical compound C=1C=C(O)C(CC=C)=CC=1C(C)(C)C1=CC=C(O)C(CC=C)=C1 WOCGGVRGNIEDSZ-UHFFFAOYSA-N 0.000 description 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 1
- 125000000242 4-chlorobenzoyl group Chemical group ClC1=CC=C(C(=O)*)C=C1 0.000 description 1
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 1
- 125000006181 4-methyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])C([H])([H])* 0.000 description 1
- ANJLMAHUPYCFQY-UHFFFAOYSA-N 4-phenyl-1h-benzimidazole-2-sulfonic acid Chemical compound C=12NC(S(=O)(=O)O)=NC2=CC=CC=1C1=CC=CC=C1 ANJLMAHUPYCFQY-UHFFFAOYSA-N 0.000 description 1
- IKVYHNPVKUNCJM-UHFFFAOYSA-N 4-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C(C(C)C)=CC=C2 IKVYHNPVKUNCJM-UHFFFAOYSA-N 0.000 description 1
- WIYVVIUBKNTNKG-UHFFFAOYSA-N 6,7-dimethoxy-3,4-dihydronaphthalene-2-carboxylic acid Chemical compound C1CC(C(O)=O)=CC2=C1C=C(OC)C(OC)=C2 WIYVVIUBKNTNKG-UHFFFAOYSA-N 0.000 description 1
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 1
- XIPXCVZIOAPJIN-UHFFFAOYSA-N 79638-11-2 Chemical compound C12C=CCC2C2CC(OCCOC(=O)C=C)C1C2 XIPXCVZIOAPJIN-UHFFFAOYSA-N 0.000 description 1
- COCLLEMEIJQBAG-UHFFFAOYSA-N 8-methylnonyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C(C)=C COCLLEMEIJQBAG-UHFFFAOYSA-N 0.000 description 1
- KSMGAOMUPSQGTB-UHFFFAOYSA-N 9,10-dibutoxyanthracene Chemical compound C1=CC=C2C(OCCCC)=C(C=CC=C3)C3=C(OCCCC)C2=C1 KSMGAOMUPSQGTB-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 241000894006 Bacteria Species 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
- 229930185605 Bisphenol Natural products 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Natural products C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 0 CCC(COC(CC*)=O)(COC(CCN)=O)COC(CCNC)=O Chemical compound CCC(COC(CC*)=O)(COC(CCN)=O)COC(CCNC)=O 0.000 description 1
- WVDUMAHZKHOQCZ-UHFFFAOYSA-N CNCCC(OCC(COC(CCN)=O)(COC(CCN)=O)COC(CC[N]#C)=O)=O Chemical compound CNCCC(OCC(COC(CCN)=O)(COC(CCN)=O)COC(CC[N]#C)=O)=O WVDUMAHZKHOQCZ-UHFFFAOYSA-N 0.000 description 1
- DCERHCFNWRGHLK-UHFFFAOYSA-N C[Si](C)C Chemical compound C[Si](C)C DCERHCFNWRGHLK-UHFFFAOYSA-N 0.000 description 1
- 229910004261 CaF 2 Inorganic materials 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- IEPRKVQEAMIZSS-UHFFFAOYSA-N Di-Et ester-Fumaric acid Natural products CCOC(=O)C=CC(=O)OCC IEPRKVQEAMIZSS-UHFFFAOYSA-N 0.000 description 1
- IEPRKVQEAMIZSS-WAYWQWQTSA-N Diethyl maleate Chemical compound CCOC(=O)\C=C/C(=O)OCC IEPRKVQEAMIZSS-WAYWQWQTSA-N 0.000 description 1
- DKMROQRQHGEIOW-UHFFFAOYSA-N Diethyl succinate Chemical compound CCOC(=O)CCC(=O)OCC DKMROQRQHGEIOW-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 1
- ZGFPUTOTEJOSAY-UHFFFAOYSA-N FC1=C([Ti])C(F)=CC=C1N1C=CC=C1 Chemical compound FC1=C([Ti])C(F)=CC=C1N1C=CC=C1 ZGFPUTOTEJOSAY-UHFFFAOYSA-N 0.000 description 1
- 238000007309 Fischer-Speier esterification reaction Methods 0.000 description 1
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229930182816 L-glutamine Natural products 0.000 description 1
- 241000914000 Lutjanus adetii Species 0.000 description 1
- NQSMEZJWJJVYOI-UHFFFAOYSA-N Methyl 2-benzoylbenzoate Chemical compound COC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 NQSMEZJWJJVYOI-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 description 1
- WYWZRNAHINYAEF-UHFFFAOYSA-N Padimate O Chemical compound CCCCC(CC)COC(=O)C1=CC=C(N(C)C)C=C1 WYWZRNAHINYAEF-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 238000003436 Schotten-Baumann reaction Methods 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 238000005741 Steglich esterification reaction Methods 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- LCXXNKZQVOXMEH-UHFFFAOYSA-N Tetrahydrofurfuryl methacrylate Chemical compound CC(=C)C(=O)OCC1CCCO1 LCXXNKZQVOXMEH-UHFFFAOYSA-N 0.000 description 1
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 1
- 229920004890 Triton X-100 Polymers 0.000 description 1
- 102000004142 Trypsin Human genes 0.000 description 1
- 108090000631 Trypsin Proteins 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-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
- ULQMPOIOSDXIGC-UHFFFAOYSA-N [2,2-dimethyl-3-(2-methylprop-2-enoyloxy)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)(C)COC(=O)C(C)=C ULQMPOIOSDXIGC-UHFFFAOYSA-N 0.000 description 1
- XRMBQHTWUBGQDN-UHFFFAOYSA-N [2-[2,2-bis(prop-2-enoyloxymethyl)butoxymethyl]-2-(prop-2-enoyloxymethyl)butyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(CC)COCC(CC)(COC(=O)C=C)COC(=O)C=C XRMBQHTWUBGQDN-UHFFFAOYSA-N 0.000 description 1
- DBHQYYNDKZDVTN-UHFFFAOYSA-N [4-(4-methylphenyl)sulfanylphenyl]-phenylmethanone Chemical compound C1=CC(C)=CC=C1SC1=CC=C(C(=O)C=2C=CC=CC=2)C=C1 DBHQYYNDKZDVTN-UHFFFAOYSA-N 0.000 description 1
- VEBCLRKUSAGCDF-UHFFFAOYSA-N ac1mi23b Chemical compound C1C2C3C(COC(=O)C=C)CCC3C1C(COC(=O)C=C)C2 VEBCLRKUSAGCDF-UHFFFAOYSA-N 0.000 description 1
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 229920006397 acrylic thermoplastic Polymers 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 150000003862 amino acid derivatives Chemical class 0.000 description 1
- 229940064734 aminobenzoate Drugs 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000002429 anti-coagulating effect Effects 0.000 description 1
- 230000003254 anti-foaming effect Effects 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- XNEFYCZVKIDDMS-UHFFFAOYSA-N avobenzone Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=C(C(C)(C)C)C=C1 XNEFYCZVKIDDMS-UHFFFAOYSA-N 0.000 description 1
- 229960005193 avobenzone Drugs 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- CHIHQLCVLOXUJW-UHFFFAOYSA-N benzoic anhydride Chemical compound C=1C=CC=CC=1C(=O)OC(=O)C1=CC=CC=C1 CHIHQLCVLOXUJW-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- VVMMMVHSJPQPMA-UHFFFAOYSA-N benzyl 2-methylidenepentanoate Chemical compound CCCC(=C)C(=O)OCC1=CC=CC=C1 VVMMMVHSJPQPMA-UHFFFAOYSA-N 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
- 238000006065 biodegradation reaction Methods 0.000 description 1
- ZPOLOEWJWXZUSP-WAYWQWQTSA-N bis(prop-2-enyl) (z)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C/C(=O)OCC=C ZPOLOEWJWXZUSP-WAYWQWQTSA-N 0.000 description 1
- JKJWYKGYGWOAHT-UHFFFAOYSA-N bis(prop-2-enyl) carbonate Chemical compound C=CCOC(=O)OCC=C JKJWYKGYGWOAHT-UHFFFAOYSA-N 0.000 description 1
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
- WJLVDUQVYDVHDC-UHFFFAOYSA-N bis[4-[ethyl(methyl)amino]phenyl]methanone Chemical compound C1=CC(N(C)CC)=CC=C1C(=O)C1=CC=C(N(C)CC)C=C1 WJLVDUQVYDVHDC-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910000389 calcium phosphate Inorganic materials 0.000 description 1
- 235000011010 calcium phosphates Nutrition 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000001516 cell proliferation assay Methods 0.000 description 1
- 239000006285 cell suspension Substances 0.000 description 1
- 230000003833 cell viability Effects 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000012955 diaryliodonium Substances 0.000 description 1
- 125000005520 diaryliodonium group Chemical group 0.000 description 1
- URQUNWYOBNUYJQ-UHFFFAOYSA-N diazonaphthoquinone Chemical compound C1=CC=C2C(=O)C(=[N]=[N])C=CC2=C1 URQUNWYOBNUYJQ-UHFFFAOYSA-N 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- MQIKJSYMMJWAMP-UHFFFAOYSA-N dicobalt octacarbonyl Chemical group [Co+2].[Co+2].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-] MQIKJSYMMJWAMP-UHFFFAOYSA-N 0.000 description 1
- GDWAYKGILJJNBB-UHFFFAOYSA-N diethyl 2-prop-2-enylpropanedioate Chemical compound CCOC(=O)C(CC=C)C(=O)OCC GDWAYKGILJJNBB-UHFFFAOYSA-N 0.000 description 1
- FDATWRLUYRHCJE-UHFFFAOYSA-N diethylamino hydroxybenzoyl hexyl benzoate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)C1=CC=C(N(CC)CC)C=C1O FDATWRLUYRHCJE-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- OGQYPPBGSLZBEG-UHFFFAOYSA-N dimethyl(dioctadecyl)azanium Chemical class CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC OGQYPPBGSLZBEG-UHFFFAOYSA-N 0.000 description 1
- VLNBQUAHERCLKT-UHFFFAOYSA-N dimethylamino benzoate Chemical compound CN(C)OC(=O)C1=CC=CC=C1 VLNBQUAHERCLKT-UHFFFAOYSA-N 0.000 description 1
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound 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
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000000158 eta(5)-cyclopentadienyl group Chemical group [H]C12C3([H])C4([H])C5([H])C1([H])*2345 0.000 description 1
- NHOGGUYTANYCGQ-UHFFFAOYSA-N ethenoxybenzene Chemical compound C=COC1=CC=CC=C1 NHOGGUYTANYCGQ-UHFFFAOYSA-N 0.000 description 1
- WGXGKXTZIQFQFO-CMDGGOBGSA-N ethenyl (e)-3-phenylprop-2-enoate Chemical compound C=COC(=O)\C=C\C1=CC=CC=C1 WGXGKXTZIQFQFO-CMDGGOBGSA-N 0.000 description 1
- YCUBDDIKWLELPD-UHFFFAOYSA-N ethenyl 2,2-dimethylpropanoate Chemical compound CC(C)(C)C(=O)OC=C YCUBDDIKWLELPD-UHFFFAOYSA-N 0.000 description 1
- FFYWKOUKJFCBAM-UHFFFAOYSA-N ethenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC=C FFYWKOUKJFCBAM-UHFFFAOYSA-N 0.000 description 1
- WBZPMFHFKXZDRZ-UHFFFAOYSA-N ethenyl 6,6-dimethylheptanoate Chemical compound CC(C)(C)CCCCC(=O)OC=C WBZPMFHFKXZDRZ-UHFFFAOYSA-N 0.000 description 1
- TVFJAZCVMOXQRK-UHFFFAOYSA-N ethenyl 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC(=O)OC=C TVFJAZCVMOXQRK-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- DOMLXBPXLNDFAB-UHFFFAOYSA-N ethoxyethane;methyl prop-2-enoate Chemical compound CCOCC.COC(=O)C=C DOMLXBPXLNDFAB-UHFFFAOYSA-N 0.000 description 1
- MTCMFVTVXAOHNQ-UHFFFAOYSA-N ethyl 2-(bromomethyl)prop-2-enoate Chemical compound CCOC(=O)C(=C)CBr MTCMFVTVXAOHNQ-UHFFFAOYSA-N 0.000 description 1
- HSEYTIDQGJXPIF-UHFFFAOYSA-N ethyl 2-(trimethylsilylmethyl)prop-2-enoate Chemical compound CCOC(=O)C(=C)C[Si](C)(C)C HSEYTIDQGJXPIF-UHFFFAOYSA-N 0.000 description 1
- OUGJKAQEYOUGKG-UHFFFAOYSA-N ethyl 2-methylidenebutanoate Chemical compound CCOC(=O)C(=C)CC OUGJKAQEYOUGKG-UHFFFAOYSA-N 0.000 description 1
- MXUMJFMINXROCH-UHFFFAOYSA-N ethyl 2-methylidenepentanoate Chemical compound CCCC(=C)C(=O)OCC MXUMJFMINXROCH-UHFFFAOYSA-N 0.000 description 1
- PKUZBJXWIOTQFQ-UHFFFAOYSA-N ethyl 9-oxothioxanthene-2-carboxylate Chemical compound C1=CC=C2C(=O)C3=CC(C(=O)OCC)=CC=C3SC2=C1 PKUZBJXWIOTQFQ-UHFFFAOYSA-N 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- ZHNUHDYFZUAESO-UHFFFAOYSA-N formamide Substances NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 150000002291 germanium compounds Chemical class 0.000 description 1
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 1
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 229910052588 hydroxylapatite Inorganic materials 0.000 description 1
- 238000009863 impact test Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000007641 inkjet printing Methods 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 239000006194 liquid suspension Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 229920001427 mPEG Polymers 0.000 description 1
- 230000013011 mating Effects 0.000 description 1
- CFTUQSLVERGMHL-UHFFFAOYSA-N methyl 2-(bromomethyl)prop-2-enoate Chemical compound COC(=O)C(=C)CBr CFTUQSLVERGMHL-UHFFFAOYSA-N 0.000 description 1
- NYMDTEIPYQNXIL-UHFFFAOYSA-N methyl 2-(chloromethyl)prop-2-enoate Chemical compound COC(=O)C(=C)CCl NYMDTEIPYQNXIL-UHFFFAOYSA-N 0.000 description 1
- VLCAYQIMSMPEBW-UHFFFAOYSA-N methyl 3-hydroxy-2-methylidenebutanoate Chemical compound COC(=O)C(=C)C(C)O VLCAYQIMSMPEBW-UHFFFAOYSA-N 0.000 description 1
- YHLVIDQQTOMBGN-UHFFFAOYSA-N methyl prop-2-enyl carbonate Chemical compound COC(=O)OCC=C YHLVIDQQTOMBGN-UHFFFAOYSA-N 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 238000003032 molecular docking Methods 0.000 description 1
- VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 description 1
- PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 description 1
- WDFKEEALECCKTJ-UHFFFAOYSA-N n-propylprop-2-enamide Chemical compound CCCNC(=O)C=C WDFKEEALECCKTJ-UHFFFAOYSA-N 0.000 description 1
- HVYCQBKSRWZZGX-UHFFFAOYSA-N naphthalen-1-yl 2-methylprop-2-enoate Chemical compound C1=CC=C2C(OC(=O)C(=C)C)=CC=CC2=C1 HVYCQBKSRWZZGX-UHFFFAOYSA-N 0.000 description 1
- 229960001597 nifedipine Drugs 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 229910052756 noble gas Inorganic materials 0.000 description 1
- 150000002835 noble gases Chemical class 0.000 description 1
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 description 1
- 229960001679 octinoxate Drugs 0.000 description 1
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical group C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 1
- 229960000601 octocrylene Drugs 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- FGWRVVZMNXRWDQ-UHFFFAOYSA-N oxan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCO1 FGWRVVZMNXRWDQ-UHFFFAOYSA-N 0.000 description 1
- RZFODFPMOHAYIR-UHFFFAOYSA-N oxepan-2-one;prop-2-enoic acid Chemical compound OC(=O)C=C.O=C1CCCCCO1 RZFODFPMOHAYIR-UHFFFAOYSA-N 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 description 1
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- XZUHEZIGAZNGJR-UHFFFAOYSA-N phenol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC1=CC=CC=C1.OC1=CC=CC=C1 XZUHEZIGAZNGJR-UHFFFAOYSA-N 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
- HPAFOABSQZMTHE-UHFFFAOYSA-N phenyl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)C1=CC=CC=C1 HPAFOABSQZMTHE-UHFFFAOYSA-N 0.000 description 1
- LYXOWKPVTCPORE-UHFFFAOYSA-N phenyl-(4-phenylphenyl)methanone Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)C1=CC=CC=C1 LYXOWKPVTCPORE-UHFFFAOYSA-N 0.000 description 1
- 229960003424 phenylacetic acid Drugs 0.000 description 1
- 239000003279 phenylacetic acid Substances 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- XNGJNGFXWWYBJS-UHFFFAOYSA-N phosphoroso-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=C(C(=O)P=O)C(C)=C1 XNGJNGFXWWYBJS-UHFFFAOYSA-N 0.000 description 1
- 230000004962 physiological condition Effects 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229940113115 polyethylene glycol 200 Drugs 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229940068965 polysorbates Drugs 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- POSICDHOUBKJKP-UHFFFAOYSA-N prop-2-enoxybenzene Chemical compound C=CCOC1=CC=CC=C1 POSICDHOUBKJKP-UHFFFAOYSA-N 0.000 description 1
- XVSSGIXTKVRGAR-UHFFFAOYSA-N prop-2-enoxycarbonyl prop-2-enyl carbonate Chemical compound C=CCOC(=O)OC(=O)OCC=C XVSSGIXTKVRGAR-UHFFFAOYSA-N 0.000 description 1
- HUGHWHMUUQNACD-UHFFFAOYSA-N prop-2-enoxymethylbenzene Chemical compound C=CCOCC1=CC=CC=C1 HUGHWHMUUQNACD-UHFFFAOYSA-N 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- WXKCRCGKCOKJEF-UHFFFAOYSA-N prop-2-enyl 2-cyanoacetate Chemical compound C=CCOC(=O)CC#N WXKCRCGKCOKJEF-UHFFFAOYSA-N 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- RZKYDQNMAUSEDZ-UHFFFAOYSA-N prop-2-enylphosphonic acid Chemical compound OP(O)(=O)CC=C RZKYDQNMAUSEDZ-UHFFFAOYSA-N 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000004952 protein activity Effects 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 150000004023 quaternary phosphonium compounds Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- BOLDJAUMGUJJKM-LSDHHAIUSA-N renifolin D Natural products CC(=C)[C@@H]1Cc2c(O)c(O)ccc2[C@H]1CC(=O)c3ccc(O)cc3O BOLDJAUMGUJJKM-LSDHHAIUSA-N 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 150000003335 secondary amines Chemical group 0.000 description 1
- 229920000431 shape-memory polymer Polymers 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000006076 specific stabilizer Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- BUUPQKDIAURBJP-UHFFFAOYSA-N sulfinic acid Chemical compound OS=O BUUPQKDIAURBJP-UHFFFAOYSA-N 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 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
- MDDUHVRJJAFRAU-YZNNVMRBSA-N tert-butyl-[(1r,3s,5z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane Chemical compound C1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)C(=C)\C1=C/CP(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MDDUHVRJJAFRAU-YZNNVMRBSA-N 0.000 description 1
- 125000001981 tert-butyldimethylsilyl group Chemical group [H]C([H])([H])[Si]([H])(C([H])([H])[H])[*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- 150000005621 tetraalkylammonium salts Chemical class 0.000 description 1
- 125000004001 thioalkyl group Chemical group 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000003104 tissue culture media Substances 0.000 description 1
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- XOALFFJGWSCQEO-UHFFFAOYSA-N tridecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCOC(=O)C=C XOALFFJGWSCQEO-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 239000012588 trypsin Substances 0.000 description 1
- YXTYHLWOJXBERN-UHFFFAOYSA-N undec-10-enyl prop-2-enoate Chemical compound C=CCCCCCCCCCOC(=O)C=C YXTYHLWOJXBERN-UHFFFAOYSA-N 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 229960000834 vinyl ether Drugs 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 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
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
-
- 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
- C08F38/00—Homopolymers and copolymers of compounds having one or more carbon-to-carbon triple 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
- C08F238/00—Copolymers of compounds having one or more carbon-to-carbon triple 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
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/14—Macromolecular 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
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/14—Macromolecular materials
- A61L27/18—Macromolecular materials obtained otherwise than 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
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/14—Macromolecular materials
- A61L27/26—Mixtures of macromolecular compounds
-
- 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
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L27/54—Biologically active materials, e.g. therapeutic substances
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C64/00—Additive manufacturing, i.e. manufacturing of three-dimensional [3D] objects by additive deposition, additive agglomeration or additive layering, e.g. by 3D printing, stereolithography or selective laser sintering
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C64/00—Additive manufacturing, i.e. manufacturing of three-dimensional [3D] objects by additive deposition, additive agglomeration or additive layering, e.g. by 3D printing, stereolithography or selective laser sintering
- B29C64/10—Processes of additive manufacturing
- B29C64/106—Processes of additive manufacturing using only liquids or viscous materials, e.g. depositing a continuous bead of viscous material
- B29C64/124—Processes of additive manufacturing using only liquids or viscous materials, e.g. depositing a continuous bead of viscous material using layers of liquid which are selectively solidified
- B29C64/129—Processes of additive manufacturing using only liquids or viscous materials, e.g. depositing a continuous bead of viscous material using layers of liquid which are selectively solidified characterised by the energy source therefor, e.g. by global irradiation combined with a mask
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C64/00—Additive manufacturing, i.e. manufacturing of three-dimensional [3D] objects by additive deposition, additive agglomeration or additive layering, e.g. by 3D printing, stereolithography or selective laser sintering
- B29C64/10—Processes of additive manufacturing
- B29C64/188—Processes of additive manufacturing involving additional operations performed on the added layers, e.g. smoothing, grinding or thickness control
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C64/00—Additive manufacturing, i.e. manufacturing of three-dimensional [3D] objects by additive deposition, additive agglomeration or additive layering, e.g. by 3D printing, stereolithography or selective laser sintering
- B29C64/30—Auxiliary operations or equipment
- B29C64/35—Cleaning
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
- B33Y10/00—Processes of additive manufacturing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
- B33Y70/00—Materials specially adapted for additive manufacturing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
- B33Y80/00—Products made by additive manufacturing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/0023—Digital printing methods characterised by the inks used
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
-
- 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
- C08F228/00—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 a bond to sulfur or by a heterocyclic ring containing sulfur
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
- C08G75/04—Polythioethers from mercapto compounds or metallic derivatives thereof
- C08G75/045—Polythioethers from mercapto compounds or metallic derivatives thereof from mercapto compounds and unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/26—Polythioesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
- C08K5/5317—Phosphonic compounds, e.g. R—P(:O)(OR')2
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
- C08L101/16—Compositions of unspecified macromolecular compounds the macromolecular compounds being biodegradable
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
-
- 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
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/38—Inkjet printing inks characterised by non-macromolecular additives other than solvents, pigments or dyes
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
-
- 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
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/404—Biocides, antimicrobial agents, antiseptic agents
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Wood Science & Technology (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Dermatology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Transplantation (AREA)
- Epidemiology (AREA)
- General Health & Medical Sciences (AREA)
- Physics & Mathematics (AREA)
- Mechanical Engineering (AREA)
- Optics & Photonics (AREA)
- Biomedical Technology (AREA)
- Molecular Biology (AREA)
- Plant Pathology (AREA)
- Polymerisation Methods In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
−イオン性光酸発生剤、特に、
・対イオンとしてBF4 −、SbF6 −、AsF6 −、B(C6F5)4 −、またはPF6 −などのハロゲン化錯体を含有するオニウム塩、例えば、アリルジアゾニウム、ジアリールヨードニウム(例えば、The Dow Chemical Companyから入手可能なCyracure UVI−6976、Lamberti SpAから入手可能なEsacure 1064、CHANGZHOU TRONLY NEW ELECTRONIC MATERIALS CO.,LTDから入手可能なQL Cure 211)、トリアリールスルホニウム(例えば、IGM Resins B.V.から入手可能なOmnicat 440、BASF SEから入手可能なIrgacure 250、Rhodiaから入手可能なRhodorsil 207)、トリアリールセレノニウムまたはトリアリールホスホニウム塩のオニウム塩、
・対イオンとしてBF4 −、SbF6 −、AsF6 −、B(C6F5)4 −、またはPF6 −などのハロゲン化錯体を含有する鉄アレーン錯体(例えば、BASF SEから入手可能なIrgacure 261)、
・対イオンとしてBF4 −、SbF6 −、AsF6 −、B(C6F5)4 −、またはPF6 −などのハロゲン化錯体を含有するジアルキルフェナシルスルホニウム塩、
−非イオン性光酸発生剤、特に、
・カルボン酸の2−ニトロベンジルエステル、
・スルホン酸の2−ニトロベンジルエステル、
・UV照射するとスルフィン酸を生成するスルホン化合物、
・トリアリールホスフェート、
・N−ヒドロキシイミドスルホネート(例えば、N−ヒドロキシ−5−ノルボルネン−2,3−ジカルボキシイミドパーフルオロ−1−ブタンスルホネート)、
・フェノールのスルホン酸エステル、
・ジアゾナフトキノン、
・イミノスルホネート、
・トリクロロメチル−1,3,5−トリアジン(例えば、2−(4−メトキシスチリル)−4,6−ビス(トリクロロメチル)−1,3,5−トリアジン)、および/または上記のうちのいずれか1つの混合物が挙げられる。
−カルバメート(例えば、m−ニトロフェニル、3,5−ジメトキシベンジル、1−メチル−1−(3,5−ジメトキシフェニル)エチル、α−メチルニトロピペロニル、o−ニトロベンジル、3,4−ジメトキシ−6−ニトロベンジル、フェニル(o−ニトロフェニル)メチル、2−(2−ニトロフェニル)エチル、6−ニトロベラトリル、4−メトキシフェナシル)、3'5'−ジメトキシベンゾインカルバメート)、
−o−アシルオキシム、
−アンモニウム塩、
−スルホアミド、
−ホルムアミド、
−ニフェジピン、
−アミネイミド、
−α−アミノケトン
−カルバモイルオキシウム、および/または上記のうちのいずれか1つの混合物が挙げられる。
zは2〜1000の整数を表し、
Zは、各出現において互いから独立して、水素またはチオール保護基を表し、
Lは、各出現において互いから独立して、直鎖または分岐、飽和または不飽和、置換または非置換のアルキレン基;直鎖または分岐、飽和または不飽和、置換または非置換のヘテロアルキレン基;飽和または不飽和、置換または非置換のシクロアルキレン基;飽和または不飽和、置換または非置換のヘテロシクロアルキレン基;置換または非置換のアリーレン基;置換または非置換のヘテロアリーレン基;直鎖または分岐、置換または非置換のアラルキレン基;直鎖または分岐、置換または非置換のアルカリレン基;またはケイ素含有二価基からなる群から選択される単結合または二価基を表し、
Xは、直鎖または分岐、飽和または不飽和、置換または非置換のアルキル基;直鎖または分岐、飽和または不飽和、置換または非置換のヘテロアルキル基;飽和または不飽和、置換または非置換のシクロアルキル基;飽和または不飽和、置換または非置換のヘテロシクロアルキル基;置換または非置換のアリール基;置換または非置換のヘテロアリール基;直鎖または分岐、置換または非置換のアラルキル基;直鎖または分岐、置換または非置換のアルカリル基;ケイ素含有z価基からなる群から選択されるz価基を表す。
実施例1
様々な3D印刷構造体の靱性を、ISO規格179−1:2010に従ってCharpy衝撃試験により決定した。使用した樹脂は、チオールモノマー(例えば、ペンタエリトリトールテトラキス(3−メルカプトプロピオネート)、PETMP)、およびアルキンモノマー(例えば、1,4−ブタンジオールジブト−1−イニルエーテル、Bbut;ジ(ブト−3−イン−1−イル)カーボネート、DBC(登録商標))、および/またはアリルモノマー(ジアリル(2,2,4−トリメチルヘキサン−1,6−ジイル)ジカルバメート)、および/またはメタクリレート(例えば、1,4−ブタンジオールジメタクリレート、BMA;イソブチルメタクリレート、IsobutylMA;7,7,9−トリメチル−4,13−ジオキソ−3,14−ジオキサ−5,12−ジアザヘキサデカン−1,16−ジイルビス(2−メタクリレート)、UDMA)、および/またはアクリレート(1,4−ブタンジオールジアクリレート、BA)を含む。配合物に、3重量%のIrgacure TPO−L(IrgTPOL)、0.5重量%のピロガロール、2重量%のMiramerA99、0.05重量%のスーダンオレンジを添加した。印刷サンプルを405nmで100℃で後硬化した。参照材料として、BMAおよびBAそれぞれ、ならびに3重量%のIrgTPOLを含むPETMP/アルケン配合物を使用した。モノマーの官能基の比率は、表1において括弧の中に列挙されている。
[表1]
ISO 75−1:1993およびISO 75−2:1993に従って、様々な3D印刷構造体の加熱撓み温度(HDT)を決定した(貫層方向の位置において方法Bにより試験した)。使用した樹脂は、チオールモノマー(例えば、ペンタエリトリトールテトラキス(3−メルカプトプロピオネート)、PETMP)、および/またはアルキンモノマー(例えば、1,4−ブタンジオールジブト−1−イニルエーテル、Bbut;ジ(ブト−3−イン−1−イル)カーボネート、DBC(登録商標);ジ(プロパ−2−イン−1−イル)カーボネート、DPC;ジ(ブト−3−イン−1−イル)(2,2,4−トリメチルヘキサン−1,6−ジイル)ジカルバメート)、および/またはアリルモノマー(ジアリル(2,2,4−トリメチルヘキサン−1,6−ジイル)ジカルバメート)、および/またはメタクリレート(例えば、1,4−ブタンジオールジメタクリレート、BMA;イソブチルメタクリレート、IsobutylMA;7,7,9−トリメチル−4,13−ジオキソ−3,14−ジオキサ−5,12−ジアザヘキサデカン−1,16−ジイルビス(2−メタクリレート)、UDMA;ネオペンチルグリコールジメタクリレート、NPGDMA;トリメチロールプロパントリメタクリレート、TMPTMA)、および/またはアクリレート(1,4−ブタンジオールジアクリレート、BA)、および/またはビニルエーテル(1,4−ビス(ビニルオキシ)ブタン、BuVE)を含む。配合物に、3重量%のIrgacure TPO−L(IrgTPOL)、0.5重量%のピロガロール、2重量%のMiramerA99、0.05重量%のスーダンオレンジを添加した。印刷サンプルを405nmで100℃で後硬化した。さらなる参照材料として、BMAおよびBAそれぞれ、ならびにまた、3重量%のIrgTPOLを含むチオール−エンおよびチオール−イン配合物(PETMP/Bbut、PETMP/BuVE)を使用した。
[表2]
メタクリレートモノマー(グリセリルジメタクリレート、GMA)、アルキンモノマー(ジ(プロパ−2−イン−1−イル)カーボネート、DPC)、およびチオールモノマー(ペンタエリトリトールテトラキス(3−メルカプトプロピオネート)、PETMP)を含有する配合物の安定性に対する、0.5重量%のピロガロール(PY)、または/および2重量%のMiramer A99(MA99)、または/および0.05重量%の芳香族アゾ化合物の効果を、レオロジー測定により調べた。配合物を70℃で3日間貯蔵した。粘度の増加を24時間ごとに監視した。
[表3]
U−2OS骨肉腫細胞を用いて様々な3D印刷構造体の表面への細胞の結合を決定した。(無毒の)陰性対照として細胞培養プレートを使用した。空気大気+5%のCO2中、37±1℃で、175cm2の培養フラスコ(Costar Corning)内で、McCoy's 5A培地(Thermo Fisher Scientific)、10%のウシ胎児血清(Gibco)、2mMのL−グルタミン、1%のペニシリン/ストレプトマイシン中で細胞を培養し、所定の間隔で継代培養した。3*105個のU−2OS細胞をウェルあたり500μLで12ウェルプレートに、および同じ大きさの様々な3D印刷構造体の表面上に播種した。
[表4]
MRC−5細胞を使用して、ISO規格10993−5:2009に従って3D印刷構造体の細胞傷害性を評価した。37±1℃および5%のCO2で、175cm2の培養フラスコ(Costar Corning)内で、Minimal Essential Medium(MEM、Life technologies)およびアール塩、10%のウシ胎児血清(Gibco)、2mMのL−グルタミン、1%のペニシリン/ストレプトマイシン中でMRC−5細胞を培養した。この細胞株は、14週齢の雄の胎児の正常な肺組織に由来した。ISO10993−1ガイドラインに従って、37℃で24時間、細胞培養培地中で印刷サンプルを抽出した。サブコンフルエントな培養物を得るために、サンプルの溶出液に曝す24時間前に、ウェルおよび培養物あたり8000個のMRC−5細胞を播種した。(有毒な)陽性対照として、トリトンX100をMRC−5細胞に10分間添加した。(無毒の)陰性対照として、細胞培養培地を使用した。
[表5]
塩基性条件下でチオールのマイケル付加反応を使用して、選択された組成物を抗菌性アクリレートモノマー(N,N−ジメチル−N−(4−メチレンヘキシ−5−エン−1−イル)ヘキサデカン−1−アミニウム、DMHA)で修飾した。したがって、室温で24時間、DMHAの飽和エタノール溶液中で3D印刷構造体をインキュベートした。20mLの溶液に0.2mLのトリメチルアミンを添加した。その後、サンプルをエタノールで洗浄し、50℃で6時間乾燥させた。
チオールモノマー(ペンタエリトリトールテトラキス(3−メルカプトプロピオネート))と、末端C=C二重結合を含有するモノマーまたは末端アルキン基を含有するモノマーのいずれかとを含有する配合物の安定性に対する、0.5重量%のピロガロール(PY)、および/または2重量%のMiramer A99(MA99)および/または0.05重量%の芳香族アゾ化合物の効果を、レオロジー測定によって調べた。配合物を50℃で7日間貯蔵した。1日目、3日目、および7日目に粘度の増加を監視した。
[表7]
チオールモノマー(ペンタエリトリトールテトラキス(3−メルカプトプロピオネート)[PETMP])と、末端C=C二重結合を含有するモノマー(1,4−ブタンジオールジメタクリレート[BMA]、もしくは1,3,5−トリアリル−1,3,5−トリアジン−2,4,6−(1H,3H,5H−トリオン)、および/または末端アルキン基を含有するモノマー(ジ(プロパ−2−イン−1−イル)カーボネート[DPC])とを含有する配合物の安定性に対する、0.5重量%のラジカル捕捉剤(ピロガロール[Py]または没食子酸プロピル[PYG]または2,4−ジヒドロキシベンゾアルデヒド[2,4−DHB]または3,4−ジヒドロキシベンゾアルデヒド[3,4−DHB]または3,5−ジヒドロキシベンゾアルデヒド[3,5−DHB]または2,5−ジヒドロキシベンゾアルデヒド[2,5−DHB]または2,3−ジヒドロキシベンゾアルデヒド[2,3−DHB]または2,3,4−トリヒドロキシベンゾアルデヒド[2,3,4−THB])、および/または2重量%のMiramer A99(MA99)、および/または0.05重量%の錯化剤(スーダンIIまたはシュウ酸アンモニウム[AO]またはエチレンビス(ジフェニルホスフィン)[EBP])の効果を、レオロジー測定によって調べた。配合物を50℃で42日間貯蔵した。42日後に粘度の増加を監視した。
[表8]
フォトポリマーの加水分解劣化挙動の評価のために、3D印刷試料を用意した(4×4×1mm3)。使用した樹脂は、チオールモノマー(例えば、ペンタエリトリトールテトラキス(3−メルカプトプロピオネート)、PETMP)、アルキンモノマー(例えば、1,4−ブタンジオールジブト−1−イニルエーテル、Bbut)、およびメタクリレート(例えば、1,4−ブタンジオールジメタクリレート、BMA)からなる。配合物に、3重量%のIrgacure TPO−L(IrgTPOL)、0.5重量%のピロガロール、2重量%のMiramerA99、0.05重量%のスーダンオレンジを添加した。印刷サンプルを405nmで100℃で後硬化した。参照材料として、3重量%のIrgTPOLと共に、BMAおよびBAそれぞれを使用した。
[表9]
NIR光源およびCaF2ビームスプリッタを使用して、Bruker Vertex 80 FTIR分光計と連結されたAnton Paar MCR 302 WESPレオメータで偏光流性測定を実施した。IRビームをサンプルを通してガイドし、これを外部ミラーを用いてレオロジーによって分析した。レオメータは、P−PTD200/GLペルチェガラスプレートおよびPP25測定システムを備え、これは、IRビームを外部MCT検出器内に反射させる。チオール/イン/エン材料のガラス表面への良好な接着に起因して、測定設定の保護のためにサンプルとガラスプレートとの間にPEテープを設置した。
[表10]
洗浄効率、およびしたがって印刷構造体からの残留非硬化UV樹脂の除去の評価のために、以下の試験を実行した。
Claims (70)
- 樹脂組成物であって、
少なくとも1つの末端アルキン官能基を有する少なくとも1つの化合物C1と、
少なくとも2つのチオール官能基を有する少なくとも1つの化合物C2と、
少なくとも1つの炭素−炭素二重結合を有する少なくとも1つの化合物C3と、
少なくとも1つの光開始剤と、
少なくとも1つの安定化剤とを含む、
樹脂組成物。 - 前記少なくとも1つの化合物C1が、少なくとも1つの末端アルキン官能基と、直鎖または分岐、飽和または不飽和、置換または非置換のアルキル基;直鎖または分岐、飽和または不飽和、置換または非置換のヘテロアルキル基;飽和または不飽和、置換または非置換のシクロアルキル基;飽和または不飽和、置換または非置換のヘテロシクロアルキル基;置換または非置換のアリール基;置換または非置換のヘテロアリール基;直鎖または分岐、置換または非置換のアラルキル基;直鎖または分岐、置換または非置換のアルカリル基;オリゴマーまたはポリマーから選択される少なくとも1つの官能基と、を有する、請求項1に記載の樹脂組成物。
- 前記少なくとも1つの化合物C1が、プロパルギル、ブチニル、およびペンチニルからなる群から選択される少なくとも1つの末端アルキン官能基を有する、請求項1または2に記載の樹脂組成物。
- 前記少なくとも1つの化合物C1が、少なくとも1つの末端アルキン官能基と、カーボネート、カルバメート、エーテル、およびエステルからなる群から選択される少なくとも1つの官能基とを有する、請求項1から3のいずれか一項に記載の樹脂組成物。
- 前記少なくとも1つの化合物C1が、プロパルギルカーボネート、プロパルギルカルバメート、プロパルギルエーテル、プロパルギルエステル、ブチニルカーボネート、ブチニルカルバメート、ブチニルエーテル、ブチニルエステル、ペンチニルカーボネート、ペンチニルカルバメート、ペンチニルエーテル、およびペンチニルエステルからなる群から選択される官能基を有する化合物を含む、請求項1から4のいずれか一項に記載の樹脂組成物。
- 前記少なくとも1つの化合物C1が、1つの末端アルキン官能基を有する、請求項1から5のいずれか一項に記載の樹脂組成物。
- 前記少なくとも1つの化合物C1が、少なくとも2つの末端アルキン官能基を有する、請求項1から5のいずれか一項に記載の樹脂組成物。
- 前記チオール官能基のうちの少なくとも1つがチオール保護基を含む、請求項1から7のいずれか一項に記載の樹脂組成物。
- 前記チオール保護基が、アシル基、シリル基、およびシロキシル基からなる群から選択される、請求項8に記載の樹脂組成物。
- 前記樹脂組成物が、少なくとも1つの光酸および/または少なくとも1つの光塩基をさらに含む、請求項8または9に記載の樹脂組成物。
- 前記少なくとも1つの化合物C2が、以下の一般式(XIII)により表され、
zは2から1000の整数を表し、
Zは、各出現において互いから独立して、水素またはチオール保護基を表し、
Lは、各出現において互いから独立して、直鎖または分岐、飽和または不飽和、置換または非置換のアルキレン基;直鎖または分岐、飽和または不飽和、置換または非置換のヘテロアルキレン基;飽和または不飽和、置換または非置換のシクロアルキレン基;飽和または不飽和、置換または非置換のヘテロシクロアルキレン基;置換または非置換のアリーレン基;置換または非置換のヘテロアリーレン基;直鎖または分岐、置換または非置換のアラルキレン基;直鎖または分岐、置換または非置換のアルカリレン基;またはケイ素含有二価基からなる群から選択される単結合または二価基を表し、
Xは、直鎖または分岐、飽和または不飽和、置換または非置換のアルキル基;直鎖または分岐、飽和または不飽和、置換または非置換のヘテロアルキル基;飽和または不飽和、置換または非置換のシクロアルキル基;飽和または不飽和、置換または非置換のヘテロシクロアルキル基;置換または非置換のアリール基;置換または非置換のヘテロアリール基;直鎖または分岐、置換または非置換のアラルキル基;直鎖または分岐、置換または非置換のアルカリル基;またはケイ素含有z価基からなる群から選択されるz価基を表す、
請求項1から10のいずれか一項に記載の樹脂組成物。
- 少なくとも1つの炭素−炭素二重結合を有する少なくとも1つの化合物C3が、ビニル官能基、アリル官能基、アクリレート官能基、およびメタクリレート官能基からなる群から選択される少なくとも1つの官能基を有する、請求項1から11のいずれか一項に記載の樹脂組成物。
- 前記少なくとも1つの炭素−炭素二重結合を有する少なくとも1つの化合物C3が、少なくとも1つのビニル官能基および/またはアリル官能基を有する、請求項12に記載の樹脂組成物。
- 少なくとも1つの炭素−炭素二重結合を有する前記少なくとも1つの化合物C3が、少なくとも1つの(メタ)アクリレート官能基を有する、請求項12または13に記載の樹脂組成物。
- 前記少なくとも1つの化合物C3が、少なくとも2つの炭素−炭素二重結合、特に、ビニル官能基、アリル官能基、アクリレート官能基、およびメタクリレート官能基からなる群から選択される少なくとも2つの官能基を有する、請求項1から14のいずれか一項に記載の樹脂組成物。
- 前記樹脂組成物が、5〜80重量%の前記少なくとも1つの化合物C1を含む、請求項1から15のいずれか一項に記載の樹脂組成物。
- 前記樹脂組成物が、5〜80重量%の前記少なくとも1つの化合物C2を含む、請求項1から16のいずれか一項に記載の樹脂組成物。
- 前記樹脂組成物が、10〜90重量%の前記少なくとも1つの化合物C3を含む、請求項1から17のいずれか一項に記載の樹脂組成物。
- 前記光開始剤が、紫外線活性光開始剤および/または可視光活性光開始剤である、請求項1から18のいずれか一項に記載の樹脂組成物。
- 前記樹脂組成物が、0.1〜20重量%の前記少なくとも1つの光開始剤を含む、請求項1から19のいずれか一項に記載の樹脂組成物。
- 前記少なくとも1つの安定化剤が、少なくとも1つのラジカル捕捉剤、特に少なくとも1つのフェノール系ラジカル捕捉剤を含む、請求項1から20のいずれか一項に記載の樹脂組成物。
- 前記少なくとも1つの安定化剤が、少なくとも1つのリン含有化合物、特に、少なくとも1つのホスホン酸、および/または少なくとも1つのリン酸、および/またはそれらの誘導体を含む、請求項1から21のいずれか一項に記載の樹脂組成物。
- 前記少なくとも1つの安定化剤が、少なくとも1つの錯化剤、特に少なくとも1つの芳香族アゾ化合物、より具体的にはアゾ基に対するオルト位にヒドロキシ基を有する少なくとも1つの芳香族アゾ化合物を含む、請求項1から22のいずれか一項に記載の樹脂組成物。
- 前記少なくとも1つの安定化剤が、
少なくとも1つのラジカル捕捉剤、特に少なくとも1つのフェノール系ラジカル捕捉剤と、
少なくとも1つのリン含有化合物、特に少なくとも1つのホスホン酸、および/または少なくとも1つのリン酸、および/またはそれらの誘導体とを含む、
請求項1から23のいずれか一項に記載の樹脂組成物。 - 前記少なくとも1つの安定化剤が、
少なくとも1つのラジカル捕捉剤、特に少なくとも1つのフェノール系ラジカル捕捉剤と、
少なくとも1つの錯化剤、特に少なくとも1つの芳香族アゾ化合物と、を含む、
請求項1から23のいずれか一項に記載の樹脂組成物。 - 前記少なくとも1つの安定化剤が、
少なくとも1つのラジカル捕捉剤、特に少なくとも1つのフェノール系ラジカル捕捉剤と、
少なくとも1つのリン含有化合物、特に、少なくとも1つのホスホン酸、および/または少なくとも1つのリン酸、および/またはそれらの誘導体と、
少なくとも1つの錯化剤、特に少なくとも1つの芳香族アゾ化合物と、を含む、
請求項1から25のいずれか一項に記載の樹脂組成物。 - 前記樹脂組成物が、0.001〜10重量%の前記少なくとも1つの安定化剤を含む、請求項1から26のいずれか一項に記載の樹脂組成物。
- 前記樹脂組成物が、顔料、無機充填剤、有機充填剤、分散剤、レベリング剤、スリップ剤、光吸収体、レオロジー改質剤、および消泡添加剤からなる群から選択される少なくとも1つの添加剤をさらに含む、請求項1から27のいずれか一項に記載の樹脂組成物。
- 前記樹脂組成物が、0.1〜70重量%の前記少なくとも1つの添加剤を含む、請求項28に記載の樹脂組成物。
- 前記樹脂組成物が、実質的に溶媒を含まず、特に、実質的に水を含まない、請求項1から29のいずれか一項に記載の樹脂組成物。
- 少なくとも1つの炭素−炭素二重結合を有する前記少なくとも1つの化合物C3が、アリル官能基、アクリレート官能基、およびメタクリレート官能基からなる群から選択される少なくとも1つの官能基を有し、
前記樹脂組成物が、実質的に溶媒を含まず、特に、実質的に水を含まない、
請求項1から30のいずれか一項に記載の樹脂組成物。 - 前記少なくとも1つの化合物C1および前記少なくとも1つの化合物C3が、少なくとも1つの末端アルキン官能基と少なくとも1つの炭素−炭素二重結合とを有する1つの化合物C4を形成する、請求項1から31のいずれか一項に記載の樹脂組成物。
- 請求項1から32のいずれか一項に記載の樹脂組成物の、インクとしての使用。
- 少なくとも1つの末端アルキン官能基を有する少なくとも1つの化合物C1と、
少なくとも2つのチオール官能基を有する少なくとも1つの化合物C2と、
少なくとも1つの炭素−炭素二重結合を有する少なくとも1つの化合物C3と、
少なくとも1つの光開始剤と、
任意で少なくとも1つの安定化剤とを含む、
キット、特に、パーツキット。 - インクとしての使用、またはインクにおける使用のための樹脂組成物を調製するための、請求項34に記載のキットの使用。
- 少なくとも1つの末端アルキン官能基を有する少なくとも1つの化合物C1と、少なくとも1つの炭素−炭素二重結合を有する少なくとも1つの化合物C3とを含む第1のインク部分を提供する段階と、
少なくとも2つのチオール官能基を有する少なくとも1つの化合物C2を含む第2のインク部分を提供する段階であって、
前記第1のインク部分および前記第2のインク部分のうちの少なくとも1つが、少なくとも1つの光開始剤をさらに含む、提供する段階と、
前記第1のインク部分および前記第2のインク部分から樹脂組成物を形成し、すぐ後に、前記樹脂組成物の少なくとも一部にエネルギー搬送活性ビームを照射して、前記樹脂組成物の前記少なくとも一部の重合を引き起こして、ポリマーを得る段階と、を含む、
印刷方法。 - 前記第1のインク部分と前記第2のインク部分のうちの少なくとも1つが、少なくとも1つの安定化剤をさらに含む、請求項36に記載の印刷方法。
- 前記印刷方法が、
特に前記第1のインク部分および/または前記第2のインク部分を提供する前および/または提供する際に、前記第1のインク部分および/または前記第2のインク部分を加熱する段階をさらに含む、請求項36または37に記載の印刷方法。 - 請求項1から32のいずれか一項に記載の樹脂組成物を提供する段階と、
前記樹脂組成物の少なくとも一部にエネルギー搬送活性ビームを照射して、前記樹脂組成物の前記少なくとも一部の重合を引き起こして、ポリマーを得る段階とを含む、印刷方法。 - 前記印刷方法が、
特に、前記樹脂組成物を提供する前および/または提供する際に、前記樹脂組成物を加熱する段階をさらに含む、請求項39に記載の印刷方法。 - 前記印刷方法が、三次元印刷方法である、請求項36から40のいずれか一項に記載の印刷方法。
- 前記三次元印刷方法が、光造形法(SLA)、二光子吸収(TPA)重合、デジタルライトプロセッシング(DLP)、反応性レーザ焼結(RLS)、ソリッドグラウンド硬化(SGC)、マルチジェットモデリング(MJM)、またはそれらの組み合わせからなる群から選択されるいずれか1つである、請求項41に記載の印刷方法。
- 前記樹脂組成物の前記少なくとも一部を照射している間および/または照射した後に、前記ポリマーを後硬化する段階をさらに含む、請求項36から42のいずれか一項に記載の印刷方法。
- 前記エネルギー搬送活性ビームが、特に紫外線照射および可視光照射からなる群から選択される電磁放射線を含む、請求項36から43のいずれか一項に記載の印刷方法。
- 前記印刷方法が、溶媒を用いない印刷方法である、請求項36から44のいずれか一項に記載の印刷方法。
- 前記ポリマーを洗浄する段階をさらに含む、請求項36から45のいずれか一項に記載の印刷方法。
- 前記洗浄する段階が、前記ポリマーを、アルカリ化合物、界面活性剤、および適切な溶媒を含む洗浄組成物と接触させることを含む、請求項46に記載の印刷方法。
- 請求項36から47のいずれか一項に記載の印刷方法によって得ることができる、ポリマー。
- 請求項48に記載のポリマーを含む、またはそれから形成される、物品。
- 前記物品が、特にインプラント、代用骨、代用組織、および歯科用製品からなる群から選択される、医療用または生物医学用デバイスである、請求項49に記載の物品。
- 前記物品の表面が、コーティング、特に抗菌コーティングにより改質されている、請求項49または50に記載の物品。
- 前記物品が、形状記憶物品である、請求項49から51のいずれか一項に記載の物品。
- 医療または生物医学用途における、請求項48に記載のポリマーの、または請求項49から52のいずれか一項に記載の物品の使用。
- 前記医療または生物医学用途が、移植、代用骨または置換、代用組織または置換、および歯科用途からなる群から選択されるいずれか1つを含む、請求項53に記載の使用。
- 少なくとも1つの末端アルキン官能基を有する少なくとも1つの化合物C1および/または少なくとも1つの炭素−炭素二重結合を有する少なくとも1つの化合物C3と、
少なくとも2つのチオール官能基を有する少なくとも1つの化合物C2と、
ラジカル捕捉剤、リン含有化合物、および錯化剤からなる群から選択される少なくとも1つの安定化剤とを備える、組成物。 - 前記少なくとも1つの安定化剤が、少なくとも1つのラジカル捕捉剤、特に少なくとも1つのフェノール系ラジカル捕捉剤を含む、請求項55に記載の組成物。
- 前記少なくとも1つの安定化剤が、少なくとも1つのリン含有化合物、特に、少なくとも1つのホスホン酸、および/または少なくとも1つのリン酸、および/またはそれらの誘導体を含む、請求項55または56に記載の組成物。
- 前記少なくとも1つの安定化剤が、少なくとも1つの錯化剤、特に少なくとも1つの芳香族アゾ化合物、より具体的にはアゾ基に対するオルト位にヒドロキシ基を有する少なくとも1つの芳香族アゾ化合物を含む、請求項55から57のいずれか一項に記載の組成物。
- 前記少なくとも1つの安定化剤が、
少なくとも1つのラジカル捕捉剤、特に少なくとも1つのフェノール系ラジカル捕捉剤と、
少なくとも1つのリン含有化合物、特に少なくとも1つのホスホン酸、および/または少なくとも1つのリン酸、および/またはそれらの誘導体とを含む、
請求項55から58のいずれか一項に記載の組成物。 - 前記少なくとも1つの安定化剤が、
少なくとも1つのラジカル捕捉剤、特に少なくとも1つのフェノール系ラジカル捕捉剤と、
少なくとも1つの錯化剤、特に少なくとも1つの芳香族アゾ化合物と、を含む、
請求項55から58のいずれか一項に記載の組成物。 - 前記少なくとも1つの安定化剤が、
少なくとも1つのラジカル捕捉剤、特に少なくとも1つのフェノール系ラジカル捕捉剤と、
少なくとも1つのリン含有化合物、特に、少なくとも1つのホスホン酸、および/または少なくとも1つのリン酸、および/またはそれらの誘導体と、
少なくとも1つの錯化剤、特に少なくとも1つの芳香族アゾ化合物と、を含む、
請求項55から60のいずれか一項に記載の組成物。 - 樹脂組成物を提供する段階であって、前記樹脂組成物が、
(i)少なくとも1つの末端アルキン官能基を有する少なくとも1つの化合物C1および/または少なくとも1つの炭素−炭素二重結合を有する少なくとも1つの化合物C3と、
(ii)少なくとも2つのチオール官能基を有する少なくとも1つの化合物C2とを含む、提供する段階と、
前記樹脂組成物の少なくとも一部にエネルギー搬送活性ビームを照射して、前記樹脂組成物の前記少なくとも一部の重合を引き起こして、ポリマーを得る段階と、
前記ポリマーを、アルカリ化合物、界面活性剤、および溶媒を含む洗浄組成物と接触させる段階とを含む、印刷方法。 - 前記ポリマーを洗浄組成物と接触させる前記段階が、20℃〜60℃の温度で、かつ/または超音波の適用の際に実行される、請求項62に記載の印刷方法。
- 前記アルカリ化合物が、無機アルカリ化合物および/または有機アルカリ化合物を含む、請求項62または63に記載の印刷方法。
- 前記アルカリ化合物が、アルカリ金属炭酸塩、アルカリ金属水酸化物、水酸化アンモニウム、アンモニア、アンモニウム誘導体、エタノールアミンなどの有機アミン、およびそれらの組み合わせからなる群から選択される、請求項62から64のいずれか一項に記載の印刷方法。
- 前記界面活性剤が、アニオン界面活性剤、双性イオン界面活性剤、両性界面活性剤、非イオン界面活性剤、一価カチオン界面活性剤などのカチオン界面活性剤、およびそれらの組み合わせからなる群から選択される、請求項62から65のいずれか一項に記載の印刷方法。
- 前記溶媒が、極性溶媒および/または無極性溶媒を含む、請求項62から66のいずれか一項に記載の印刷方法。
- 前記溶媒が、水、アルコール、エーテル、エステル、カーボネート、ハロゲン化アルカン、ニトリル、アルデヒド、ケトン、アミド溶媒、スルホキシド、酸、炭化水素、芳香族溶媒、及びそれらの組み合わせからなる群から選択される、請求項62から67のいずれか一項に記載の印刷方法。
- 前記印刷方法が、前記ポリマーを洗浄組成物と接触させる前記段階の後に、前記洗浄組成物から固体を除去する段階をさらに含む、請求項62から68のいずれか一項に記載の印刷方法。
- 前記洗浄組成物から固体を除去する前記段階が、前記洗浄組成物の濾過、遠心分離、および/またはデカンテーションのうちの少なくとも1つを含む、請求項69に記載の印刷方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1811896.8A GB2575793A (en) | 2018-07-20 | 2018-07-20 | Resin composition suitable for printing and printing methods |
GB1811896.8 | 2018-07-20 | ||
PCT/EP2019/069338 WO2020016343A2 (en) | 2018-07-20 | 2019-07-18 | Resin composition suitable for printing and printing methods |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2021532251A true JP2021532251A (ja) | 2021-11-25 |
JPWO2020016343A5 JPWO2020016343A5 (ja) | 2022-07-25 |
JP7440185B2 JP7440185B2 (ja) | 2024-02-28 |
Family
ID=63364393
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2021525371A Active JP7440185B2 (ja) | 2018-07-20 | 2019-07-18 | 印刷に好適な樹脂組成物および印刷方法 |
Country Status (10)
Country | Link |
---|---|
US (1) | US20210317241A1 (ja) |
EP (1) | EP3823810A2 (ja) |
JP (1) | JP7440185B2 (ja) |
KR (1) | KR20210036370A (ja) |
CN (1) | CN112672873B (ja) |
AU (1) | AU2019304036A1 (ja) |
CA (1) | CA3107051A1 (ja) |
GB (1) | GB2575793A (ja) |
IL (1) | IL280318A (ja) |
WO (1) | WO2020016343A2 (ja) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11642844B2 (en) * | 2019-08-06 | 2023-05-09 | Hewlett-Packard Development Company, L.P. | Three-dimensional printing with adhesion promoters |
WO2022235756A1 (en) * | 2021-05-05 | 2022-11-10 | Trilliant Surgical Llc | Antioxidant polymeric biomaterial for tissue engineering and methods of using same |
KR102447942B1 (ko) * | 2022-04-25 | 2022-09-27 | 주식회사 동우씨제이 | 다이캐스팅 제품에 대한 분체도장 방법 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5027836A (ja) * | 1973-05-04 | 1975-03-22 | ||
JPH1060114A (ja) * | 1996-05-28 | 1998-03-03 | Loctite Ireland Ltd | 鉄化合物を用いるポリチオールおよびポリエンの貯蔵−安定性の1パーツ系空気活性化される配合組成物 |
WO2014061687A1 (ja) * | 2012-10-18 | 2014-04-24 | 三菱瓦斯化学株式会社 | 重合性組成物および硬化物 |
WO2016194618A1 (ja) * | 2015-06-05 | 2016-12-08 | 三菱瓦斯化学株式会社 | 硬化性組成物およびそれを用いた光学用接着剤 |
WO2017154428A1 (ja) * | 2016-03-07 | 2017-09-14 | 昭和電工株式会社 | 活性エネルギー線硬化性組成物及びその硬化物 |
WO2018049302A1 (en) * | 2016-09-12 | 2018-03-15 | Poly6 Technologies | One-pot, high-performance recycling method for polymer waste using renewable polymer synthesis |
Family Cites Families (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3725228A (en) * | 1971-06-25 | 1973-04-03 | Grace W R & Co | High energy curable liquid polyene polythiol polymer composition |
US6045607A (en) | 1999-03-30 | 2000-04-04 | Xerox Corporation | Ink compositions |
EP1685200B1 (en) | 2003-11-12 | 2007-08-15 | E.I. Dupont De Nemours And Company | Inkjet ink, ink set and method of printing |
PL1935652T3 (pl) | 2006-12-21 | 2010-09-30 | Agfa Nv | Sposób drukowania strumieniowego i zestawy tuszów |
WO2009132070A2 (en) * | 2008-04-22 | 2009-10-29 | The Regents Of The University Of Colorado, A Body Corporate | Thiol-vinyl and thiol-yne systems for shape memory polymers |
US20100311861A1 (en) * | 2009-06-03 | 2010-12-09 | 3M Innovative Properties Company | Thiol-yne shape memory polymer |
DK2889624T3 (en) * | 2009-08-10 | 2018-12-10 | Ucl Business Plc | Reversible covalent bonding of functional molecules |
WO2012103445A2 (en) | 2011-01-28 | 2012-08-02 | The Regents Of The University Of Colorado, A Body Corporate | Convalently cross linked hydrogels and methods of making and using same |
WO2012126695A1 (en) | 2011-03-23 | 2012-09-27 | Huntsman Advanced Materials (Switzerland) Gmbh | Stable curable thiol-ene composition |
JP6101271B2 (ja) * | 2011-10-03 | 2017-03-22 | シンセス・ゲーエムベーハーSynthes GmbH | ビニルエステル及びビニルカーボネートとのチオール−エン重合 |
EP2604663B1 (en) | 2011-12-16 | 2017-08-09 | Agfa Graphics N.V. | Curable liquids and inkjet inks for food packaging applications |
WO2014070973A1 (en) * | 2012-11-02 | 2014-05-08 | Board Of Supervisors Of Louisiana State University And Agricural And Mechanical College | Thiol acrylate nanocomposite foams |
US10144840B2 (en) * | 2013-03-13 | 2018-12-04 | Poly6 Technologies | One-pot, high-performance recycling of polymer waste using renewable polymer synthesis |
WO2014157664A1 (ja) * | 2013-03-29 | 2014-10-02 | 三井化学株式会社 | 光学材料用重合性組成物、光学材料および光学材料の製造方法 |
JP6223127B2 (ja) | 2013-10-30 | 2017-11-01 | 田畑 泰彦 | 歯科用接着性組成物およびキット |
GB201406683D0 (en) * | 2014-04-14 | 2014-05-28 | Montanuniversitat Leoben | Resin composition suitable for printing and printing method utilizing the same |
WO2015164524A1 (en) * | 2014-04-22 | 2015-10-29 | Ariste Medical, Inc. | Methods and processes for application of drug delivery polymeric coatings |
CN107530440A (zh) * | 2015-02-09 | 2018-01-02 | 马赛克生物科学公司 | 可降解硫醇‑烯聚合物及其制备方法 |
GB201518033D0 (en) * | 2015-10-12 | 2015-11-25 | Montanuniversität Leoben | Printable ester based resin compositions and printing method utilizing the same |
EP3156463B1 (en) * | 2015-10-13 | 2019-12-18 | Agfa Nv | Uv curable inkjet inks |
CN116285487A (zh) * | 2016-04-07 | 2023-06-23 | 3D系统公司 | 用于3d印刷的硫醇-烯油墨 |
CA3026166A1 (en) | 2016-06-20 | 2017-12-28 | Dentsply Sirona Inc. | Three-dimensional fabricating material systems and methods for producing layered dental products |
CN112154171B (zh) * | 2018-05-22 | 2023-06-13 | 3M创新有限公司 | 用增材制造技术处理可辐射固化的硫醇基组合物的方法 |
-
2018
- 2018-07-20 GB GB1811896.8A patent/GB2575793A/en not_active Withdrawn
-
2019
- 2019-07-18 WO PCT/EP2019/069338 patent/WO2020016343A2/en unknown
- 2019-07-18 AU AU2019304036A patent/AU2019304036A1/en active Pending
- 2019-07-18 CA CA3107051A patent/CA3107051A1/en active Pending
- 2019-07-18 JP JP2021525371A patent/JP7440185B2/ja active Active
- 2019-07-18 KR KR1020217004557A patent/KR20210036370A/ko unknown
- 2019-07-18 CN CN201980058778.9A patent/CN112672873B/zh active Active
- 2019-07-18 US US17/260,960 patent/US20210317241A1/en active Pending
- 2019-07-18 EP EP19742350.2A patent/EP3823810A2/en active Pending
-
2021
- 2021-01-20 IL IL280318A patent/IL280318A/en unknown
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5027836A (ja) * | 1973-05-04 | 1975-03-22 | ||
JPH1060114A (ja) * | 1996-05-28 | 1998-03-03 | Loctite Ireland Ltd | 鉄化合物を用いるポリチオールおよびポリエンの貯蔵−安定性の1パーツ系空気活性化される配合組成物 |
WO2014061687A1 (ja) * | 2012-10-18 | 2014-04-24 | 三菱瓦斯化学株式会社 | 重合性組成物および硬化物 |
WO2016194618A1 (ja) * | 2015-06-05 | 2016-12-08 | 三菱瓦斯化学株式会社 | 硬化性組成物およびそれを用いた光学用接着剤 |
WO2017154428A1 (ja) * | 2016-03-07 | 2017-09-14 | 昭和電工株式会社 | 活性エネルギー線硬化性組成物及びその硬化物 |
WO2018049302A1 (en) * | 2016-09-12 | 2018-03-15 | Poly6 Technologies | One-pot, high-performance recycling method for polymer waste using renewable polymer synthesis |
Also Published As
Publication number | Publication date |
---|---|
JP7440185B2 (ja) | 2024-02-28 |
EP3823810A2 (en) | 2021-05-26 |
WO2020016343A2 (en) | 2020-01-23 |
US20210317241A1 (en) | 2021-10-14 |
KR20210036370A (ko) | 2021-04-02 |
IL280318A (en) | 2021-03-01 |
GB2575793A (en) | 2020-01-29 |
WO2020016343A3 (en) | 2020-02-27 |
CA3107051A1 (en) | 2020-01-23 |
CN112672873A (zh) | 2021-04-16 |
GB201811896D0 (en) | 2018-09-05 |
AU2019304036A1 (en) | 2021-02-11 |
CN112672873B (zh) | 2024-02-02 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR102272814B1 (ko) | 인쇄에 적합한 수지 조성물 및 이를 이용한 인쇄 방법 | |
JP2021532251A (ja) | 印刷に好適な樹脂組成物および印刷方法 | |
JP5832430B2 (ja) | ポリマーに固定されたビスアシルホスフィンオキシド | |
JP2022504052A (ja) | 樹脂組成物 | |
WO2007037559A9 (en) | Waterborne curable resin composition | |
CN112154171A (zh) | 用增材制造技术处理可辐射固化的硫醇基组合物的方法 | |
ES2930086T3 (es) | Artículos preparados usando composiciones curables basadas en especies iónicas polimerizables | |
AU2017281706B2 (en) | Control of polymer network structures via nanogels | |
WO2016177680A1 (de) | Durch kettenübertragungspolymerisation härtbare dentalmaterialien | |
JP2017515790A (ja) | 高屈折率基を有する付加開裂オリゴマー | |
RU2801357C2 (ru) | Смоляная композиция, подходящая для печати и способов печати | |
JP2012511599A5 (ja) | ||
US20220267529A1 (en) | Photocurable compositions having variable viscosities | |
JPWO2020153270A1 (ja) | 組成物および硬化膜付き医療器具 | |
EP3622943A1 (de) | Polymerisierbare werkstoffe auf basis von dimerisierungsfähigen benzaldehyd-derivaten | |
CN116426188A (zh) | 用于医疗器械表面的涂料组合物、涂层和该涂层用于医疗器械表面的用途 | |
JP2023531158A (ja) | 化学的に安定したポリマーゲルのための架橋性プレポリマー | |
JP2022537506A (ja) | シリル含有アクリレートおよびそれらの分解性ラジカル硬化ネットワーク | |
JPWO2019124190A1 (ja) | (メタ)アクリル系組成物の製造方法、(メタ)アクリル系組成物を含む塗料および硬化体 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20220714 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20220714 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20230322 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20230404 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20230608 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20230815 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20231113 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20240116 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20240209 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 7440185 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |