JP6226255B2 - 凸版印刷原版用感光性樹脂組成物、及びそれから得られる凸版印刷原版 - Google Patents
凸版印刷原版用感光性樹脂組成物、及びそれから得られる凸版印刷原版 Download PDFInfo
- Publication number
- JP6226255B2 JP6226255B2 JP2016551332A JP2016551332A JP6226255B2 JP 6226255 B2 JP6226255 B2 JP 6226255B2 JP 2016551332 A JP2016551332 A JP 2016551332A JP 2016551332 A JP2016551332 A JP 2016551332A JP 6226255 B2 JP6226255 B2 JP 6226255B2
- Authority
- JP
- Japan
- Prior art keywords
- photosensitive resin
- resin composition
- original plate
- polyamide
- printing original
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000011342 resin composition Substances 0.000 title claims description 42
- 238000007644 letterpress printing Methods 0.000 title claims description 15
- 238000007639 printing Methods 0.000 claims description 98
- 239000004952 Polyamide Substances 0.000 claims description 60
- 229920002647 polyamide Polymers 0.000 claims description 60
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 35
- 125000002723 alicyclic group Chemical group 0.000 claims description 35
- -1 alicyclic diamine Chemical class 0.000 claims description 29
- 150000001875 compounds Chemical class 0.000 claims description 22
- 229910052757 nitrogen Inorganic materials 0.000 claims description 19
- 239000011347 resin Substances 0.000 claims description 17
- 229920005989 resin Polymers 0.000 claims description 17
- 150000004985 diamines Chemical class 0.000 claims description 16
- 238000003860 storage Methods 0.000 claims description 11
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 8
- 239000003999 initiator Substances 0.000 claims description 7
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 claims description 6
- 239000002243 precursor Substances 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 claims description 4
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical group CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims description 4
- XUSNPFGLKGCWGN-UHFFFAOYSA-N 3-[4-(3-aminopropyl)piperazin-1-yl]propan-1-amine Chemical compound NCCCN1CCN(CCCN)CC1 XUSNPFGLKGCWGN-UHFFFAOYSA-N 0.000 claims description 4
- QLBRROYTTDFLDX-UHFFFAOYSA-N [3-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCCC(CN)C1 QLBRROYTTDFLDX-UHFFFAOYSA-N 0.000 claims description 4
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 claims description 4
- IVVOCRBADNIWDM-UHFFFAOYSA-N bicyclo[2.2.1]heptane-2,3-dicarboxylic acid Chemical compound C1CC2C(C(O)=O)C(C(=O)O)C1C2 IVVOCRBADNIWDM-UHFFFAOYSA-N 0.000 claims description 3
- GEQHKFFSPGPGLN-UHFFFAOYSA-N cyclohexane-1,3-diamine Chemical compound NC1CCCC(N)C1 GEQHKFFSPGPGLN-UHFFFAOYSA-N 0.000 claims description 3
- XBZSBBLNHFMTEB-UHFFFAOYSA-N cyclohexane-1,3-dicarboxylic acid Chemical compound OC(=O)C1CCCC(C(O)=O)C1 XBZSBBLNHFMTEB-UHFFFAOYSA-N 0.000 claims description 3
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 claims description 3
- 150000003951 lactams Chemical class 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 28
- 239000010410 layer Substances 0.000 description 28
- 239000007795 chemical reaction product Substances 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 13
- 238000000034 method Methods 0.000 description 13
- 229920000642 polymer Polymers 0.000 description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 11
- 239000000203 mixture Substances 0.000 description 10
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 9
- 238000011156 evaluation Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 235000005985 organic acids Nutrition 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 229920006267 polyester film Polymers 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 239000012790 adhesive layer Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 5
- 230000009477 glass transition Effects 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000012719 thermal polymerization Methods 0.000 description 5
- 238000005160 1H NMR spectroscopy Methods 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 230000007547 defect Effects 0.000 description 4
- 239000000428 dust Substances 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 4
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 235000000126 Styrax benzoin Nutrition 0.000 description 3
- 244000028419 Styrax benzoin Species 0.000 description 3
- 235000008411 Sumatra benzointree Nutrition 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 238000007259 addition reaction Methods 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 150000004056 anthraquinones Chemical class 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 235000019382 gum benzoic Nutrition 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 229940059574 pentaerithrityl Drugs 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 125000004193 piperazinyl group Chemical group 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 238000007142 ring opening reaction Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 150000004984 aromatic diamines Chemical class 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 229960002130 benzoin Drugs 0.000 description 2
- 239000012965 benzophenone Substances 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- OYQYHJRSHHYEIG-UHFFFAOYSA-N ethyl carbamate;urea Chemical compound NC(N)=O.CCOC(N)=O OYQYHJRSHHYEIG-UHFFFAOYSA-N 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 238000010147 laser engraving Methods 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- KMBPCQSCMCEPMU-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-methylpropane-1,3-diamine Chemical compound NCCCN(C)CCCN KMBPCQSCMCEPMU-UHFFFAOYSA-N 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- GLCPRUJXNXWSRF-UHFFFAOYSA-N 1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1C(C(O)=O)CCC2CC(C(=O)O)CCC21 GLCPRUJXNXWSRF-UHFFFAOYSA-N 0.000 description 1
- 150000005206 1,2-dihydroxybenzenes Chemical class 0.000 description 1
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 1
- 229940057054 1,3-dimethylurea Drugs 0.000 description 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 1
- KMBSSXSNDSJXCG-UHFFFAOYSA-N 1-[2-(2-hydroxyundecylamino)ethylamino]undecan-2-ol Chemical compound CCCCCCCCCC(O)CNCCNCC(O)CCCCCCCCC KMBSSXSNDSJXCG-UHFFFAOYSA-N 0.000 description 1
- WTFAGPBUAGFMQX-UHFFFAOYSA-N 1-[2-[2-(2-aminopropoxy)propoxy]propoxy]propan-2-amine Chemical compound CC(N)COCC(C)OCC(C)OCC(C)N WTFAGPBUAGFMQX-UHFFFAOYSA-N 0.000 description 1
- FYBFGAFWCBMEDG-UHFFFAOYSA-N 1-[3,5-di(prop-2-enoyl)-1,3,5-triazinan-1-yl]prop-2-en-1-one Chemical compound C=CC(=O)N1CN(C(=O)C=C)CN(C(=O)C=C)C1 FYBFGAFWCBMEDG-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- OMNWCRSMLWXZSL-UHFFFAOYSA-N 2,3-dibutylcyclohexane-1,4-dicarboxylic acid Chemical compound CCCCC1C(CCCC)C(C(O)=O)CCC1C(O)=O OMNWCRSMLWXZSL-UHFFFAOYSA-N 0.000 description 1
- WLJKIPLAWCANHD-UHFFFAOYSA-N 2,3-diethylcyclohexane-1,4-dicarboxylic acid Chemical compound CCC1C(CC)C(C(O)=O)CCC1C(O)=O WLJKIPLAWCANHD-UHFFFAOYSA-N 0.000 description 1
- LHXTVTVFQTYFIO-UHFFFAOYSA-N 2,3-dipropylcyclohexane-1,4-dicarboxylic acid Chemical compound CCCC1C(CCC)C(C(O)=O)CCC1C(O)=O LHXTVTVFQTYFIO-UHFFFAOYSA-N 0.000 description 1
- DPQHRXRAZHNGRU-UHFFFAOYSA-N 2,4,4-trimethylhexane-1,6-diamine Chemical compound NCC(C)CC(C)(C)CCN DPQHRXRAZHNGRU-UHFFFAOYSA-N 0.000 description 1
- JZODKRWQWUWGCD-UHFFFAOYSA-N 2,5-di-tert-butylbenzene-1,4-diol Chemical compound CC(C)(C)C1=CC(O)=C(C(C)(C)C)C=C1O JZODKRWQWUWGCD-UHFFFAOYSA-N 0.000 description 1
- QYXHDJJYVDLECA-UHFFFAOYSA-N 2,5-diphenylcyclohexa-2,5-diene-1,4-dione Chemical compound O=C1C=C(C=2C=CC=CC=2)C(=O)C=C1C1=CC=CC=C1 QYXHDJJYVDLECA-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 1
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- GBJWRQAYTRNAPT-UHFFFAOYSA-N 2-butyl-3-ethylcyclohexane-1,4-dicarboxylic acid Chemical compound CCCCC1C(CC)C(C(O)=O)CCC1C(O)=O GBJWRQAYTRNAPT-UHFFFAOYSA-N 0.000 description 1
- ZGWCCHFKQKPUCO-UHFFFAOYSA-N 2-butyl-3-methylcyclohexane-1,4-dicarboxylic acid Chemical compound CCCCC1C(C)C(C(O)=O)CCC1C(O)=O ZGWCCHFKQKPUCO-UHFFFAOYSA-N 0.000 description 1
- XHZQYRPFORQTIY-UHFFFAOYSA-N 2-butylcyclohexane-1,4-dicarboxylic acid Chemical compound CCCCC1CC(C(O)=O)CCC1C(O)=O XHZQYRPFORQTIY-UHFFFAOYSA-N 0.000 description 1
- FPKCTSIVDAWGFA-UHFFFAOYSA-N 2-chloroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3C(=O)C2=C1 FPKCTSIVDAWGFA-UHFFFAOYSA-N 0.000 description 1
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
- SPWYWMASEHENFA-UHFFFAOYSA-N 2-ethyl-3-propylcyclohexane-1,4-dicarboxylic acid Chemical compound CCCC1C(CC)C(C(O)=O)CCC1C(O)=O SPWYWMASEHENFA-UHFFFAOYSA-N 0.000 description 1
- LTPOFBPKMDYSSL-UHFFFAOYSA-N 2-ethylcyclohexane-1,4-dicarboxylic acid Chemical compound CCC1CC(C(O)=O)CCC1C(O)=O LTPOFBPKMDYSSL-UHFFFAOYSA-N 0.000 description 1
- BQZJOQXSCSZQPS-UHFFFAOYSA-N 2-methoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1 BQZJOQXSCSZQPS-UHFFFAOYSA-N 0.000 description 1
- QJVAKIMDRZETII-UHFFFAOYSA-N 2-methyl-3-propylcyclohexane-1,4-dicarboxylic acid Chemical compound CCCC1C(C)C(C(O)=O)CCC1C(O)=O QJVAKIMDRZETII-UHFFFAOYSA-N 0.000 description 1
- NWYDEWXSKCTWMJ-UHFFFAOYSA-N 2-methylcyclohexane-1,1-diamine Chemical compound CC1CCCCC1(N)N NWYDEWXSKCTWMJ-UHFFFAOYSA-N 0.000 description 1
- DCHCHXYBRSBAIS-UHFFFAOYSA-N 2-methylcyclohexane-1,4-dicarboxylic acid Chemical compound CC1CC(C(O)=O)CCC1C(O)=O DCHCHXYBRSBAIS-UHFFFAOYSA-N 0.000 description 1
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 description 1
- UPTHZKIDNHJFKQ-UHFFFAOYSA-N 2-methylprop-2-enoic acid;propane-1,2,3-triol Chemical compound CC(=C)C(O)=O.CC(=C)C(O)=O.OCC(O)CO UPTHZKIDNHJFKQ-UHFFFAOYSA-N 0.000 description 1
- UDXXYUDJOHIIDZ-UHFFFAOYSA-N 2-phosphonooxyethyl prop-2-enoate Chemical compound OP(O)(=O)OCCOC(=O)C=C UDXXYUDJOHIIDZ-UHFFFAOYSA-N 0.000 description 1
- KHUPHKVFRLSDQQ-UHFFFAOYSA-N 2-piperazin-2-ylethanamine Chemical compound NCCC1CNCCN1 KHUPHKVFRLSDQQ-UHFFFAOYSA-N 0.000 description 1
- XCYHQRZKSCYJGM-UHFFFAOYSA-N 2-propylcyclohexane-1,4-dicarboxylic acid Chemical compound CCCC1CC(C(O)=O)CCC1C(O)=O XCYHQRZKSCYJGM-UHFFFAOYSA-N 0.000 description 1
- LCCJRHKFHIWCDW-UHFFFAOYSA-N 2-tert-butyl-3-methylcyclohexane-1,4-dicarboxylic acid Chemical compound CC1C(C(O)=O)CCC(C(O)=O)C1C(C)(C)C LCCJRHKFHIWCDW-UHFFFAOYSA-N 0.000 description 1
- CRGHKOUJFGSKLF-UHFFFAOYSA-N 3,4-dibutyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1CC(C(O)=O)CC2C(CCCC)C(CCCC)C(C(O)=O)CC21 CRGHKOUJFGSKLF-UHFFFAOYSA-N 0.000 description 1
- AQGGHPFHDQYSPH-UHFFFAOYSA-N 3,4-diethyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1CC(C(O)=O)CC2C(CC)C(CC)C(C(O)=O)CC21 AQGGHPFHDQYSPH-UHFFFAOYSA-N 0.000 description 1
- KKDNANOKCHSJLQ-UHFFFAOYSA-N 3,4-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1CC(C(O)=O)CC2C(C)C(C)C(C(O)=O)CC21 KKDNANOKCHSJLQ-UHFFFAOYSA-N 0.000 description 1
- FEQSNKXCRZRZDI-UHFFFAOYSA-N 3,8-dibutyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1C(CCCC)C(C(O)=O)CC2C(CCCC)CC(C(O)=O)CC21 FEQSNKXCRZRZDI-UHFFFAOYSA-N 0.000 description 1
- VNWJATSMPGWOEZ-UHFFFAOYSA-N 3,8-diethyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1C(CC)C(C(O)=O)CC2C(CC)CC(C(O)=O)CC21 VNWJATSMPGWOEZ-UHFFFAOYSA-N 0.000 description 1
- SFYPHLUUUGTCRF-UHFFFAOYSA-N 3,8-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1C(C)C(C(O)=O)CC2C(C)CC(C(O)=O)CC21 SFYPHLUUUGTCRF-UHFFFAOYSA-N 0.000 description 1
- CGMPFWMKSXKYJX-UHFFFAOYSA-N 3,8-dipropyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1C(CCC)C(C(O)=O)CC2C(CCC)CC(C(O)=O)CC21 CGMPFWMKSXKYJX-UHFFFAOYSA-N 0.000 description 1
- LYRQHZCLXXBANV-UHFFFAOYSA-N 3-(aminomethyl)cyclohexane-1-carboxylic acid Chemical compound NCC1CCCC(C(O)=O)C1 LYRQHZCLXXBANV-UHFFFAOYSA-N 0.000 description 1
- CWMBYWBNOVVMJB-UHFFFAOYSA-N 3-(carbamoylamino)propylurea Chemical compound NC(=O)NCCCNC(N)=O CWMBYWBNOVVMJB-UHFFFAOYSA-N 0.000 description 1
- CKTUXQBZPWBFDX-UHFFFAOYSA-N 3-azaniumylcyclohexane-1-carboxylate Chemical compound NC1CCCC(C(O)=O)C1 CKTUXQBZPWBFDX-UHFFFAOYSA-N 0.000 description 1
- RHRMMKXCZSAUEI-UHFFFAOYSA-N 3-butyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1C(C(O)=O)CCC2CC(C(O)=O)C(CCCC)CC21 RHRMMKXCZSAUEI-UHFFFAOYSA-N 0.000 description 1
- WYCGKVFUHWAJBT-UHFFFAOYSA-N 3-ethyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1C(C(O)=O)CCC2CC(C(O)=O)C(CC)CC21 WYCGKVFUHWAJBT-UHFFFAOYSA-N 0.000 description 1
- YWQHFUCPHIOWHE-UHFFFAOYSA-N 3-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1C(C(O)=O)CCC2CC(C(O)=O)C(C)CC21 YWQHFUCPHIOWHE-UHFFFAOYSA-N 0.000 description 1
- MECNWXGGNCJFQJ-UHFFFAOYSA-N 3-piperidin-1-ylpropane-1,2-diol Chemical compound OCC(O)CN1CCCCC1 MECNWXGGNCJFQJ-UHFFFAOYSA-N 0.000 description 1
- GVGFFLHLGSTVEB-UHFFFAOYSA-N 3-propyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1C(C(O)=O)CCC2CC(C(O)=O)C(CCC)CC21 GVGFFLHLGSTVEB-UHFFFAOYSA-N 0.000 description 1
- IGSBHTZEJMPDSZ-UHFFFAOYSA-N 4-[(4-amino-3-methylcyclohexyl)methyl]-2-methylcyclohexan-1-amine Chemical compound C1CC(N)C(C)CC1CC1CC(C)C(N)CC1 IGSBHTZEJMPDSZ-UHFFFAOYSA-N 0.000 description 1
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 description 1
- DRNGLYHKYPNTEA-UHFFFAOYSA-N 4-azaniumylcyclohexane-1-carboxylate Chemical compound NC1CCC(C(O)=O)CC1 DRNGLYHKYPNTEA-UHFFFAOYSA-N 0.000 description 1
- YFMLWFCPKHWHIU-UHFFFAOYSA-N 4-butyl-3-ethyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1CC(C(O)=O)CC2C(CCCC)C(CC)C(C(O)=O)CC21 YFMLWFCPKHWHIU-UHFFFAOYSA-N 0.000 description 1
- WFOWXZWORCMFTR-UHFFFAOYSA-N 4-butyl-3-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1CC(C(O)=O)CC2C(CCCC)C(C)C(C(O)=O)CC21 WFOWXZWORCMFTR-UHFFFAOYSA-N 0.000 description 1
- MEUBFMHRDOKVTN-UHFFFAOYSA-N 4-ethyl-3-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalene-2,6-dicarboxylic acid Chemical compound C1CC(C(O)=O)CC2C(CC)C(C)C(C(O)=O)CC21 MEUBFMHRDOKVTN-UHFFFAOYSA-N 0.000 description 1
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 description 1
- RSBRXBZGVHQUJK-UHFFFAOYSA-N 5-ethylimidazolidine-2,4-dione Chemical compound CCC1NC(=O)NC1=O RSBRXBZGVHQUJK-UHFFFAOYSA-N 0.000 description 1
- BXDFRUQBNWVSCA-UHFFFAOYSA-N 9h-xanthene-1,2-dicarboxylic acid Chemical compound C1=CC=C2CC3=C(C(O)=O)C(C(=O)O)=CC=C3OC2=C1 BXDFRUQBNWVSCA-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 1
- 241001265525 Edgeworthia chrysantha Species 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 1
- GYDJEQRTZSCIOI-UHFFFAOYSA-N Tranexamic acid Chemical compound NCC1CCC(C(O)=O)CC1 GYDJEQRTZSCIOI-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- OXIKYYJDTWKERT-UHFFFAOYSA-N [4-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCC(CN)CC1 OXIKYYJDTWKERT-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000008062 acetophenones Chemical class 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 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
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000004054 benzoquinones Chemical class 0.000 description 1
- XMSVKICKONKVNM-UHFFFAOYSA-N bicyclo[2.2.1]heptane-3,4-diamine Chemical compound C1CC2(N)C(N)CC1C2 XMSVKICKONKVNM-UHFFFAOYSA-N 0.000 description 1
- 238000005537 brownian motion Methods 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 description 1
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- AVKNGPAMCBSNSO-UHFFFAOYSA-N cyclohexylmethanamine Chemical compound NCC1CCCCC1 AVKNGPAMCBSNSO-UHFFFAOYSA-N 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 238000007731 hot pressing Methods 0.000 description 1
- 150000002483 hydrogen compounds Chemical class 0.000 description 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229930000044 secondary metabolite Natural products 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/265—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids from at least two different diamines or at least two different dicarboxylic acids
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41N—PRINTING PLATES OR FOILS; MATERIALS FOR SURFACES USED IN PRINTING MACHINES FOR PRINTING, INKING, DAMPING, OR THE LIKE; PREPARING SUCH SURFACES FOR USE AND CONSERVING THEM
- B41N1/00—Printing plates or foils; Materials therefor
- B41N1/12—Printing plates or foils; Materials therefor non-metallic other than stone, e.g. printing plates or foils comprising inorganic materials in an organic matrix
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
- B41C1/00—Forme preparation
- B41C1/02—Engraving; Heads therefor
-
- 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
- G03F7/037—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders the binders being polyamides or polyimides
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- General Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Engineering & Computer Science (AREA)
- Architecture (AREA)
- Structural Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Materials For Photolithography (AREA)
- Photosensitive Polymer And Photoresist Processing (AREA)
- Polyamides (AREA)
Description
(1)水溶解性又は水分散性のポリアミド、光重合性不飽和化合物、及び光重合開始剤を必須成分として含有する凸版印刷原版用感光性樹脂組成物であって、前記ポリアミドが、ジアミン及びジカルボン酸より得られる脂環族構造単位を30〜90モル%含有すること、及び前記ポリアミドが、ジカルボン酸より得られる脂環族構造単位を20モル%以上含有することを特徴とする凸版印刷原版用感光性樹脂組成物。
(2)前記ポリアミドは、動的粘弾性測定装置によって測定した貯蔵弾性率が500〜4000Mpaであることを特徴とする(1)に記載の凸版印刷原版用感光性樹脂組成物。
(3)脂環族構造単位となる脂環族ジアミンが、イソホロンジアミン、1,4−シクロへキサンジアミン、1,3−シクロへキサンジアミン、1,3−ビス(アミノメチル)シクロヘキサン、1,4−ビス(アミノメチル)シクロヘキサン、ノルボルニルジアミン、1,4−ビス(3−アミノプロピル)ピペラジン及びN−(2−アミノエチル)ピペラジンからなる群から選ばれる少なくとも一種の脂環族ジアミンであることを特徴とする(1)又は(2)に記載の凸版印刷原版用感光性樹脂組成物。
(4)脂環族構造単位となる脂環族ジカルボン酸が、イソホロンジカルボン酸、1,4−シクロへキサンジカルボン酸、2,3−ノルボルナンジカルボン酸、及び1,3−シクロヘキサンジカルボン酸からなる群から選ばれる少なくとも一種の脂環族ジカルボン酸であることを特徴とする(1)〜(3)のいずれかに記載の凸版印刷原版用感光性樹脂組成物。
(5)前記ポリアミドが、第3級窒素原子を有することを特徴とする(1)〜(4)のいずれかに記載の凸版印刷原版用感光性樹脂組成物。
(6)前記ポリアミドが、ラクタム及び/又はアミノカルボン酸より得られる構造単位を10〜70モル%含有することを特徴とする(1)〜(5)のいずれかに記載の凸版印刷原版用感光性樹脂組成物。
(7)(1)〜(6)のいずれかに記載の凸版印刷原版用感光性樹脂組成物からなる感光性樹脂層を設けてなる凸版印刷原版。
まず、感光層厚みが685μmの凸版印刷原版に、画像として網点200線1%〜95%、最小独立点直径50〜600μm、最小独立線幅が10〜150μm、ベタ画像(幅1cm×長さ5cm)を含む印刷評価ネガを用い、200線−1%が再現する最小露光時間を最適露光時間として、照度を25W/m2に調整したケミカルランプを用いて感光性樹脂表面より高さ5cmの距離から露光した。次にブラシ式ウォッシャー(120μmφナイロンブラシ、日本電子精機(株)制作JW−A2−PD型)で25℃の水道水で現像し、レリーフ画像を得た。更に60℃で10分間、温風乾燥した後に超高圧水銀灯で30秒間後露光して印刷版を得た。200線−1%の画像再現性は10倍のルーペを使い、肉眼で判定した。得られた印刷版を用いてハイライト印刷性の評価を行った。印刷機には、輪転印刷機P−20(三條機械製)を用い、インキにはベストキュア藍(T&K TOKA製)、被印刷物にはグロスPW−8K(リンテック製)を用いた。印圧(版と被印刷物間の圧力)を段階的に高め、ベタ箇所のカスレが無くなる箇所を適性圧として印刷評価を実施した。また、ベタ箇所のインキ濃度が1.7absになるようにインク送り量を調整した。適性圧での200線1%〜5%の網点濃度を、CCDOT4(エス・デェイ・ジー株式会社製)を用いて測定し、その結果を%で表して表1にまとめた。ハイライト部印刷性は、印刷物の網点濃度がネガフィルムの網点濃度に近く、また、ネガフィルム網点が5%から1%へ減少するのに応じて印刷物の網点濃度がスムーズに減少していく場合には優れるとの評価になる。
(1)のハイライト部印刷性評価用レリーフを作成した時と同じ方法で印刷版を製造し、得られた印刷版を用いて印刷版表面の粘着性評価を行った。粘着性は、被印刷物であるコート紙(グロスPW−8K、(株)リンテック製)を版に押し付けて、コート紙の滑り度合いから以下の基準で評価した。
○:コート紙が抵抗なく滑る。
△;コート紙と版が粘着するが、力を入れると滑る。
×:コート紙と版が粘着して滑らない。
(1)のハイライト部印刷性評価用レリーフを作成した時と同じ方法で印刷版を製造し、適性印圧から50μm加圧した状態で1万ショットの印刷を行い、1万ショット印刷後に印刷物と版を200倍に拡大した顕微鏡で観察し、以下の判定基準で評価した。
◎:印刷物に欠点なく、かつ版にもクラックなし。
○:印刷物に欠点はないが、版に軽微なクラックあり。
△:印刷物に目視で欠点は確認できないが、200倍に拡大した顕微鏡の観察では不良がみられる。
×:目視で印刷物に不良が確認できる。
(3)の評価で得られた版の1%網点を顕微鏡で200倍に拡大し、以下の判定基準で評価した。
○:印刷前後で1%網点に変化なし。
△:印刷後では、1%網点の2割未満に欠けが起きる。
×:印刷後では、1%網点の2割以上に欠けが起きる。
アイティー計測制御株式会社製、動的粘弾性装置DVA220を用い、引っ張りモードで測定した。空気雰囲気下において、昇温速度4℃/分、周波数10Hz、サンプル形状15mm×4mmで測定した。30℃での弾性率を貯蔵弾性率とした。
TAインスツルメンツ社製DSC100を用いて測定した。ポリアミド樹脂10.0mgをアルミパンに入れ、20℃/分の昇温温度で300℃まで加熱し、300℃に達してから3分間保持した後即座に、液体窒素中でクエンチした。その後、室温から20℃/分の昇温速度で300℃まで昇温し、ガラス転移温度(Tg)を求めた。Tgはベースラインと変曲点での接線の交点の温度とした。
ε−カプロラクタム339部、シクロヘキサンジカルボン酸596部、メチルイミノビスプロピルアミン514部、50%次亜リン酸水溶液5部、及び水1000部をオートクレーブ中に仕込み、窒素置換後、密閉して徐々に加熱した。内圧が0.4MPaに達した時点から、その圧力を保持できなくなるまで水を留出させ、約2時間で常圧に戻し、その後1時間常圧で反応させた。最高重合反応温度は255℃であった。これにより、ガラス転移温度90℃、弾性率1000MPa、相対粘度2.10のポリアミドを得た。ポリアミドの組成をH−NMRで測定し、仕込み組成とポリマー組成に差異がないことを確認した。
実施例1と同様にして水溶解性のポリアミドを合成した。ポリアミドの弾性率とガラス転移温度(Tg)は、実施例1と同様にして測定した。得られたポリアミドを用いて実施例1と同様にして感光性樹脂組成物を作成し、印刷原版を得た。得られた印刷版を実施例1と同様の評価を行った。これらの評価結果を実施例2〜18と比較例1〜4のポリアミドの詳細とともに表1に示した。
紫外線吸収材を含む接着剤組成物を250μm厚みのポリエステルフィルムにコートした塗膜20μmの接着剤層を有する支持体を用いて、この支持体の接着剤層面に実施例2の感光性樹脂組成物を流延し、厚み125μmのポリエステルフイルムを感光性樹脂組成物に接するようにして、ラミネーターを用いて全厚みが1080μmのシート状積層体の生版を成形した。得られた版を25W/m2のケミカルランプを用いて感光性樹脂表面より高さ5cmの距離から露光した。続いて、レーザー彫刻装置にLuescher Flexo社製の300W炭酸ガスレーザーを搭載したFlexPose ! directを用いてレーザー彫刻(直彫り)を実施した。彫刻カスや粘着物の付着が少なく、またシャープで微細なレリーフドットを再現できた。実施例2と同様にハイライト印刷性、版面粘着性、耐刷性の評価を行なったところ、いずれも優れた結果が得られた。
Claims (7)
- 水溶解性又は水分散性のポリアミド、光重合性不飽和化合物、及び光重合開始剤を必須成分として含有する凸版印刷原版用感光性樹脂組成物であって、前記ポリアミドが、ジアミン及びジカルボン酸より得られる脂環族構造単位を30〜90モル%含有すること、及び前記脂環族構造単位のうち脂環族ジカルボン酸より得られる脂環族構造単位が前記ポリアミド中20モル%以上であることを特徴とする凸版印刷原版用感光性樹脂組成物。
- 前記ポリアミドは、動的粘弾性測定装置によって測定した貯蔵弾性率が500〜4000Mpaであることを特徴とする請求項1に記載の凸版印刷原版用感光性樹脂組成物。
- 脂環族構造単位となる脂環族ジアミンが、イソホロンジアミン、1,4−シクロヘキサンジアミン、1,3−シクロヘキサンジアミン、1,3−ビス(アミノメチル)シクロヘキサン、1,4−ビス(アミノメチル)シクロヘキサン、ノルボルニルジアミン、1,4−ビス(3−アミノプロピル)ピペラジン及びN−(2−アミノエチル)ピペラジンからなる群から選ばれる少なくとも一種の脂環族ジアミンであることを特徴とする請求項1又は2に記載の凸版印刷原版用感光性樹脂組成物。
- 脂環族ジカルボン酸が、イソホロンジカルボン酸、1,4−シクロヘキサンジカルボン酸、2,3−ノルボルナンジカルボン酸、及び1,3−シクロヘキサンジカルボン酸からなる群から選ばれる少なくとも一種の脂環族ジカルボン酸であることを特徴とする請求項1〜3のいずれかに記載の凸版印刷原版用感光性樹脂組成物。
- 前記ポリアミドが、第3級窒素原子を有することを特徴とする請求項1〜4のいずれかに記載の凸版印刷原版用感光性樹脂組成物。
- 前記ポリアミドが、ラクタム及び/又はアミノカルボン酸より得られる構造単位を10〜70モル%含有することを特徴とする請求項1〜5のいずれかに記載の凸版印刷原版用感光性樹脂組成物。
- 請求項1〜6のいずれかに記載の凸版印刷原版用感光性樹脂組成物からなる感光性樹脂層を設けてなる凸版印刷原版。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2015189208 | 2015-09-28 | ||
JP2015189208 | 2015-09-28 | ||
JP2015247131 | 2015-12-18 | ||
JP2015247131 | 2015-12-18 | ||
PCT/JP2016/072627 WO2017056692A1 (ja) | 2015-09-28 | 2016-08-02 | 凸版印刷原版用感光性樹脂組成物、及びそれから得られる凸版印刷原版 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPWO2017056692A1 JPWO2017056692A1 (ja) | 2017-10-05 |
JP6226255B2 true JP6226255B2 (ja) | 2017-11-08 |
Family
ID=58423453
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016551332A Active JP6226255B2 (ja) | 2015-09-28 | 2016-08-02 | 凸版印刷原版用感光性樹脂組成物、及びそれから得られる凸版印刷原版 |
Country Status (8)
Country | Link |
---|---|
US (1) | US10807400B2 (ja) |
EP (1) | EP3358411B1 (ja) |
JP (1) | JP6226255B2 (ja) |
CN (1) | CN108139669B (ja) |
ES (1) | ES2798799T3 (ja) |
PL (1) | PL3358411T3 (ja) |
RU (1) | RU2680867C1 (ja) |
WO (1) | WO2017056692A1 (ja) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6903919B2 (ja) * | 2017-01-16 | 2021-07-14 | 東洋紡株式会社 | 水現像性凸版印刷用感光性樹脂組成物及びそれから得られる水現像性凸版印刷用感光性樹脂原版 |
CN110998444B (zh) * | 2017-08-07 | 2023-09-08 | 东洋纺Mc株式会社 | 凸版印刷原版用感光性树脂组合物以及用其得到的凸版印刷原版 |
JP6372599B1 (ja) * | 2017-08-07 | 2018-08-15 | 東洋紡株式会社 | 凸版印刷原版用感光性樹脂組成物及びそれを用いた凸版印刷原版 |
JP6972953B2 (ja) * | 2017-11-17 | 2021-11-24 | 東洋紡株式会社 | 感光性ctp凸版印刷原版 |
EP3795611A1 (en) * | 2019-09-23 | 2021-03-24 | Solvay Specialty Polymers USA, LLC. | Polyamides and corresponding polymer compositions and articles |
CN113825784B (zh) * | 2019-05-14 | 2024-03-01 | 索尔维特殊聚合物美国有限责任公司 | 聚酰胺和对应的聚合物组合物及制品 |
EP4017892A4 (en) * | 2019-08-22 | 2023-05-17 | Dow Global Technologies LLC | AQUEOUS POLYETHER-BASED POLYURETHANE DISPERSION AND METHOD FOR PREPARING IT |
US20230133371A1 (en) * | 2020-03-11 | 2023-05-04 | Asahi Kasei Kabushiki Kaisha | Laminate and method for producing printing plate |
US20230257524A1 (en) | 2020-06-29 | 2023-08-17 | Solvay Specialty Polymers Usa, Llc | High melt temperature soluble semi-crystalline polyamides |
JPWO2023054272A1 (ja) | 2021-09-30 | 2023-04-06 |
Family Cites Families (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5174704A (ja) * | 1974-12-24 | 1976-06-28 | Toray Industries | Kankoseihoriamidojushisoseibutsu |
JPS58117537A (ja) * | 1982-01-06 | 1983-07-13 | Toray Ind Inc | 感光性樹脂組成物 |
JPH0511447A (ja) | 1991-07-03 | 1993-01-22 | Toyobo Co Ltd | 感光性樹脂組成物 |
JP2682211B2 (ja) | 1990-08-09 | 1997-11-26 | 東洋紡績株式会社 | 感光性樹脂組成物 |
JPH04303841A (ja) * | 1991-03-30 | 1992-10-27 | Toppan Printing Co Ltd | 光崩壊性マイクロカプセルおよびそれを用いた感光性樹脂組成物 |
JP2739387B2 (ja) * | 1991-04-25 | 1998-04-15 | 富士写真フイルム株式会社 | 水無し平版印刷版及びその製版方法 |
JP3362797B2 (ja) | 1993-04-30 | 2003-01-07 | 東洋紡績株式会社 | 印刷原版用感光性樹脂積層体 |
US5886136A (en) * | 1995-09-12 | 1999-03-23 | Nippon Zeon Co., Ltd. | Pattern forming process |
DE19536808A1 (de) | 1995-10-02 | 1997-04-03 | Basf Lacke & Farben | Verfahren zur Herstellung von photopolymeren Hochdruckplatten |
KR100780505B1 (ko) * | 1999-12-28 | 2007-11-29 | 가부시키가이샤 가네카 | 에폭시변성폴리이미드 및, 이것을 사용한 감광성조성물,커버레이필름, 솔더레지스트, 프린트배선판 |
JP2001272776A (ja) | 2000-03-27 | 2001-10-05 | Toyobo Co Ltd | 感光性樹脂組成物 |
JP2002023349A (ja) | 2000-07-11 | 2002-01-23 | Toray Ind Inc | 感光性樹脂凸版材 |
JP2004309783A (ja) * | 2003-04-07 | 2004-11-04 | Toyobo Co Ltd | 感光性印刷用原版 |
US20080306180A1 (en) * | 2003-12-22 | 2008-12-11 | Chika Amishima | Polyamide Acid Resin Containing Unsaturated Group, Photosensitive Resin Composition Using Same, and Cured Product Thereof |
WO2009122853A1 (ja) * | 2008-03-31 | 2009-10-08 | Jsr株式会社 | ポジ型感放射線性樹脂組成物、マイクロレンズおよびマイクロレンズの形成方法 |
JP2009271277A (ja) * | 2008-05-07 | 2009-11-19 | Toray Ind Inc | 感光性樹脂組成物およびそれを用いた印刷版材 |
US20100075117A1 (en) * | 2008-09-24 | 2010-03-25 | Fujifilm Corporation | Relief printing plate precursor for laser engraving, method of producing the same, relief printing plate obtainable therefrom, and method of producing relief printing plate |
JP5332566B2 (ja) * | 2008-12-05 | 2013-11-06 | 東洋紡株式会社 | 水現像性凸版印刷用感光性樹脂組成物及びそれから得られる水現像性凸版印刷用感光性樹脂原版 |
WO2011135887A1 (ja) * | 2010-04-28 | 2011-11-03 | 旭化成イーマテリアルズ株式会社 | 感光性樹脂組成物 |
JP2012068423A (ja) * | 2010-09-24 | 2012-04-05 | Toray Ind Inc | 感光性樹脂印刷版原版およびその製造方法 |
JP5903854B2 (ja) * | 2011-11-30 | 2016-04-13 | 東洋紡株式会社 | 感光性樹脂凸版印刷原版 |
JP6295642B2 (ja) | 2012-12-25 | 2018-03-20 | 東レ株式会社 | 感光性樹脂組成物および感光性樹脂印刷版原版 |
-
2016
- 2016-08-02 PL PL16850869T patent/PL3358411T3/pl unknown
- 2016-08-02 CN CN201680056364.9A patent/CN108139669B/zh active Active
- 2016-08-02 WO PCT/JP2016/072627 patent/WO2017056692A1/ja active Application Filing
- 2016-08-02 EP EP16850869.5A patent/EP3358411B1/en active Active
- 2016-08-02 JP JP2016551332A patent/JP6226255B2/ja active Active
- 2016-08-02 US US15/754,398 patent/US10807400B2/en active Active
- 2016-08-02 ES ES16850869T patent/ES2798799T3/es active Active
- 2016-08-02 RU RU2018115996A patent/RU2680867C1/ru active
Also Published As
Publication number | Publication date |
---|---|
JPWO2017056692A1 (ja) | 2017-10-05 |
US10807400B2 (en) | 2020-10-20 |
CN108139669A (zh) | 2018-06-08 |
EP3358411B1 (en) | 2020-05-06 |
EP3358411A1 (en) | 2018-08-08 |
WO2017056692A1 (ja) | 2017-04-06 |
CN108139669B (zh) | 2021-02-26 |
PL3358411T3 (pl) | 2020-11-02 |
US20180236804A1 (en) | 2018-08-23 |
ES2798799T3 (es) | 2020-12-14 |
EP3358411A4 (en) | 2019-06-12 |
RU2680867C1 (ru) | 2019-02-28 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6226255B2 (ja) | 凸版印刷原版用感光性樹脂組成物、及びそれから得られる凸版印刷原版 | |
JP6614494B2 (ja) | 凸版印刷原版用感光性樹脂組成物、及びそれから得られる凸版印刷原版 | |
JP2016191772A (ja) | 凸版印刷原版用感光性樹脂組成物、及びそれから得られる凸版印刷原版 | |
JP6292756B2 (ja) | 水現像性感光性樹脂積層体 | |
JP6395039B2 (ja) | 凸版印刷用感光性樹脂組成物及びそれから得られる感光性樹脂凸版用印刷原版 | |
JP6903919B2 (ja) | 水現像性凸版印刷用感光性樹脂組成物及びそれから得られる水現像性凸版印刷用感光性樹脂原版 | |
JP6842663B2 (ja) | レーザー彫刻用凸版印刷原版 | |
JP6558107B2 (ja) | 凸版印刷原版用感光性樹脂組成物、及びそれから得られる凸版印刷原版 | |
JP6810905B2 (ja) | 凸版印刷原版用感光性樹脂組成物、及びそれから得られる凸版印刷原版 | |
JP2018165772A (ja) | Ctpフレキソ印刷原版 | |
JP7035729B2 (ja) | 凸版印刷原版用感光性樹脂組成物、及びそれから得られる凸版印刷原版 | |
JP5316534B2 (ja) | レーザー彫刻用凸版印刷原版及びそれから得られる凸版印刷版 | |
WO2023054272A1 (ja) | 感光性樹脂凸版用印刷原版及び印刷版 | |
CN110998444B (zh) | 凸版印刷原版用感光性树脂组合物以及用其得到的凸版印刷原版 | |
JP6372599B1 (ja) | 凸版印刷原版用感光性樹脂組成物及びそれを用いた凸版印刷原版 | |
JP7125675B2 (ja) | 凸版印刷原版用感光性樹脂組成物及びそれを用いた凸版印刷原版 | |
EP3605224A1 (en) | Photosensitive ctp flexographic printing plate | |
WO2024070139A1 (ja) | 凸版印刷原版用感光性樹脂組成物、凸版印刷原版、及び印刷版 | |
JP2020013005A (ja) | 凸版印刷原版 | |
JP2001042528A (ja) | 感光性樹脂組成物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A975 | Report on accelerated examination |
Free format text: JAPANESE INTERMEDIATE CODE: A971005 Effective date: 20170614 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20170620 |
|
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: 20170915 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20170928 |
|
R151 | Written notification of patent or utility model registration |
Ref document number: 6226255 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R151 |
|
S531 | Written request for registration of change of domicile |
Free format text: JAPANESE INTERMEDIATE CODE: R313531 |
|
R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313111 |
|
R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |