CA1101586A - Composes photosensibles - Google Patents

Composes photosensibles

Info

Publication number: CA1101586A
Authority: CA; Canada
Prior art keywords: ester; composition; relief plate; rubber; butadiene
Prior art date: 1971-05-17
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.): Expired

Application number

CA135,271A

Other languages

English (en)

Other versions

CA135271S (en

Inventor

Arnel D. Potter

Michael J. Lowe

Maclean R. Hess

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

P T Sub Inc

Original Assignee

WR Grace and Co Conn

Priority date (The priority date 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 date listed.)

1971-05-17

Filing date

1972-02-22

Publication date

1981-05-19

1972-02-22 Application filed by WR Grace and Co Conn filed Critical WR Grace and Co Conn

1981-05-19 Application granted granted Critical

1981-05-19 Publication of CA1101586A publication Critical patent/CA1101586A/fr

Status Expired legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 79
238000007639 printing Methods 0.000 claims abstract description 42
229920001400 block copolymer Polymers 0.000 claims abstract description 34
150000002148 esters Chemical class 0.000 claims abstract description 30
239000007788 liquid Substances 0.000 claims abstract description 28
229920001971 elastomer Polymers 0.000 claims abstract description 27
239000005060 rubber Substances 0.000 claims abstract description 26
239000003505 polymerization initiator Substances 0.000 claims abstract description 8
238000012644 addition polymerization Methods 0.000 claims abstract description 7
230000005855 radiation Effects 0.000 claims abstract description 7
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 46
229920000642 polymer Polymers 0.000 claims description 23
KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 claims description 21
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 19
239000012965 benzophenone Substances 0.000 claims description 19
-1 diene hydrocarbons Chemical class 0.000 claims description 17
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 14
239000003999 initiator Substances 0.000 claims description 12
229920001577 copolymer Polymers 0.000 claims description 11
239000001257 hydrogen Substances 0.000 claims description 11
229910052739 hydrogen Inorganic materials 0.000 claims description 11
MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 claims description 10
239000000758 substrate Substances 0.000 claims description 10
DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 9
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 claims description 9
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 claims description 9
125000004432 carbon atom Chemical group C* 0.000 claims description 9
STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 9
230000009477 glass transition Effects 0.000 claims description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 claims description 7
125000005397 methacrylic acid ester group Chemical group 0.000 claims description 7
238000000576 coating method Methods 0.000 claims description 6
125000005396 acrylic acid ester group Chemical group 0.000 claims description 5
229930195733 hydrocarbon Natural products 0.000 claims description 5
239000011248 coating agent Substances 0.000 claims description 4
229920003048 styrene butadiene rubber Polymers 0.000 claims description 4
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
150000001491 aromatic compounds Chemical class 0.000 claims description 3
JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical group C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 claims description 2
229920001519 homopolymer Polymers 0.000 claims description 2
239000000463 material Substances 0.000 claims description 2
229940096522 trimethylolpropane triacrylate Drugs 0.000 claims 7
229920001169 thermoplastic Polymers 0.000 claims 5
239000004416 thermosoftening plastic Substances 0.000 claims 5
MIGVPIXONIAZHK-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OCC(C)(C)CO MIGVPIXONIAZHK-UHFFFAOYSA-N 0.000 claims 1
LJRSZGKUUZPHEB-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxypropoxy)propoxy]propyl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COC(C)COC(=O)C=C LJRSZGKUUZPHEB-UHFFFAOYSA-N 0.000 claims 1
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 claims 1
239000004793 Polystyrene Substances 0.000 claims 1
TUOBEAZXHLTYLF-UHFFFAOYSA-N [2-(hydroxymethyl)-2-(prop-2-enoyloxymethyl)butyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(CC)COC(=O)C=C TUOBEAZXHLTYLF-UHFFFAOYSA-N 0.000 claims 1
229920006267 polyester film Polymers 0.000 claims 1
229920002223 polystyrene Polymers 0.000 claims 1
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract description 3
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract description 3
238000000034 method Methods 0.000 description 19
230000008569 process Effects 0.000 description 15
239000010410 layer Substances 0.000 description 14
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
239000002904 solvent Substances 0.000 description 9
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
229910052751 metal Inorganic materials 0.000 description 6
239000002184 metal Substances 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 5
LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 4
XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 4
230000008901 benefit Effects 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
239000006185 dispersion Substances 0.000 description 4
238000006116 polymerization reaction Methods 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
244000028419 Styrax benzoin Species 0.000 description 3
235000000126 Styrax benzoin Nutrition 0.000 description 3
235000008411 Sumatra benzointree Nutrition 0.000 description 3
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
229960002130 benzoin Drugs 0.000 description 3
239000003054 catalyst Substances 0.000 description 3
235000019382 gum benzoic Nutrition 0.000 description 3
150000002500 ions Chemical class 0.000 description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
229920001451 polypropylene glycol Polymers 0.000 description 3
239000007787 solid Substances 0.000 description 3
LYCAIKOWRPUZTN-NMQOAUCRSA-N 1,2-dideuteriooxyethane Chemical group [2H]OCCO[2H] LYCAIKOWRPUZTN-NMQOAUCRSA-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
INQDDHNZXOAFFD-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOC(=O)C=C INQDDHNZXOAFFD-UHFFFAOYSA-N 0.000 description 2
HCLJOFJIQIJXHS-UHFFFAOYSA-N 2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOCCOC(=O)C=C HCLJOFJIQIJXHS-UHFFFAOYSA-N 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-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
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
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 2
238000005299 abrasion Methods 0.000 description 2
239000002253 acid Substances 0.000 description 2
230000009471 action Effects 0.000 description 2
230000001464 adherent effect Effects 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
MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 2
238000003490 calendering Methods 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
150000001993 dienes Chemical class 0.000 description 2
WZRZTHMJPHPAMU-UHFFFAOYSA-L disodium;(3e)-3-[(4-amino-3-sulfonatophenyl)-(4-amino-3-sulfophenyl)methylidene]-6-imino-5-methylcyclohexa-1,4-diene-1-sulfonate Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(=N)C(C)=CC1=C(C=1C=C(C(N)=CC=1)S([O-])(=O)=O)C1=CC=C(N)C(S(O)(=O)=O)=C1 WZRZTHMJPHPAMU-UHFFFAOYSA-L 0.000 description 2
239000000975 dye Substances 0.000 description 2
QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 description 2
239000004816 latex Substances 0.000 description 2
229920000126 latex Polymers 0.000 description 2
238000007644 letterpress printing Methods 0.000 description 2
239000006193 liquid solution Substances 0.000 description 2
NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000011159 matrix material Substances 0.000 description 2
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
238000002156 mixing Methods 0.000 description 2
FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
239000000049 pigment Substances 0.000 description 2
229920000728 polyester Polymers 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
229920005989 resin Polymers 0.000 description 2
239000011347 resin Substances 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
239000007921 spray Substances 0.000 description 2
238000003860 storage Methods 0.000 description 2
229920001187 thermosetting polymer Polymers 0.000 description 2
229910052724 xenon Inorganic materials 0.000 description 2
FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 2
239000008096 xylene Substances 0.000 description 2
MXFQRSUWYYSPOC-UHFFFAOYSA-N (2,2-dimethyl-3-prop-2-enoyloxypropyl) prop-2-enoate Chemical compound C=CC(=O)OCC(C)(C)COC(=O)C=C MXFQRSUWYYSPOC-UHFFFAOYSA-N 0.000 description 1
LGPAKRMZNPYPMG-UHFFFAOYSA-N (3-hydroxy-2-prop-2-enoyloxypropyl) prop-2-enoate Chemical compound C=CC(=O)OC(CO)COC(=O)C=C LGPAKRMZNPYPMG-UHFFFAOYSA-N 0.000 description 1
OAKFFVBGTSPYEG-UHFFFAOYSA-N (4-prop-2-enoyloxycyclohexyl) prop-2-enoate Chemical compound C=CC(=O)OC1CCC(OC(=O)C=C)CC1 OAKFFVBGTSPYEG-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
OGBWMWKMTUSNKE-UHFFFAOYSA-N 1-(2-methylprop-2-enoyloxy)hexyl 2-methylprop-2-enoate Chemical compound CCCCCC(OC(=O)C(C)=C)OC(=O)C(C)=C OGBWMWKMTUSNKE-UHFFFAOYSA-N 0.000 description 1
LZWFXVJBIZIHCH-UHFFFAOYSA-N 1-Ethenylhexyl butanoate Chemical compound CCCCCC(C=C)OC(=O)CCC LZWFXVJBIZIHCH-UHFFFAOYSA-N 0.000 description 1
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 1
KFQPRNVTVMCYEH-UHFFFAOYSA-N 1-amino-3-(4-methoxyphenoxy)propan-2-ol Chemical compound COC1=CC=C(OCC(O)CN)C=C1 KFQPRNVTVMCYEH-UHFFFAOYSA-N 0.000 description 1
RHNJVKIVSXGYBD-UHFFFAOYSA-N 10-prop-2-enoyloxydecyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCCCCCOC(=O)C=C RHNJVKIVSXGYBD-UHFFFAOYSA-N 0.000 description 1
JJBFVQSGPLGDNX-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)COC(=O)C(C)=C JJBFVQSGPLGDNX-UHFFFAOYSA-N 0.000 description 1
JFZBUNLOTDDXNY-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)propoxy]propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)OCC(C)OC(=O)C(C)=C JFZBUNLOTDDXNY-UHFFFAOYSA-N 0.000 description 1
HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 1
OWDBMKZHFCSOOL-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)propoxy]propoxy]propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)COC(C)COC(C)COC(=O)C(C)=C OWDBMKZHFCSOOL-UHFFFAOYSA-N 0.000 description 1
OHCUUVLMXARGTH-UHFFFAOYSA-N 2-[2-[2-(2-prop-2-enoyloxypropoxy)propoxy]propoxy]propyl prop-2-enoate Chemical compound C=CC(=O)OCC(C)OCC(C)OCC(C)OCC(C)OC(=O)C=C OHCUUVLMXARGTH-UHFFFAOYSA-N 0.000 description 1
LTHJXDSHSVNJKG-UHFFFAOYSA-N 2-[2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOCCOC(=O)C(C)=C LTHJXDSHSVNJKG-UHFFFAOYSA-N 0.000 description 1
KCHIEONJDXTMBO-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-enoyloxypropoxy)propoxy]propoxy]propoxy]propoxy]propoxy]propoxy]propoxy]propyl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COC(C)COC(C)COC(C)COC(C)COC(C)COC(C)COC(C)COC(=O)C=C KCHIEONJDXTMBO-UHFFFAOYSA-N 0.000 description 1
LNFOAIBNUOAOHD-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-enoyloxypropoxy)propoxy]propoxy]propoxy]propoxy]propoxy]propoxy]propoxy]propoxy]propyl prop-2-enoate Chemical compound CC(COC(C)COC(C)COC(C)COC(C)COC(=O)C=C)OCC(C)OCC(C)OCC(C)OCC(C)OCC(C)OC(=O)C=C LNFOAIBNUOAOHD-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
VFZKVQVQOMDJEG-UHFFFAOYSA-N 2-prop-2-enoyloxypropyl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(=O)C=C VFZKVQVQOMDJEG-UHFFFAOYSA-N 0.000 description 1
DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
IICCLYANAQEHCI-UHFFFAOYSA-N 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodospiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound O1C(=O)C(C(=C(Cl)C(Cl)=C2Cl)Cl)=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 IICCLYANAQEHCI-UHFFFAOYSA-N 0.000 description 1
YMRDPCUYKKPMFC-UHFFFAOYSA-N 4-hydroxy-2,2,5,5-tetramethylhexan-3-one Chemical compound CC(C)(C)C(O)C(=O)C(C)(C)C YMRDPCUYKKPMFC-UHFFFAOYSA-N 0.000 description 1
XAMCLRBWHRRBCN-UHFFFAOYSA-N 5-prop-2-enoyloxypentyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCOC(=O)C=C XAMCLRBWHRRBCN-UHFFFAOYSA-N 0.000 description 1
FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
241000517645 Abra Species 0.000 description 1
239000004215 Carbon black (E152) Chemical group 0.000 description 1
241000905957 Channa melasoma Species 0.000 description 1
241000725101 Clea Species 0.000 description 1
QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
239000002174 Styrene-butadiene Substances 0.000 description 1
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
239000012790 adhesive layer Substances 0.000 description 1
238000013019 agitation Methods 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
238000000149 argon plasma sintering Methods 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
239000003849 aromatic solvent Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
230000001680 brushing effect Effects 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000006229 carbon black Substances 0.000 description 1
VZGDMQKNWNREIO-UHFFFAOYSA-N carbon tetrachloride Substances ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
238000005266 casting Methods 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
PYRZPBDTPRQYKG-UHFFFAOYSA-N cyclopentene-1-carboxylic acid Chemical compound OC(=O)C1=CCCC1 PYRZPBDTPRQYKG-UHFFFAOYSA-N 0.000 description 1
125000004386 diacrylate group Chemical group 0.000 description 1
AOMZHDJXSYHPKS-UHFFFAOYSA-L disodium 4-amino-5-hydroxy-3-[(4-nitrophenyl)diazenyl]-6-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(N=NC=3C=CC=CC=3)C(O)=C2C(N)=C1N=NC1=CC=C([N+]([O-])=O)C=C1 AOMZHDJXSYHPKS-UHFFFAOYSA-L 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000005530 etching Methods 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
230000004907 flux Effects 0.000 description 1
150000002430 hydrocarbons Chemical group 0.000 description 1
229960004337 hydroquinone Drugs 0.000 description 1
238000007654 immersion Methods 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
108010052322 limitin Proteins 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
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 1
229940086559 methyl benzoin Drugs 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
238000000206 photolithography Methods 0.000 description 1
FSDNTQSJGHSJBG-UHFFFAOYSA-N piperidine-4-carbonitrile Chemical compound N#CC1CCNCC1 FSDNTQSJGHSJBG-UHFFFAOYSA-N 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920006149 polyester-amide block copolymer Polymers 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
230000001737 promoting effect Effects 0.000 description 1
HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
229930187593 rose bengal Natural products 0.000 description 1
229940081623 rose bengal Drugs 0.000 description 1
STRXNPAVPKGJQR-UHFFFAOYSA-N rose bengal A Natural products O1C(=O)C(C(=CC=C2Cl)Cl)=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 STRXNPAVPKGJQR-UHFFFAOYSA-N 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000005063 solubilization Methods 0.000 description 1
230000007928 solubilization Effects 0.000 description 1
239000010959 steel Substances 0.000 description 1
239000011115 styrene butadiene Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1

Classifications

- 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
- G03F7/033—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders the binders being polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. vinyl polymers
- 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
- C08F287/00—Macromolecular compounds obtained by polymerising monomers on to block polymers

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Physics & Mathematics (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Spectroscopy & Molecular Physics (AREA)
General Physics & Mathematics (AREA)
Photosensitive Polymer And Photoresist Processing (AREA)
Materials For Photolithography (AREA)
Graft Or Block Polymers (AREA)

CA135,271A 1971-05-17 1972-02-22 Composes photosensibles Expired CA1101586A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US14432371A	1971-05-17	1971-05-17
US144,323		1971-05-17

Publications (1)

Publication Number	Publication Date
CA1101586A true CA1101586A (fr)	1981-05-19

Family

ID=22508084

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA135,271A Expired CA1101586A (fr)	1971-05-17	1972-02-22	Composes photosensibles

Country Status (7)

Country	Link
AU (1)	AU4228872A (fr)
CA (1)	CA1101586A (fr)
DE (1)	DE2223808A1 (fr)
FR (1)	FR2137942B1 (fr)
GB (1)	GB1395822A (fr)
IT (1)	IT958889B (fr)
NL (1)	NL7206691A (fr)

Families Citing this family (30)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS51106501A (ja) *	1975-03-15	1976-09-21	Tokyo Ohka Kogyo Co Ltd	Furekisobanyokankoseijushisoseibutsu
JPS52503A (en) *	1975-10-17	1977-01-05	Tokyo Ouka Kougiyou Kk	Photoosensitive resin composition for flexo graphic printing
US4045231A (en) *	1975-03-15	1977-08-30	Tokyo Ohka Kogyo Kabushiki Kaisha	Photosensitive resin composition for flexographic printing plates
JPS53127004A (en) *	1977-04-11	1978-11-06	Asahi Chemical Ind	Photosensitive elastomer composition
US4234676A (en)	1978-01-23	1980-11-18	W. R. Grace & Co.	Polythiol effect curable polymeric composition
US4179531A (en)	1977-08-23	1979-12-18	W. R. Grace & Co.	Polythiol effect, curable monoalkenyl aromatic-diene and ene composition
US4177074A (en) *	1978-01-25	1979-12-04	E. I. Du Pont De Nemours And Company	Butadiene/acrylonitrile photosensitive, elastomeric polymer compositions for flexographic printing plates
US4292150A (en) *	1979-06-26	1981-09-29	Uniroyal, Inc.	Iodine treated elastomeric article
JPS5922219B2 (ja) *	1980-07-07	1984-05-25	東京応化工業株式会社	フレキソ印刷版用感光性樹脂組成物
US4547453A (en) *	1981-02-02	1985-10-15	Uniroyal, Inc.	Compressible photopolymer printing plate
US4684600A (en) *	1981-02-02	1987-08-04	Uniroyal Plastics Co., Inc.	Compressible photopolymer printing plate
CA1203107A (fr) *	1982-08-31	1986-04-15	Uniroyal, Inc.	Composition a base de polymere elastomere photosensible pour cliches de flexographie a traiter dans une solution basique semi-aqueuse ou un solvant
DE3415044C2 (de) *	1984-04-21	1986-12-04	Du Pont de Nemours (Deutschland) GmbH, 4000 Düsseldorf	Verfahren zum Ozonschutz von Fotopolymer-Flexodruckformen durch alkohollösliche Polyamide
GB2163435B (en) *	1984-07-11	1987-07-22	Asahi Chemical Ind	Image-forming materials sensitive to high-energy beam
US4702994A (en) *	1984-10-01	1987-10-27	W. R. Grace & Co.	Projection imaged relief printing plates
DE3630474A1 (de) *	1986-09-06	1988-03-10	Basf Ag	Verfahren zur herstellung von aufzeichnungsschichten und deren verwendung zur herstellung von flexodruckformen
US4839261A (en) *	1986-09-29	1989-06-13	Asahi Kasei Kogyo Kabushiki Kaisha	Photocurable laminate
DE3810096A1 (de) *	1988-03-29	1989-10-05	Kendall & Co	Verfahren zum verbinden zweier substrate und dafuer geeignete zusammensetzung
DE3841853A1 (de) *	1988-12-13	1990-06-21	Hoechst Ag	Photopolymerisierbares elastomeres gemisch und dieses enthaltendes aufzeichnungsmaterial fuer die herstellung von ozonresistenten flexodruckformen
DE3841854A1 (de) *	1988-12-13	1990-06-21	Hoechst Ag	Verfahren zur herstellung einer ozonresistenten flexodruckform
CA2041023C (fr) *	1990-04-26	2002-03-12	William K. Goss	Elements photodurcissable et planches d'impression flexographiques fabriquees avec ces elements
US5679485A (en) *	1993-03-31	1997-10-21	Nippon Zeon Co., Ltd.	Photosensitive composition, photosensitive rubber plate and process for producing same, and flexographic plate and process for producing same
JPH1031303A (ja) *	1994-09-29	1998-02-03	Nippon Zeon Co Ltd	感光性組成物及び感光性ゴム版
EP2264101B1 (fr)	2008-03-31	2014-05-28	Zeon Corporation	Composition de copolymère séquencé, son procédé de fabrication et film de celle-ci
US8598271B2 (en)	2008-12-26	2013-12-03	Zeon Corporation	Block copolymer composition, film, and method for producing block copolymer composition
WO2010074267A1 (fr)	2008-12-26	2010-07-01	日本ゼオン株式会社	Composition de copolymère à blocs et composition adhésive thermofusible
CN102334068B (zh)	2009-02-27	2013-08-28	日本瑞翁株式会社	柔性版用嵌段共聚物组合物
JP5772592B2 (ja)	2009-03-31	2015-09-02	日本ゼオン株式会社	ラベル用粘接着剤組成物
EP2415836B1 (fr)	2009-03-31	2014-08-20	Zeon Corporation	Composition pour film étirable
CN102803356B (zh)	2009-06-30	2015-11-25	日本瑞翁株式会社	伸缩性膜用组合物

1972
- 1972-02-22 CA CA135,271A patent/CA1101586A/fr not_active Expired
- 1972-05-10 GB GB2182372A patent/GB1395822A/en not_active Expired
- 1972-05-15 AU AU42288/72A patent/AU4228872A/en not_active Expired
- 1972-05-16 IT IT6853772A patent/IT958889B/it active
- 1972-05-16 FR FR7217434A patent/FR2137942B1/fr not_active Expired
- 1972-05-16 DE DE19722223808 patent/DE2223808A1/de active Pending
- 1972-05-17 NL NL7206691A patent/NL7206691A/xx unknown

Also Published As

Publication number	Publication date
FR2137942B1 (fr)	1976-06-11
AU4228872A (en)	1973-11-22
NL7206691A (fr)	1972-11-21
IT958889B (it)	1973-10-30
FR2137942A1 (fr)	1972-12-29
GB1395822A (en)	1975-05-29
DE2223808A1 (de)	1972-12-07

Publication	Publication Date	Title
CA1101586A (fr)	1981-05-19	Composes photosensibles
US4272608A (en)	1981-06-09	Photosensitive compositions containing thermoplastic ionomeric elastomers useful in flexographic printing plates
CA1099435A (fr)	1981-04-14	Traduction non-disponible
US4431723A (en)	1984-02-14	Aqueous processible, alcohol resistant flexographic printing plates
CA2130159C (fr)	1999-08-31	Planche d'impression flexographique developpable a l'eau
US4323636A (en)	1982-04-06	Photosensitive block copolymer composition and elements
US3024180A (en)	1962-03-06	Photopolymerizable elements
US4423135A (en)	1983-12-27	Preparation of photosensitive block copolymer elements
US4177074A (en)	1979-12-04	Butadiene/acrylonitrile photosensitive, elastomeric polymer compositions for flexographic printing plates
EP0084851B1 (fr)	1986-12-03	Procédé pour produire une plaque d'impression photopolymérique portant une couche de couverture
US5135837A (en)	1992-08-04	Photosensitive elastomeric element having improved solvent resistance
EP0489553A1 (fr)	1992-06-10	Matériau polymérique photosensible pour l'impression et plaques d'impression développables en milieu aqueux
US4400460A (en)	1983-08-23	Process for surface treatment of flexographic printing plates containing butadiene/acrylonitrile copolymers
CA1218898A (fr)	1987-03-10	Cliche pre-configure pour la flexographie
JPS608252B2 (ja)	1985-03-01	フレキソ印刷版用シンジオタクチツクポリブタジエン組成物
EP0137331B1 (fr)	1987-08-26	Procédé pour la fabrication de plaques d'impression résistantes à l'ozone
CA1070545A (fr)	1980-01-29	Stratifies a couche contenant des copolymeres sequences stryrene-diene pour les plaques d'imprimerie flexographiques
CA1272411A (fr)	1990-08-07	Composition elastomere photosensible pour cliches de flexographie plus doux
US3380825A (en)	1968-04-30	Process for producing images
CA1203107A (fr)	1986-04-15	Composition a base de polymere elastomere photosensible pour cliches de flexographie a traiter dans une solution basique semi-aqueuse ou un solvant
US5496684A (en)	1996-03-05	Photosensitive compositions and elements for flexographic printing
EP0096835B1 (fr)	1987-11-11	Procédé pour le traitement de plaques d'impression flexographiques contenant des copolymères de butadiène-acrylonitrile avec des halogènes
US4446220A (en)	1984-05-01	Method of making a photosensitive elastomeric composition
EP3816729A1 (fr)	2021-05-05	Imagerie et impression flexographiques sans solvant avec éléments d'impression photosensibles
EP0064564B1 (fr)	1985-08-28	Procédé pour le traitement des surfaces de plaques d'impression flexographiques contenant des copolymères de butadiène/acrylonitrile

Legal Events

Date	Code	Title	Description
1998-05-19	MKEX	Expiry