JPH0336215B2 - - Google Patents
Info
- Publication number
- JPH0336215B2 JPH0336215B2 JP57212233A JP21223382A JPH0336215B2 JP H0336215 B2 JPH0336215 B2 JP H0336215B2 JP 57212233 A JP57212233 A JP 57212233A JP 21223382 A JP21223382 A JP 21223382A JP H0336215 B2 JPH0336215 B2 JP H0336215B2
- Authority
- JP
- Japan
- Prior art keywords
- polyvinyl acetate
- photosensitive
- emulsion
- methyl
- seconds
- 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.)
- Expired - Lifetime
Links
- 239000011118 polyvinyl acetate Substances 0.000 claims description 61
- 229920002689 polyvinyl acetate Polymers 0.000 claims description 60
- 239000000839 emulsion Substances 0.000 claims description 56
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 39
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 39
- -1 styryl compound Chemical class 0.000 claims description 25
- 150000001298 alcohols Chemical class 0.000 claims description 9
- 239000000084 colloidal system Substances 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 9
- 230000001681 protective effect Effects 0.000 claims description 9
- 239000003377 acid catalyst Substances 0.000 claims description 6
- 238000004132 cross linking Methods 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 52
- 238000006243 chemical reaction Methods 0.000 description 31
- 239000000243 solution Substances 0.000 description 28
- 239000004744 fabric Substances 0.000 description 27
- 239000000203 mixture Substances 0.000 description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 26
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- 239000003456 ion exchange resin Substances 0.000 description 24
- 229920003303 ion-exchange polymer Polymers 0.000 description 24
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 20
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 20
- IDCBOTIENDVCBQ-UHFFFAOYSA-N TEPP Chemical compound CCOP(=O)(OCC)OP(=O)(OCC)OCC IDCBOTIENDVCBQ-UHFFFAOYSA-N 0.000 description 19
- 238000003756 stirring Methods 0.000 description 19
- 239000007787 solid Substances 0.000 description 16
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- 238000001914 filtration Methods 0.000 description 13
- 239000000047 product Substances 0.000 description 13
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 12
- 238000006116 polymerization reaction Methods 0.000 description 11
- 238000007127 saponification reaction Methods 0.000 description 11
- 230000035945 sensitivity Effects 0.000 description 11
- 230000008961 swelling Effects 0.000 description 11
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 238000000862 absorption spectrum Methods 0.000 description 9
- 229920001429 chelating resin Polymers 0.000 description 9
- 239000012153 distilled water Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 239000013078 crystal Substances 0.000 description 8
- 239000011347 resin Substances 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
- YVXDRFYHWWPSOA-BQYQJAHWSA-N 1-methyl-4-[(e)-2-phenylethenyl]pyridin-1-ium Chemical group C1=C[N+](C)=CC=C1\C=C\C1=CC=CC=C1 YVXDRFYHWWPSOA-BQYQJAHWSA-N 0.000 description 7
- 230000001678 irradiating effect Effects 0.000 description 7
- 238000007650 screen-printing Methods 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000002244 precipitate Substances 0.000 description 5
- RGHHSNMVTDWUBI-UHFFFAOYSA-N 4-hydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1 RGHHSNMVTDWUBI-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000003472 neutralizing effect Effects 0.000 description 4
- 238000007639 printing Methods 0.000 description 4
- 239000011342 resin composition Substances 0.000 description 4
- 125000005504 styryl group Chemical group 0.000 description 4
- GJTITKGFCXYHQX-UHFFFAOYSA-N 4-(2,2-dimethoxyethoxy)benzaldehyde Chemical compound COC(OC)COC1=CC=C(C=O)C=C1 GJTITKGFCXYHQX-UHFFFAOYSA-N 0.000 description 3
- CJPBOQVYIQSEPF-UHFFFAOYSA-N 4-[2-(1-methylquinolin-1-ium-2-yl)ethenyl]benzaldehyde Chemical compound C1=CC2=CC=CC=C2[N+](C)=C1C=CC1=CC=C(C=O)C=C1 CJPBOQVYIQSEPF-UHFFFAOYSA-N 0.000 description 3
- QJNKRLXEVGOXGC-UHFFFAOYSA-N 4-[2-(1-methylquinolin-1-ium-4-yl)ethenyl]benzaldehyde Chemical compound C12=CC=CC=C2[N+](C)=CC=C1C=CC1=CC=C(C=O)C=C1 QJNKRLXEVGOXGC-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000010438 heat treatment Methods 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
- 238000002156 mixing Methods 0.000 description 3
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical class OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 3
- KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 0.000 description 3
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical class CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 3
- SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 description 2
- IZPNVUYQWBZYEA-UHFFFAOYSA-N 1,4-dimethylpyridin-1-ium Chemical compound CC1=CC=[N+](C)C=C1 IZPNVUYQWBZYEA-UHFFFAOYSA-N 0.000 description 2
- OOEOEKXNRYUBJZ-UHFFFAOYSA-N 4-(2-pyridin-1-ium-1-ylethenyl)benzaldehyde Chemical compound C1=CC(C=O)=CC=C1C=C[N+]1=CC=CC=C1 OOEOEKXNRYUBJZ-UHFFFAOYSA-N 0.000 description 2
- SPAGXWZCVRGWDO-UHFFFAOYSA-N 4-(2-quinolin-2-ylethenyl)benzaldehyde Chemical compound C1=CC(C=O)=CC=C1C=CC1=CC=C(C=CC=C2)C2=N1 SPAGXWZCVRGWDO-UHFFFAOYSA-N 0.000 description 2
- QWWYFEXQBDOUPD-UHFFFAOYSA-M 4-[2-[4-(2,2-dimethoxybutoxy)phenyl]ethenyl]-1-methylpyridin-1-ium;4-methylbenzenesulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1.C1=CC(OCC(CC)(OC)OC)=CC=C1C=CC1=CC=[N+](C)C=C1 QWWYFEXQBDOUPD-UHFFFAOYSA-M 0.000 description 2
- SHVMDZXMMNNCCZ-UHFFFAOYSA-N 4-[2-[4-(2,2-dimethoxyethoxy)phenyl]ethenyl]-1-methylpyridin-1-ium Chemical compound C1=CC(OCC(OC)OC)=CC=C1C=CC1=CC=[N+](C)C=C1 SHVMDZXMMNNCCZ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 206010034972 Photosensitivity reaction Diseases 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 2
- 150000001241 acetals Chemical class 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 238000010533 azeotropic distillation Methods 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical group C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 230000036211 photosensitivity Effects 0.000 description 2
- SMUQFGGVLNAIOZ-UHFFFAOYSA-N quinaldine Chemical compound C1=CC=CC2=NC(C)=CC=C21 SMUQFGGVLNAIOZ-UHFFFAOYSA-N 0.000 description 2
- UCFSULAKAYDAAE-UHFFFAOYSA-N quinolin-1-ium;iodide Chemical compound I.N1=CC=CC2=CC=CC=C21 UCFSULAKAYDAAE-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000003613 toluenes Chemical class 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- WUIJCMJIYQWIMF-UHFFFAOYSA-N 1,3-benzothiazole;hydroiodide Chemical compound [I-].C1=CC=C2SC=[NH+]C2=C1 WUIJCMJIYQWIMF-UHFFFAOYSA-N 0.000 description 1
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical group C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- DKEMQXFWHOQUEA-UHFFFAOYSA-M 1,4-dimethylpyridin-1-ium;4-methylbenzenesulfonate Chemical compound CC1=CC=[N+](C)C=C1.CC1=CC=C(S([O-])(=O)=O)C=C1 DKEMQXFWHOQUEA-UHFFFAOYSA-M 0.000 description 1
- OHQGKTJQWANGLW-UHFFFAOYSA-N 1,4-dimethylquinolin-1-ium Chemical compound C1=CC=C2C(C)=CC=[N+](C)C2=C1 OHQGKTJQWANGLW-UHFFFAOYSA-N 0.000 description 1
- AVBSTNJSMHTZCU-UHFFFAOYSA-M 2-[2-[4-(2,2-dimethoxyethoxy)phenyl]ethenyl]-1-methylquinolin-1-ium;iodide Chemical compound [I-].C1=CC(OCC(OC)OC)=CC=C1C=CC1=CC=C(C=CC=C2)C2=[N+]1C AVBSTNJSMHTZCU-UHFFFAOYSA-M 0.000 description 1
- BQTGZDOWLHAXPI-UHFFFAOYSA-O 2-[4-[2-(4-formylphenyl)ethenyl]pyridin-1-ium-1-yl]acetamide Chemical compound C1=C[N+](CC(=O)N)=CC=C1C=CC1=CC=C(C=O)C=C1 BQTGZDOWLHAXPI-UHFFFAOYSA-O 0.000 description 1
- LILXDMFJXYAKMK-UHFFFAOYSA-N 2-bromo-1,1-diethoxyethane Chemical compound CCOC(CBr)OCC LILXDMFJXYAKMK-UHFFFAOYSA-N 0.000 description 1
- CRZJPEIBPQWDGJ-UHFFFAOYSA-N 2-chloro-1,1-dimethoxyethane Chemical compound COC(CCl)OC CRZJPEIBPQWDGJ-UHFFFAOYSA-N 0.000 description 1
- PCUPSMXBHNADJG-UHFFFAOYSA-N 3-[2-(1-methylpyridin-1-ium-2-yl)ethenyl]benzaldehyde Chemical compound C[N+]1=CC=CC=C1C=CC1=CC=CC(C=O)=C1 PCUPSMXBHNADJG-UHFFFAOYSA-N 0.000 description 1
- QMIQRMGOOAMDRB-UHFFFAOYSA-N 4-(2,2-diethoxyethoxy)-3-methoxybenzaldehyde Chemical compound CCOC(OCC)COC1=CC=C(C=O)C=C1OC QMIQRMGOOAMDRB-UHFFFAOYSA-N 0.000 description 1
- JLAKCHGEEBPDQI-UHFFFAOYSA-N 4-(4-fluorobenzyl)piperidine Chemical compound C1=CC(F)=CC=C1CC1CCNCC1 JLAKCHGEEBPDQI-UHFFFAOYSA-N 0.000 description 1
- HIZVNNYJSVZBEI-UHFFFAOYSA-N 4-[2-(1-benzylpyridin-1-ium-2-yl)ethenyl]benzaldehyde Chemical compound C1=CC(C=O)=CC=C1C=CC1=CC=CC=[N+]1CC1=CC=CC=C1 HIZVNNYJSVZBEI-UHFFFAOYSA-N 0.000 description 1
- PIZINBUKAIYHQX-UHFFFAOYSA-N 4-[2-(1-benzylpyridin-1-ium-4-yl)ethenyl]benzaldehyde Chemical compound C1=CC(C=O)=CC=C1C=CC(C=C1)=CC=[N+]1CC1=CC=CC=C1 PIZINBUKAIYHQX-UHFFFAOYSA-N 0.000 description 1
- CLPPEIXQNWNBBH-UHFFFAOYSA-N 4-[2-(1-ethylpyridin-1-ium-2-yl)ethenyl]benzaldehyde Chemical compound CC[N+]1=CC=CC=C1C=CC1=CC=C(C=O)C=C1 CLPPEIXQNWNBBH-UHFFFAOYSA-N 0.000 description 1
- OJAQJUMWXAAWFQ-UHFFFAOYSA-N 4-[2-(1-ethylpyridin-1-ium-4-yl)ethenyl]benzaldehyde Chemical compound C1=C[N+](CC)=CC=C1C=CC1=CC=C(C=O)C=C1 OJAQJUMWXAAWFQ-UHFFFAOYSA-N 0.000 description 1
- UYLFDGWVBBDGSS-UHFFFAOYSA-N 4-[2-(1-ethylquinolin-1-ium-2-yl)ethenyl]benzaldehyde Chemical compound C1=CC2=CC=CC=C2[N+](CC)=C1C=CC1=CC=C(C=O)C=C1 UYLFDGWVBBDGSS-UHFFFAOYSA-N 0.000 description 1
- KCWZBAGKKWMNAI-UHFFFAOYSA-N 4-[2-(1-ethylquinolin-1-ium-4-yl)ethenyl]benzaldehyde Chemical compound C12=CC=CC=C2[N+](CC)=CC=C1C=CC1=CC=C(C=O)C=C1 KCWZBAGKKWMNAI-UHFFFAOYSA-N 0.000 description 1
- MTOZJUDAPRQZML-UHFFFAOYSA-N 4-[2-(1-methylpyridin-1-ium-2-yl)ethenyl]benzaldehyde Chemical compound C[N+]1=CC=CC=C1C=CC1=CC=C(C=O)C=C1 MTOZJUDAPRQZML-UHFFFAOYSA-N 0.000 description 1
- RYLOLRAYISQACV-UHFFFAOYSA-N 4-[2-(1-methylpyridin-1-ium-4-yl)ethenyl]benzaldehyde Chemical compound C1=C[N+](C)=CC=C1C=CC1=CC=C(C=O)C=C1 RYLOLRAYISQACV-UHFFFAOYSA-N 0.000 description 1
- HRUNPGSMFWSHEJ-UHFFFAOYSA-N 4-[2-(3-ethyl-1-methylpyridin-1-ium-4-yl)ethenyl]benzaldehyde Chemical compound CCC1=C[N+](C)=CC=C1C=CC1=CC=C(C=O)C=C1 HRUNPGSMFWSHEJ-UHFFFAOYSA-N 0.000 description 1
- MPPXKIPCXOSEMW-UHFFFAOYSA-N 4-[2-[1-(2-hydroxyethyl)pyridin-1-ium-2-yl]ethenyl]benzaldehyde Chemical compound OCC[N+]1=CC=CC=C1C=CC1=CC=C(C=O)C=C1 MPPXKIPCXOSEMW-UHFFFAOYSA-N 0.000 description 1
- DWOIJHIIADRLSE-UHFFFAOYSA-N 4-[2-[1-(2-hydroxyethyl)pyridin-1-ium-4-yl]ethenyl]benzaldehyde Chemical compound C1=C[N+](CCO)=CC=C1C=CC1=CC=C(C=O)C=C1 DWOIJHIIADRLSE-UHFFFAOYSA-N 0.000 description 1
- LTLKJYMNUSSFAH-UHFFFAOYSA-N 4-chloro-1,1-dimethoxybutane Chemical compound COC(OC)CCCCl LTLKJYMNUSSFAH-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical group C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical group N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 1
- SGNAVSTUZPHFPI-UHFFFAOYSA-M [I-].C[S+]1C(=NC2=C1C=CC=C2)C Chemical compound [I-].C[S+]1C(=NC2=C1C=CC=C2)C SGNAVSTUZPHFPI-UHFFFAOYSA-M 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- JOSWYUNQBRPBDN-UHFFFAOYSA-P ammonium dichromate Chemical class [NH4+].[NH4+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O JOSWYUNQBRPBDN-UHFFFAOYSA-P 0.000 description 1
- 239000003957 anion exchange resin Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- JOPOVCBBYLSVDA-UHFFFAOYSA-N chromium(6+) Chemical compound [Cr+6] JOPOVCBBYLSVDA-UHFFFAOYSA-N 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical group C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000005528 methosulfate group Chemical group 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 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
- G03F7/038—Macromolecular compounds which are rendered insoluble or differentially wettable
- G03F7/0388—Macromolecular compounds which are rendered insoluble or differentially wettable with ethylenic or acetylenic bands in the side chains of the photopolymer
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Photosensitive Polymer And Photoresist Processing (AREA)
- Polymerisation Methods In General (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21223382A JPS59102232A (ja) | 1982-12-03 | 1982-12-03 | スクリーン印刷版製造用感光性材料 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21223382A JPS59102232A (ja) | 1982-12-03 | 1982-12-03 | スクリーン印刷版製造用感光性材料 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59102232A JPS59102232A (ja) | 1984-06-13 |
| JPH0336215B2 true JPH0336215B2 (fr) | 1991-05-30 |
Family
ID=16619160
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21223382A Granted JPS59102232A (ja) | 1982-12-03 | 1982-12-03 | スクリーン印刷版製造用感光性材料 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59102232A (fr) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11214895B2 (en) | 2015-11-06 | 2022-01-04 | Inv Performance Materials, Llc | Low permeability and high strength fabric and methods of making the same |
| US11634841B2 (en) | 2017-05-02 | 2023-04-25 | Inv Performance Materials, Llc | Low permeability and high strength woven fabric and methods of making the same |
| US11708045B2 (en) | 2017-09-29 | 2023-07-25 | Inv Performance Materials, Llc | Airbags and methods for production of airbags |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0640220B2 (ja) * | 1984-07-04 | 1994-05-25 | 工業技術院長 | 感光性材料の製造法 |
| JPH0642077B2 (ja) * | 1984-07-04 | 1994-06-01 | 工業技術院長 | スクリ−ン製版用感光性材料 |
| JPH0666030B2 (ja) * | 1984-07-04 | 1994-08-24 | 工業技術院長 | スクリ−ン製版用感光性樹脂組成物 |
| US5246815A (en) * | 1984-07-04 | 1993-09-21 | Gen. Director Of The Agency Of Industrial Science & Technology | Photosensitive material for screen processing |
| JPS6187150A (ja) * | 1984-09-11 | 1986-05-02 | Agency Of Ind Science & Technol | 感光性樹脂組成物 |
| JPS61184534A (ja) * | 1985-02-13 | 1986-08-18 | Agency Of Ind Science & Technol | 感光性樹脂水溶液の製造方法 |
| JP2587458Y2 (ja) * | 1990-07-21 | 1998-12-16 | 貞義 坂井 | 足場つなぎ金具 |
| JP4890541B2 (ja) | 2006-05-17 | 2012-03-07 | 株式会社ムラカミ | 感光性樹脂組成物およびこれを用いてなる感光性フィルムならびにスクリーン印刷用ステンシル |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5523163A (en) * | 1978-08-09 | 1980-02-19 | Agency Of Ind Science & Technol | Polyvinyl alcohol type photosensitive resin and its preparation |
| JPS5562446A (en) * | 1978-11-06 | 1980-05-10 | Agency Of Ind Science & Technol | Photosensitive resin composition for screen printing plate |
-
1982
- 1982-12-03 JP JP21223382A patent/JPS59102232A/ja active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5523163A (en) * | 1978-08-09 | 1980-02-19 | Agency Of Ind Science & Technol | Polyvinyl alcohol type photosensitive resin and its preparation |
| JPS5562446A (en) * | 1978-11-06 | 1980-05-10 | Agency Of Ind Science & Technol | Photosensitive resin composition for screen printing plate |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11214895B2 (en) | 2015-11-06 | 2022-01-04 | Inv Performance Materials, Llc | Low permeability and high strength fabric and methods of making the same |
| US11634841B2 (en) | 2017-05-02 | 2023-04-25 | Inv Performance Materials, Llc | Low permeability and high strength woven fabric and methods of making the same |
| US11708045B2 (en) | 2017-09-29 | 2023-07-25 | Inv Performance Materials, Llc | Airbags and methods for production of airbags |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS59102232A (ja) | 1984-06-13 |
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