CH594704A5 - Stable polymer image prepn. - Google Patents

Stable polymer image prepn.

Info

Publication number: CH594704A5
Authority: CH; Switzerland
Prior art keywords: sep; solution; group; water; casting
Prior art date: 1974-06-11

Application number

CH795674A

Other languages

German (de)

English (en)

Inventor

Niklaus Dr Baumann

Original Assignee

Ciba Geigy Ag

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.)

1974-06-11

Filing date

1974-06-11

Publication date

1978-01-31

1974-06-11 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1974-06-11 Priority to CH795674A priority Critical patent/CH594704A5/de

1975-06-06 Priority to FR7517754A priority patent/FR2274951A1/fr

1975-06-09 Priority to DE19752525674 priority patent/DE2525674A1/de

1975-06-09 Priority to CA228,849A priority patent/CA1077760A/fr

1975-06-09 Priority to IT4997175A priority patent/IT1035975B/it

1975-06-10 Priority to BE157171A priority patent/BE830049A/fr

1975-06-11 Priority to JP7138575A priority patent/JPS5130286A/ja

1975-06-11 Priority to GB2503675A priority patent/GB1516894A/en

1976-11-18 Priority to US05/743,011 priority patent/US4043819A/en

1978-01-31 Publication of CH594704A5 publication Critical patent/CH594704A5/de

Links

229920000642 polymer Polymers 0.000 title claims abstract description 9
239000000243 solution Substances 0.000 claims description 87
238000005266 casting Methods 0.000 claims description 39
239000000203 mixture Substances 0.000 claims description 30
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 30
238000000034 method Methods 0.000 claims description 29
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 23
239000000178 monomer Substances 0.000 claims description 20
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 18
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
XSCHRSMBECNVNS-UHFFFAOYSA-N quinoxaline Chemical compound N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 claims description 18
-1 diazine compound Chemical class 0.000 claims description 17
229920000159 gelatin Polymers 0.000 claims description 17
235000019322 gelatine Nutrition 0.000 claims description 17
239000000080 wetting agent Substances 0.000 claims description 17
108010010803 Gelatin Proteins 0.000 claims description 16
150000001875 compounds Chemical class 0.000 claims description 16
239000008273 gelatin Substances 0.000 claims description 16
235000011852 gelatine desserts Nutrition 0.000 claims description 16
229910052757 nitrogen Inorganic materials 0.000 claims description 15
239000007864 aqueous solution Substances 0.000 claims description 14
239000011230 binding agent Substances 0.000 claims description 14
239000000463 material Substances 0.000 claims description 14
150000004891 diazines Chemical class 0.000 claims description 13
125000004432 carbon atom Chemical group C* 0.000 claims description 12
125000004433 nitrogen atom Chemical group N* 0.000 claims description 12
ONQPQIFFWHMGGE-UHFFFAOYSA-L barium(2+);prop-2-enoate Chemical compound [Ba+2].[O-]C(=O)C=C.[O-]C(=O)C=C ONQPQIFFWHMGGE-UHFFFAOYSA-L 0.000 claims description 11
125000003545 alkoxy group Chemical group 0.000 claims description 10
150000003839 salts Chemical class 0.000 claims description 9
125000000623 heterocyclic group Chemical group 0.000 claims description 8
125000001424 substituent group Chemical group 0.000 claims description 8
125000004429 atom Chemical group 0.000 claims description 7
125000005843 halogen group Chemical group 0.000 claims description 7
ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 claims description 7
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
125000000542 sulfonic acid group Chemical group 0.000 claims description 7
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
150000001450 anions Chemical group 0.000 claims description 6
238000001035 drying Methods 0.000 claims description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 6
239000001257 hydrogen Substances 0.000 claims description 6
229920002401 polyacrylamide Polymers 0.000 claims description 6
229920000742 Cotton Polymers 0.000 claims description 5
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 5
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 5
229910052753 mercury Inorganic materials 0.000 claims description 5
OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 claims description 5
238000002360 preparation method Methods 0.000 claims description 5
230000005855 radiation Effects 0.000 claims description 5
SEEPANYCNGTZFQ-UHFFFAOYSA-N sulfadiazine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 SEEPANYCNGTZFQ-UHFFFAOYSA-N 0.000 claims description 5
241001103870 Adia Species 0.000 claims description 4
125000004104 aryloxy group Chemical group 0.000 claims description 4
125000005392 carboxamide group Chemical group NC(=O)* 0.000 claims description 4
125000004122 cyclic group Chemical group 0.000 claims description 4
YYXLGGIKSIZHSF-UHFFFAOYSA-N ethene;furan-2,5-dione Chemical compound C=C.O=C1OC(=O)C=C1 YYXLGGIKSIZHSF-UHFFFAOYSA-N 0.000 claims description 4
229910052751 metal Inorganic materials 0.000 claims description 4
239000002184 metal Substances 0.000 claims description 4
229920000728 polyester Polymers 0.000 claims description 4
229920002451 polyvinyl alcohol Polymers 0.000 claims description 4
239000011347 resin Substances 0.000 claims description 4
229920005989 resin Polymers 0.000 claims description 4
239000007790 solid phase Substances 0.000 claims description 4
238000002604 ultrasonography Methods 0.000 claims description 4
QWNCDHYYJATYOG-UHFFFAOYSA-N 2-phenylquinoxaline Chemical compound C1=CC=CC=C1C1=CN=C(C=CC=C2)C2=N1 QWNCDHYYJATYOG-UHFFFAOYSA-N 0.000 claims description 3
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
239000004372 Polyvinyl alcohol Substances 0.000 claims description 3
FSEXLNMNADBYJU-UHFFFAOYSA-N alpha-Phenylquinoline Natural products C1=CC=CC=C1C1=CC=C(C=CC=C2)C2=N1 FSEXLNMNADBYJU-UHFFFAOYSA-N 0.000 claims description 3
125000003277 amino group Chemical group 0.000 claims description 3
229910052791 calcium Inorganic materials 0.000 claims description 3
239000011575 calcium Substances 0.000 claims description 3
125000002843 carboxylic acid group Chemical group 0.000 claims description 3
125000004093 cyano group Chemical group *C#N 0.000 claims description 3
150000002739 metals Chemical class 0.000 claims description 3
125000000547 substituted alkyl group Chemical group 0.000 claims description 3
ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 claims description 3
UJIOCLRDIBEIJG-UHFFFAOYSA-N 2,3-dimethylquinoxaline-5,8-diol Chemical compound CC1=NC2=C(C=CC(=C2N=C1C)O)O UJIOCLRDIBEIJG-UHFFFAOYSA-N 0.000 claims description 2
PWVUXRBUUYZMKM-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOCCO PWVUXRBUUYZMKM-UHFFFAOYSA-N 0.000 claims description 2
ANTFTCPLPZMOFX-UHFFFAOYSA-N 5,8-dimethoxy-2,3-dimethylquinoxaline Chemical compound CC1=C(C)N=C2C(OC)=CC=C(OC)C2=N1 ANTFTCPLPZMOFX-UHFFFAOYSA-N 0.000 claims description 2
235000009161 Espostoa lanata Nutrition 0.000 claims description 2
240000001624 Espostoa lanata Species 0.000 claims description 2
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 2
QZXSMBBFBXPQHI-UHFFFAOYSA-N N-(dodecanoyl)ethanolamine Chemical compound CCCCCCCCCCCC(=O)NCCO QZXSMBBFBXPQHI-UHFFFAOYSA-N 0.000 claims description 2
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 2
IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims description 2
235000021355 Stearic acid Nutrition 0.000 claims description 2
150000001336 alkenes Chemical class 0.000 claims description 2
125000005210 alkyl ammonium group Chemical group 0.000 claims description 2
150000001408 amides Chemical class 0.000 claims description 2
238000004040 coloring Methods 0.000 claims description 2
229920001577 copolymer Polymers 0.000 claims description 2
229940031768 diglycol stearate Drugs 0.000 claims description 2
150000002148 esters Chemical class 0.000 claims description 2
239000004744 fabric Substances 0.000 claims description 2
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 2
229920000609 methyl cellulose Polymers 0.000 claims description 2
239000001923 methylcellulose Substances 0.000 claims description 2
235000010981 methylcellulose Nutrition 0.000 claims description 2
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 2
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 2
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 2
239000001054 red pigment Substances 0.000 claims description 2
238000007127 saponification reaction Methods 0.000 claims description 2
239000008117 stearic acid Substances 0.000 claims description 2
239000011203 carbon fibre reinforced carbon Substances 0.000 claims 2
LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 claims 1
229920002134 Carboxymethyl cellulose Polymers 0.000 claims 1
125000003435 aroyl group Chemical group 0.000 claims 1
239000001768 carboxy methyl cellulose Substances 0.000 claims 1
235000010948 carboxy methyl cellulose Nutrition 0.000 claims 1
239000008112 carboxymethyl-cellulose Substances 0.000 claims 1
AYGYHGXUJBFUJU-UHFFFAOYSA-N n-[2-(prop-2-enoylamino)ethyl]prop-2-enamide Chemical class C=CC(=O)NCCNC(=O)C=C AYGYHGXUJBFUJU-UHFFFAOYSA-N 0.000 claims 1
125000005415 substituted alkoxy group Chemical group 0.000 claims 1
239000011159 matrix material Substances 0.000 abstract 1
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
AOJDZKCUAATBGE-UHFFFAOYSA-N bromomethane Chemical compound Br[CH2] AOJDZKCUAATBGE-UHFFFAOYSA-N 0.000 description 24
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 16
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 13
JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 12
125000000217 alkyl group Chemical group 0.000 description 10
239000000460 chlorine Substances 0.000 description 9
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 9
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 7
239000002253 acid Substances 0.000 description 7
238000006243 chemical reaction Methods 0.000 description 7
UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 7
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
238000010521 absorption reaction Methods 0.000 description 6
150000007513 acids Chemical class 0.000 description 5
238000007792 addition Methods 0.000 description 5
238000001816 cooling Methods 0.000 description 5
238000002844 melting Methods 0.000 description 5
230000008018 melting Effects 0.000 description 5
239000002244 precipitate Substances 0.000 description 5
239000000047 product Substances 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
FKSRSWQTEJTBMI-UHFFFAOYSA-N 3,4-diaminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1N FKSRSWQTEJTBMI-UHFFFAOYSA-N 0.000 description 4
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 4
238000005481 NMR spectroscopy Methods 0.000 description 4
125000004442 acylamino group Chemical group 0.000 description 4
150000001768 cations Chemical class 0.000 description 4
210000003298 dental enamel Anatomy 0.000 description 4
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 4
238000006116 polymerization reaction Methods 0.000 description 4
150000003252 quinoxalines Chemical class 0.000 description 4
230000035945 sensitivity Effects 0.000 description 4
159000000000 sodium salts Chemical class 0.000 description 4
238000003756 stirring Methods 0.000 description 4
239000000126 substance Substances 0.000 description 4
239000000758 substrate Substances 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
WBLIXGSTEMXDSM-UHFFFAOYSA-N chloromethane Chemical compound Cl[CH2] WBLIXGSTEMXDSM-UHFFFAOYSA-N 0.000 description 3
239000013078 crystal Substances 0.000 description 3
238000000354 decomposition reaction Methods 0.000 description 3
125000005331 diazinyl group Chemical group N1=NC(=CC=C1)* 0.000 description 3
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 3
GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
238000010992 reflux Methods 0.000 description 3
239000002904 solvent Substances 0.000 description 3
QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 2
KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
WZCPFTTUVDBPOG-UHFFFAOYSA-N 2,2-dibromo-1-(4-methoxyphenyl)ethanone Chemical compound COC1=CC=C(C(=O)C(Br)Br)C=C1 WZCPFTTUVDBPOG-UHFFFAOYSA-N 0.000 description 2
XKTYXVDYIKIYJP-UHFFFAOYSA-N 3h-dioxole Chemical compound C1OOC=C1 XKTYXVDYIKIYJP-UHFFFAOYSA-N 0.000 description 2
NTPLXRHDUXRPNE-UHFFFAOYSA-N 4-methoxyacetophenone Chemical compound COC1=CC=C(C(C)=O)C=C1 NTPLXRHDUXRPNE-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
229920002284 Cellulose triacetate Polymers 0.000 description 2
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
229910052770 Uranium Inorganic materials 0.000 description 2
NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
125000004423 acyloxy group Chemical group 0.000 description 2
239000002168 alkylating agent Substances 0.000 description 2
229940100198 alkylating agent Drugs 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
125000003118 aryl group Chemical group 0.000 description 2
150000005840 aryl radicals Chemical class 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
230000001588 bifunctional effect Effects 0.000 description 2
238000004061 bleaching Methods 0.000 description 2
238000009835 boiling Methods 0.000 description 2
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
239000003638 chemical reducing agent Substances 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
125000001309 chloro group Chemical group Cl* 0.000 description 2
XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 2
229910052802 copper Inorganic materials 0.000 description 2
239000010949 copper Substances 0.000 description 2
238000010168 coupling process Methods 0.000 description 2
238000005859 coupling reaction Methods 0.000 description 2
VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 2
239000011888 foil Substances 0.000 description 2
150000002391 heterocyclic compounds Chemical class 0.000 description 2
239000003999 initiator Substances 0.000 description 2
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 2
230000003287 optical effect Effects 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 2
VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
150000002988 phenazines Chemical class 0.000 description 2
235000019422 polyvinyl alcohol Nutrition 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
239000011734 sodium Substances 0.000 description 2
238000001228 spectrum Methods 0.000 description 2
238000005406 washing Methods 0.000 description 2
LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
NBIBDIKAOBCFJN-UHFFFAOYSA-N 2,2-dihydroxy-1-phenylethanone Chemical compound OC(O)C(=O)C1=CC=CC=C1 NBIBDIKAOBCFJN-UHFFFAOYSA-N 0.000 description 1
LNZBSIXPXJKKDF-UHFFFAOYSA-N 2-(4-methoxyphenyl)-2-oxoacetaldehyde Chemical compound COC1=CC=C(C(=O)C=O)C=C1 LNZBSIXPXJKKDF-UHFFFAOYSA-N 0.000 description 1
LBLYYCQCTBFVLH-UHFFFAOYSA-M 2-methylbenzenesulfonate Chemical compound CC1=CC=CC=C1S([O-])(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 1
LJVOMMDTIBNCQY-UHFFFAOYSA-N 3-amino-4-nitrobenzenesulfonic acid Chemical compound NC1=CC(S(O)(=O)=O)=CC=C1[N+]([O-])=O LJVOMMDTIBNCQY-UHFFFAOYSA-N 0.000 description 1
CNUPTQYGTQGZAO-UHFFFAOYSA-N 3-phenylquinoxaline-6-sulfonic acid Chemical compound N=1C2=CC(S(=O)(=O)O)=CC=C2N=CC=1C1=CC=CC=C1 CNUPTQYGTQGZAO-UHFFFAOYSA-N 0.000 description 1
RJWBTWIBUIGANW-UHFFFAOYSA-N 4-chlorobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(Cl)C=C1 RJWBTWIBUIGANW-UHFFFAOYSA-N 0.000 description 1
SCEVBRBKKQZTKM-UHFFFAOYSA-N 5-[[6-chloro-5-(1-methylindol-5-yl)-1H-benzimidazol-2-yl]oxy]-N-hydroxy-2-methylbenzamide Chemical compound ClC=1C(=CC2=C(NC(=N2)OC=2C=CC(=C(C(=O)NO)C=2)C)C=1)C=1C=C2C=CN(C2=CC=1)C SCEVBRBKKQZTKM-UHFFFAOYSA-N 0.000 description 1
PHJHTLHVWPSISX-UHFFFAOYSA-M 6,7-dimethoxy-1,2,3-trimethylquinoxalin-1-ium;iodide Chemical compound [I-].CC1=C(C)[N+](C)=C2C=C(OC)C(OC)=CC2=N1 PHJHTLHVWPSISX-UHFFFAOYSA-M 0.000 description 1
IZUXTDPRBHCJMZ-UHFFFAOYSA-N 6,7-dimethoxy-2,3-dimethylquinoxaline Chemical compound CC1=C(C)N=C2C=C(OC)C(OC)=CC2=N1 IZUXTDPRBHCJMZ-UHFFFAOYSA-N 0.000 description 1
QWGMPWRVGQLNHK-UHFFFAOYSA-N 6-methoxy-2,3-dimethylquinoxaline Chemical compound N1=C(C)C(C)=NC2=CC(OC)=CC=C21 QWGMPWRVGQLNHK-UHFFFAOYSA-N 0.000 description 1
LQQBRQALRXANMX-UHFFFAOYSA-N 7-methoxy-1,2,3-trimethylquinoxalin-1-ium Chemical compound N1=C(C)C(C)=[N+](C)C2=CC(OC)=CC=C21 LQQBRQALRXANMX-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
229910017048 AsF6 Inorganic materials 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
101150041968 CDC13 gene Proteins 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
241001248537 Eurema daira Species 0.000 description 1
239000001828 Gelatine Substances 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical class [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
238000000862 absorption spectrum Methods 0.000 description 1
GYYAGWTZSBISGJ-UHFFFAOYSA-O acetamido-(amino-ethoxy-nitromethyl)-(methoxymethyl)-methylazanium Chemical compound COC[N+](C(N)([N+](=O)[O-])OCC)(C)NC(C)=O GYYAGWTZSBISGJ-UHFFFAOYSA-O 0.000 description 1
150000001242 acetic acid derivatives Chemical class 0.000 description 1
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
150000001252 acrylic acid derivatives Chemical class 0.000 description 1
150000001253 acrylic acids Chemical class 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
239000003513 alkali Substances 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
125000004414 alkyl thio group Chemical group 0.000 description 1
125000005233 alkylalcohol group Chemical group 0.000 description 1
230000002152 alkylating effect Effects 0.000 description 1
230000029936 alkylation Effects 0.000 description 1
238000005804 alkylation reaction Methods 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
XZMARPAYTXGQDT-UHFFFAOYSA-N amino-(ethoxy-methoxy-nitromethyl)-dimethylazanium Chemical compound COC([N+](C)(C)N)([N+](=O)[O-])OCC XZMARPAYTXGQDT-UHFFFAOYSA-N 0.000 description 1
RBFQJDQYXXHULB-UHFFFAOYSA-N arsane Chemical class [AsH3] RBFQJDQYXXHULB-UHFFFAOYSA-N 0.000 description 1
125000004391 aryl sulfonyl group Chemical group 0.000 description 1
229910052788 barium Inorganic materials 0.000 description 1
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
229940118888 barium cation Drugs 0.000 description 1
239000002585 base Substances 0.000 description 1
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical group OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
SEXRCKWGFSXUOO-UHFFFAOYSA-N benzo[a]phenazine Chemical class C1=CC=C2N=C3C4=CC=CC=C4C=CC3=NC2=C1 SEXRCKWGFSXUOO-UHFFFAOYSA-N 0.000 description 1
125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
125000006367 bivalent amino carbonyl group Chemical group [H]N([*:1])C([*:2])=O 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
229960005069 calcium Drugs 0.000 description 1
TXTCTCUXLQYGLA-UHFFFAOYSA-L calcium;prop-2-enoate Chemical compound [Ca+2].[O-]C(=O)C=C.[O-]C(=O)C=C TXTCTCUXLQYGLA-UHFFFAOYSA-L 0.000 description 1
229920002301 cellulose acetate Polymers 0.000 description 1
239000000084 colloidal system Substances 0.000 description 1
239000003431 cross linking reagent Substances 0.000 description 1
230000008021 deposition Effects 0.000 description 1
125000004663 dialkyl amino group Chemical group 0.000 description 1
150000008050 dialkyl sulfates Chemical class 0.000 description 1
DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
229940008406 diethyl sulfate Drugs 0.000 description 1
125000000532 dioxanyl group Chemical group 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
125000004494 ethyl ester group Chemical group 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000002657 fibrous material Substances 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 description 1
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
239000005457 ice water Substances 0.000 description 1
230000001771 impaired effect Effects 0.000 description 1
238000002329 infrared spectrum Methods 0.000 description 1
150000004694 iodide salts Chemical class 0.000 description 1
HVTICUPFWKNHNG-UHFFFAOYSA-N iodoethane Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
QTWZICCBKBYHDM-UHFFFAOYSA-N leucomethylene blue Chemical compound C1=C(N(C)C)C=C2SC3=CC(N(C)C)=CC=C3NC2=C1 QTWZICCBKBYHDM-UHFFFAOYSA-N 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
238000002156 mixing Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
WNUPGDZWJCHVAF-UHFFFAOYSA-N n-(hydroxymethyl)-n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)N(CO)C(=O)C=C WNUPGDZWJCHVAF-UHFFFAOYSA-N 0.000 description 1
WPKPYVAUCAPDPR-UHFFFAOYSA-N nitramido cyanoformate Chemical group [O-][N+](=O)NOC(=O)C#N WPKPYVAUCAPDPR-UHFFFAOYSA-N 0.000 description 1
239000011368 organic material Substances 0.000 description 1
239000012071 phase Substances 0.000 description 1
LEVJVKGPFAQPOI-UHFFFAOYSA-N phenylmethanone Chemical compound O=[C]C1=CC=CC=C1 LEVJVKGPFAQPOI-UHFFFAOYSA-N 0.000 description 1
150000003003 phosphines Chemical class 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 1
229920000191 poly(N-vinyl pyrrolidone) Polymers 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
239000004848 polyfunctional curative Substances 0.000 description 1
159000000001 potassium salts Chemical class 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
150000003216 pyrazines Chemical class 0.000 description 1
125000003373 pyrazinyl group Chemical group 0.000 description 1
PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
238000006884 silylation reaction Methods 0.000 description 1
238000010583 slow cooling Methods 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
BAZAXWOYCMUHIX-UHFFFAOYSA-M sodium perchlorate Chemical compound [Na+].[O-]Cl(=O)(=O)=O BAZAXWOYCMUHIX-UHFFFAOYSA-M 0.000 description 1
229910001488 sodium perchlorate Inorganic materials 0.000 description 1
238000005507 spraying Methods 0.000 description 1
235000011150 stannous chloride Nutrition 0.000 description 1
229940006465 strontium cation Drugs 0.000 description 1
QDEYBKUQZKVQLI-UHFFFAOYSA-N strontium(1+) Chemical compound [Sr+] QDEYBKUQZKVQLI-UHFFFAOYSA-N 0.000 description 1
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 1
125000004665 trialkylsilyl group Chemical group 0.000 description 1
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical group CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 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
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
- G03F7/031—Organic compounds not covered by group G03F7/029
- 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

Landscapes

Physics & Mathematics (AREA)
Spectroscopy & Molecular Physics (AREA)
General Physics & Mathematics (AREA)
Polymerisation Methods In General (AREA)

CH795674A 1974-06-11 1974-06-11 Stable polymer image prepn. CH594704A5 (en)

Priority Applications (9)

Application Number	Priority Date	Filing Date	Title
CH795674A CH594704A5 (en)	1974-06-11	1974-06-11	Stable polymer image prepn.
FR7517754A FR2274951A1 (fr)	1974-06-11	1975-06-06	Procede de preparation d'images polymeres stables par photopolymerisation dans une matrice
DE19752525674 DE2525674A1 (de)	1974-06-11	1975-06-09	Verfahren zur herstellung von stabilen polymer-bildern durch photopolymerisation in einer matrix
CA228,849A CA1077760A (fr)	1974-06-11	1975-06-09	Produit photopolymerisable servant a la preparation d'images formees par des polymeres stables; procede pour constituer les images par photopolymerisation sur substrat
IT4997175A IT1035975B (it)	1974-06-11	1975-06-09	Materiale fotopolimerizzabile e procedimento per la sua produzione ed applicazione
BE157171A BE830049A (fr)	1974-06-11	1975-06-10	Procede de preparation d'images polymeres stables par photopolymerisation dans une matrice
JP7138575A JPS5130286A (ja)	1974-06-11	1975-06-11	Kojugokanonazairyo
GB2503675A GB1516894A (en)	1974-06-11	1975-06-11	Photopolymerisable material for the preparation of stable polymeric images and process for making them by photopolymerisation in a matrix
US05/743,011 US4043819A (en)	1974-06-11	1976-11-18	Photo-polymerizable material for the preparation of stable polymeric images and process for making them by photopolymerization in a matrix

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH795674A CH594704A5 (en)	1974-06-11	1974-06-11	Stable polymer image prepn.

Publications (1)

Publication Number	Publication Date
CH594704A5 true CH594704A5 (en)	1978-01-31

Family

ID=4332946

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH795674A CH594704A5 (en)	1974-06-11	1974-06-11	Stable polymer image prepn.

Country Status (2)

Country	Link
BE (1)	BE830049A (fr)
CH (1)	CH594704A5 (fr)

1974
- 1974-06-11 CH CH795674A patent/CH594704A5/de not_active IP Right Cessation
1975
- 1975-06-10 BE BE157171A patent/BE830049A/fr unknown

Also Published As

Publication number	Publication date
BE830049A (fr)	1975-12-10

Legal Events

Date	Code	Title	Description
1985-02-28	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
DE2704368C2 (fr)	1988-05-11
DE2717778C3 (de)	1981-03-26	Lichtempfindliches Gemisch
DE1643988C3 (de)	1978-04-06	Verwendung eines maskierenden Cyankupplers zum Herstellen von maskierten Farbbildern in farbphotographischen SiIberhalogenidemulsionen
CH634158A5 (en)	1983-01-14	Radition-sensitive resist composition
DE1547652B2 (de)	1976-11-25	Strahlenempfindliches gemisch und verfahren zur fixierung von mit hilfe dieses gemisches erzeugten auskopierbildern
DE2360350A1 (de)	1974-06-06	Verfahren zur photopolymerisation aethylenisch ungesaettigter verbindungen
DE69633098T2 (de)	2005-08-11	Flüssigkristalline Verbindung und deren Verwendung
DE2906193A1 (de)	1980-08-28	Photochrome spiro eckige klammer auf 1.8a-dihydroindolizine eckige klammer zu, ein verfahren zu ihrer herstellung und ihrer verwendung in strahlungsempfindlichen materialien
DE1949715A1 (de)	1970-05-06	Photochromes Material
DE2723613C2 (fr)	1989-11-30
CH594704A5 (en)	1978-01-31	Stable polymer image prepn.
DE2525674A1 (de)	1976-01-02	Verfahren zur herstellung von stabilen polymer-bildern durch photopolymerisation in einer matrix
DE2245234C3 (de)	1975-03-27	Abbildungsblatt und Verfahren zur Herstellung von Bildern
DE2733005B2 (de)	1981-01-29	Lichtempfindliches Gemisch
DE879204C (de)	1953-06-11	Filterschicht fuer Farbfotografie
DE69518879T2 (de)	2001-02-08	Sensibilisator im sichtbaren Spektrum für Photopolymerisationsinitiator und/oder Photovernetzer, photoempfindliche Zusammensetzung und Aufzeichnungsmaterial für Hologram
DE4324614A1 (de)	1995-01-26	Monomere mit cyclischen Carbonatgruppen
DE2452761A1 (de)	1975-05-15	Photographisches aufzeichnungsmaterial
DE1959052A1 (de)	1970-06-04	Photopolymerisationsverfahren
DE1940690A1 (de)	1971-02-25	Verfahren zur Herstellung von bildmaessigen Aufzeichnungen
DE2000623B2 (de)	1978-10-26	Photographisches Verfahren zur Herstellung von Bildern
DE2109624A1 (de)	1971-12-16	Neue aromatische Bis-acryl-Verbindungen insbesondere für photoempfindliche Zusammensetzungen und Reliefplatten und Verfahren zu ihrer Herstellung
DE2308529A1 (de)	1973-09-06	Elektronenstrahlempfindliches aufzeichnungsmaterial
DE2451118A1 (de)	1975-04-30	Photochromatisches gemisch, dessen verwendung zur erzeugung photochromatischer bilder und verfahren zu deren erzeugung und loeschung
DE1807451A1 (de)	1969-07-03	Photopolymerisationsverfahren