NO121820B - - Google Patents

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Info

Publication number: NO121820B
Authority: NO; Norway
Prior art keywords: coupling; atoms; bis; black; compounds
Prior art date: 1967-07-31

Application number

NO278968A

Other languages

English (en)

Norwegian (no)

Inventor

H Rauhut

Original Assignee

Kalle 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.)

1967-07-31

Filing date

1968-07-13

Publication date

1971-04-13

1968-07-13 Application filed by Kalle Ag filed Critical Kalle Ag

1971-04-13 Publication of NO121820B publication Critical patent/NO121820B/no

Links

239000000463 material Substances 0.000 claims description 17
230000008878 coupling Effects 0.000 claims description 11
238000010168 coupling process Methods 0.000 claims description 11
238000005859 coupling reaction Methods 0.000 claims description 11
125000002947 alkylene group Chemical group 0.000 claims description 9
DGJMPUGMZIKDRO-UHFFFAOYSA-N cyanoacetamide Chemical compound NC(=O)CC#N DGJMPUGMZIKDRO-UHFFFAOYSA-N 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 3
125000004432 carbon atom Chemical group C* 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 2
MUVFZOSESRRBCU-UHFFFAOYSA-N 2,2-dicyanoacetamide Chemical compound NC(=O)C(C#N)C#N MUVFZOSESRRBCU-UHFFFAOYSA-N 0.000 claims description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
CREXVNNSNOKDHW-UHFFFAOYSA-N azaniumylideneazanide Chemical group N[N] CREXVNNSNOKDHW-UHFFFAOYSA-N 0.000 claims description 2
150000001555 benzenes Chemical class 0.000 claims description 2
150000001989 diazonium salts Chemical class 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
229910052739 hydrogen Inorganic materials 0.000 claims description 2
239000001301 oxygen Substances 0.000 claims description 2
229910052760 oxygen Inorganic materials 0.000 claims description 2
229910052717 sulfur Inorganic materials 0.000 claims description 2
239000011593 sulfur Substances 0.000 claims description 2
125000004429 atom Chemical group 0.000 claims 1
150000001875 compounds Chemical class 0.000 description 13
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
XSPDPDFTZPTBBI-UHFFFAOYSA-N 2-cyano-N-[2-[2-[(2-cyanoacetyl)amino]ethylamino]ethyl]acetamide Chemical compound C(#N)CC(=O)NCCNCCNC(CC#N)=O XSPDPDFTZPTBBI-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
239000011248 coating agent Substances 0.000 description 3
238000000576 coating method Methods 0.000 description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
MLIHWNHXHMKWJO-UHFFFAOYSA-N 2-cyano-n-[2-[(2-cyanoacetyl)amino]ethyl]acetamide Chemical compound N#CCC(=O)NCCNC(=O)CC#N MLIHWNHXHMKWJO-UHFFFAOYSA-N 0.000 description 2
NFTNTGFZYSCPSK-UHFFFAOYSA-N 3-hydroxynaphthalene-2-carboxamide Chemical class C1=CC=C2C=C(O)C(C(=O)N)=CC2=C1 NFTNTGFZYSCPSK-UHFFFAOYSA-N 0.000 description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
150000008049 diazo compounds Chemical class 0.000 description 2
238000001035 drying Methods 0.000 description 2
239000000975 dye Substances 0.000 description 2
239000011888 foil Substances 0.000 description 2
125000005842 heteroatom Chemical group 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
ANGDWNBGPBMQHW-UHFFFAOYSA-N methyl cyanoacetate Chemical group COC(=O)CC#N ANGDWNBGPBMQHW-UHFFFAOYSA-N 0.000 description 2
239000000203 mixture Substances 0.000 description 2
230000007935 neutral effect Effects 0.000 description 2
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
-1 tetrafluoroborate Chemical compound 0.000 description 2
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
WXHLLJAMBQLULT-UHFFFAOYSA-N 2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl]amino]-n-(2-methyl-6-sulfanylphenyl)-1,3-thiazole-5-carboxamide;hydrate Chemical compound O.C=1C(N2CCN(CCO)CC2)=NC(C)=NC=1NC(S1)=NC=C1C(=O)NC1=C(C)C=CC=C1S WXHLLJAMBQLULT-UHFFFAOYSA-N 0.000 description 1
NMUXANQXXUNVAX-UHFFFAOYSA-N 2-cyano-n-[2-[(2-cyanoacetyl)amino]propyl]acetamide Chemical compound N#CCC(=O)NC(C)CNC(=O)CC#N NMUXANQXXUNVAX-UHFFFAOYSA-N 0.000 description 1
OFSXGBBCRJWAHK-UHFFFAOYSA-N 2-cyano-n-[4-[(2-cyanoacetyl)amino]butyl]acetamide Chemical compound N#CCC(=O)NCCCCNC(=O)CC#N OFSXGBBCRJWAHK-UHFFFAOYSA-N 0.000 description 1
ALKYHXVLJMQRLQ-UHFFFAOYSA-N 3-Hydroxy-2-naphthoate Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=CC2=C1 ALKYHXVLJMQRLQ-UHFFFAOYSA-N 0.000 description 1
ABYBSKYSXDSVJG-UHFFFAOYSA-N 3-[6-(2-cyanoethylamino)hexylamino]propanenitrile Chemical compound N#CCCNCCCCCCNCCC#N ABYBSKYSXDSVJG-UHFFFAOYSA-N 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
CZRVTBRNFOROAU-UHFFFAOYSA-N 4-[(4z)-4-diazo-3,6-diethoxycyclohexa-1,5-dien-1-yl]morpholine Chemical compound CCOC1=CC(=[N+]=[N-])C(OCC)C=C1N1CCOCC1 CZRVTBRNFOROAU-UHFFFAOYSA-N 0.000 description 1
OHBIIYBQPPKTJN-UHFFFAOYSA-N C(#N)CC(=O)NC(C)NC(CC#N)=O Chemical compound C(#N)CC(=O)NC(C)NC(CC#N)=O OHBIIYBQPPKTJN-UHFFFAOYSA-N 0.000 description 1
229920008347 Cellulose acetate propionate Polymers 0.000 description 1
XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
241000083879 Polyommatus icarus Species 0.000 description 1
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
229960000583 acetic acid Drugs 0.000 description 1
GCPWJFKTWGFEHH-UHFFFAOYSA-N acetoacetamide Chemical class CC(=O)CC(N)=O GCPWJFKTWGFEHH-UHFFFAOYSA-N 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
239000000987 azo dye Substances 0.000 description 1
239000001045 blue dye Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
229920002301 cellulose acetate Polymers 0.000 description 1
238000001816 cooling Methods 0.000 description 1
239000007822 coupling agent Substances 0.000 description 1
150000004985 diamines Chemical class 0.000 description 1
125000004494 ethyl ester group Chemical group 0.000 description 1
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
125000004356 hydroxy functional group Chemical group O* 0.000 description 1
239000004922 lacquer Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
229920000139 polyethylene terephthalate Polymers 0.000 description 1
239000005020 polyethylene terephthalate Substances 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000000542 sulfonic acid group Chemical group 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1

Landscapes

Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)

NO278968A 1967-07-31 1968-07-13 NO121820B (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DEK0062989		1967-07-31

Publications (1)

Publication Number	Publication Date
NO121820B true NO121820B (de)	1971-04-13

Family

ID=7230877

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO278968A NO121820B (de)	1967-07-31	1968-07-13

Country Status (5)

Country	Link
AT (1)	AT279349B (de)
DK (1)	DK118586B (de)
FI (1)	FI43383B (de)
NO (1)	NO121820B (de)
YU (1)	YU33839B (de)

1968
- 1968-07-13 NO NO278968A patent/NO121820B/no unknown
- 1968-07-29 AT AT736868A patent/AT279349B/de not_active IP Right Cessation
- 1968-07-29 FI FI214168A patent/FI43383B/fi active
- 1968-07-29 YU YU180868A patent/YU33839B/xx unknown
- 1968-07-31 DK DK369268A patent/DK118586B/da unknown

Also Published As

Publication number	Publication date
YU180868A (en)	1977-12-31
YU33839B (en)	1978-06-30
AT279349B (de)	1970-03-10
FI43383B (de)	1970-11-30
DK118586B (da)	1970-09-07

Publication	Publication Date	Title
TW445284B (en)	2001-07-11	Condensed azo compounds and their preparation
FI75151B (fi)	1988-01-29	2-hydroxinaftalenderivat anvaendbara som kopplingskomponenter i diazotypimaterialer.
US3462271A (en)	1969-08-19	Diazotype material
US2037542A (en)	1936-04-14	Light sensitive materials containing light sensitive diazo compounds
NO121820B (de)	1971-04-13
US1628279A (en)	1927-05-10	Sensitive layer on alpha suitable base and process of making same
US4334004A (en)	1982-06-08	Light-sensitive diazotype material with 2-hydroxy-3-naphthoic acid amides having 6-sulfonic acid amide substitution
DE1597619B2 (de)	1974-07-18	Zwetkomponenten-Diazotypiematerial
US2432549A (en)	1947-12-16	Diazotype layers containing thiourea derivatives of hydroxy benzene
US3406071A (en)	1968-10-15	Naphthol sulfonamides as coupling components for light-sensitive diazotype materials
US3255010A (en)	1966-06-07	Two-component diazotype material
US2151532A (en)	1939-03-21	Light-sensitive layers
US2537106A (en)	1951-01-09	Poly-acetoacetyl derivatives of polyamines as azo components in diazotype photoprinting material
US2485122A (en)	1949-10-18	Diazotype compositions containing nu-acylamino phenol couplers
US2688538A (en)	1954-09-07	Photographic elements and process of color correction utilizing styryl dyes as couplers
US3526663A (en)	1970-09-01	Acetoacetamido coupling compounds
US3498791A (en)	1970-03-03	Two-component diazotype material
US2663638A (en)	1953-12-22	Color correction of multicolor film by integral styryl dye masking images
US3547637A (en)	1970-12-15	Light-sensitive diazotype material
US2537001A (en)	1951-01-02	Diazotype layers having cyan acetyl amides as azo components
JPS60215059A (ja)	1985-10-28	ジアゾタイプ組成物および材料
HU185996B (en)	1985-04-28	Compositions containing of diazo-type materials developable under heat effect
US3493377A (en)	1970-02-03	Two-component diazotype material
US2500045A (en)	1950-03-07	Dianil dye photographic filter layer
US2840472A (en)	1958-06-24	Light sensitive material to be used in diazo printing