DE2247009C3 - Iminoisoindolinonfarbstoffe und Verwendung zum Pigmentieren von hochmolekularem organischem Material - Google Patents
Iminoisoindolinonfarbstoffe und Verwendung zum Pigmentieren von hochmolekularem organischem MaterialInfo
- Publication number
- DE2247009C3 DE2247009C3 DE19722247009 DE2247009A DE2247009C3 DE 2247009 C3 DE2247009 C3 DE 2247009C3 DE 19722247009 DE19722247009 DE 19722247009 DE 2247009 A DE2247009 A DE 2247009A DE 2247009 C3 DE2247009 C3 DE 2247009C3
- Authority
- DE
- Germany
- Prior art keywords
- och
- orange
- dyes
- molecular weight
- high molecular
- 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
Links
- 239000000975 dye Substances 0.000 title claims description 5
- 239000011368 organic material Substances 0.000 title claims description 3
- 230000000485 pigmenting effect Effects 0.000 title claims 2
- MMBYJYAFFGKUDC-UHFFFAOYSA-N 3-aminoisoindol-1-one Chemical compound C1=CC=C2C(N)=NC(=O)C2=C1 MMBYJYAFFGKUDC-UHFFFAOYSA-N 0.000 title 1
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 16
- 239000000049 pigment Substances 0.000 description 14
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- -1 azo compound Chemical class 0.000 description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 7
- 239000000460 chlorine Substances 0.000 description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- DKKPUORYNCWYNN-UHFFFAOYSA-N 4-[(4-aminophenyl)diazenyl]-3-methoxyaniline Chemical compound COC1=CC(N)=CC=C1N=NC1=CC=C(N)C=C1 DKKPUORYNCWYNN-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 239000004922 lacquer Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- ZWWOYERTGZZDMF-UHFFFAOYSA-N 4,5,6,7-tetrachloro-3,3-dimethoxy-2h-isoindol-1-one Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C2=C1C(OC)(OC)NC2=O ZWWOYERTGZZDMF-UHFFFAOYSA-N 0.000 description 2
- UOABMKNOHFGBSD-UHFFFAOYSA-N 4-[(4-aminophenyl)diazenyl]-3-methylaniline Chemical compound CC1=CC(N)=CC=C1N=NC1=CC=C(N)C=C1 UOABMKNOHFGBSD-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 229920000180 alkyd Polymers 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000000987 azo dye Substances 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
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- 150000008049 diazo compounds Chemical class 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
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- 238000004043 dyeing Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 230000005012 migration Effects 0.000 description 2
- 238000013508 migration Methods 0.000 description 2
- 239000001053 orange pigment Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
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- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- MAZKAODOCXYDCM-UHFFFAOYSA-N tetrazone Chemical group N\N=N\N MAZKAODOCXYDCM-UHFFFAOYSA-N 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical class NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- UENGBOCGGKLVJJ-UHFFFAOYSA-N 2-chloro-1-(2,4-difluorophenyl)ethanone Chemical compound FC1=CC=C(C(=O)CCl)C(F)=C1 UENGBOCGGKLVJJ-UHFFFAOYSA-N 0.000 description 1
- CUVAUYUUVFGQAI-UHFFFAOYSA-N 3,3,4,5,6,7-hexachloro-2h-isoindol-1-one Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)NC(Cl)(Cl)C2=C1Cl CUVAUYUUVFGQAI-UHFFFAOYSA-N 0.000 description 1
- ULVDMKRXBIKOMK-UHFFFAOYSA-N 4,5,6,7-tetrachloro-2,3-dihydroisoindol-1-one Chemical class ClC1=C(Cl)C(Cl)=C2CNC(=O)C2=C1Cl ULVDMKRXBIKOMK-UHFFFAOYSA-N 0.000 description 1
- BCTQYCBBRSMAJH-UHFFFAOYSA-N 4-[(4-amino-2,5-diethoxyphenyl)diazenyl]-2,5-diethoxyaniline Chemical compound C1=C(N)C(OCC)=CC(N=NC=2C(=CC(N)=C(OCC)C=2)OCC)=C1OCC BCTQYCBBRSMAJH-UHFFFAOYSA-N 0.000 description 1
- ASIASZQMQANQGN-UHFFFAOYSA-N 4-[(4-amino-2,5-dimethylphenyl)diazenyl]-2,5-dimethylaniline Chemical compound C1=C(N)C(C)=CC(N=NC=2C(=CC(N)=C(C)C=2)C)=C1C ASIASZQMQANQGN-UHFFFAOYSA-N 0.000 description 1
- YFWGPYFXEFTUJW-UHFFFAOYSA-N 4-[(4-amino-2-methoxyphenyl)diazenyl]-2,5-diethoxyaniline Chemical compound C1=C(N)C(OCC)=CC(N=NC=2C(=CC(N)=CC=2)OC)=C1OCC YFWGPYFXEFTUJW-UHFFFAOYSA-N 0.000 description 1
- LXXPUYWSWLGLFW-UHFFFAOYSA-N 4-[(4-amino-2-methoxyphenyl)diazenyl]-2,5-dimethylaniline Chemical compound COC1=CC(N)=CC=C1N=NC1=CC(C)=C(N)C=C1C LXXPUYWSWLGLFW-UHFFFAOYSA-N 0.000 description 1
- CUVUMQCUGMPJPK-UHFFFAOYSA-N 4-[(4-amino-3-chlorophenyl)diazenyl]-2,5-diethoxyaniline Chemical compound C1=C(N)C(OCC)=CC(N=NC=2C=C(Cl)C(N)=CC=2)=C1OCC CUVUMQCUGMPJPK-UHFFFAOYSA-N 0.000 description 1
- CPISEMADRKGDER-UHFFFAOYSA-N 4-[(4-amino-3-chlorophenyl)diazenyl]-3-methylaniline Chemical compound CC1=CC(N)=CC=C1N=NC1=CC=C(N)C(Cl)=C1 CPISEMADRKGDER-UHFFFAOYSA-N 0.000 description 1
- HSMHAOHJXABZBX-UHFFFAOYSA-N 4-[(4-amino-3-methylphenyl)diazenyl]-2,5-dimethylaniline Chemical compound C1=C(N)C(C)=CC(N=NC=2C(=CC(N)=C(C)C=2)C)=C1 HSMHAOHJXABZBX-UHFFFAOYSA-N 0.000 description 1
- KKYOJGNNYQXKFL-UHFFFAOYSA-N 4-[(4-amino-5-methoxy-2-methylphenyl)diazenyl]-2,5-dimethylaniline Chemical compound C1=C(N)C(OC)=CC(N=NC=2C(=CC(N)=C(C)C=2)C)=C1C KKYOJGNNYQXKFL-UHFFFAOYSA-N 0.000 description 1
- QRARLCYNSHOFEL-UHFFFAOYSA-N 4-[(4-aminophenyl)diazenyl]-2,5-dimethoxyaniline Chemical compound C1=C(N)C(OC)=CC(N=NC=2C=CC(N)=CC=2)=C1OC QRARLCYNSHOFEL-UHFFFAOYSA-N 0.000 description 1
- IJAXUULYUSVDLC-UHFFFAOYSA-N 4-[(4-aminophenyl)diazenyl]-2,5-dimethylaniline Chemical compound C1=C(N)C(C)=CC(N=NC=2C=CC(N)=CC=2)=C1C IJAXUULYUSVDLC-UHFFFAOYSA-N 0.000 description 1
- YIYQGZYBJYKKRZ-UHFFFAOYSA-N 4-[(4-aminophenyl)diazenyl]-2-chloroaniline Chemical compound C1=CC(N)=CC=C1N=NC1=CC=C(N)C(Cl)=C1 YIYQGZYBJYKKRZ-UHFFFAOYSA-N 0.000 description 1
- YEWHSVBZJKUKRI-UHFFFAOYSA-N 4-[(4-aminophenyl)diazenyl]-2-methoxyaniline Chemical compound C1=C(N)C(OC)=CC(N=NC=2C=CC(N)=CC=2)=C1 YEWHSVBZJKUKRI-UHFFFAOYSA-N 0.000 description 1
- KKZNXBWOCKIFAO-UHFFFAOYSA-N 4-[(4-aminophenyl)diazenyl]-3-chloroaniline Chemical compound C1=CC(N)=CC=C1N=NC1=CC=C(N)C=C1Cl KKZNXBWOCKIFAO-UHFFFAOYSA-N 0.000 description 1
- KQIKKETXZQDHGE-UHFFFAOYSA-N 4-[(4-aminophenyl)diazenyl]aniline Chemical class C1=CC(N)=CC=C1N=NC1=CC=C(N)C=C1 KQIKKETXZQDHGE-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
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- SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 description 1
- FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 229940081735 acetylcellulose Drugs 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
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- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
- C09B57/04—Isoindoline dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/11—Preparation of azo dyes from other azo compounds by introducing hydrocarbon radicals or substituted hydrocarbon radicals on primary or secondary amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Indole Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1405271A CH558410A (de) | 1971-09-27 | 1971-09-27 | Verfahren zur herstellung von iminoisoindolinonfarbstoffen. |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2247009A1 DE2247009A1 (de) | 1973-04-05 |
| DE2247009B2 DE2247009B2 (de) | 1978-08-24 |
| DE2247009C3 true DE2247009C3 (de) | 1979-05-03 |
Family
ID=4397547
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722247009 Expired DE2247009C3 (de) | 1971-09-27 | 1972-09-25 | Iminoisoindolinonfarbstoffe und Verwendung zum Pigmentieren von hochmolekularem organischem Material |
Country Status (12)
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH567551A5 (enrdf_load_stackoverflow) * | 1973-01-09 | 1975-10-15 | Ciba Geigy Ag | |
| JPS54141821A (en) * | 1978-04-27 | 1979-11-05 | Dainichi Seika Kogyo Kk | Azo pigment |
| JPS5966888U (ja) * | 1982-10-28 | 1984-05-04 | 三菱重工業株式会社 | スリツプリング |
| CN115073935A (zh) * | 2022-07-12 | 2022-09-20 | 鞍山市五色石新材料科技有限公司 | 一种c.i.颜料橙61的合成方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2537352A (en) * | 1946-09-07 | 1951-01-09 | Ici Ltd | Dyestuffs from phthalimide derivatives |
| NL218863A (enrdf_load_stackoverflow) * | 1956-07-13 |
-
0
- BE BE789266D patent/BE789266A/xx not_active IP Right Cessation
-
1971
- 1971-09-27 CH CH1405271A patent/CH558410A/xx not_active IP Right Cessation
-
1972
- 1972-09-07 AU AU46430/72A patent/AU462924B2/en not_active Expired
- 1972-09-13 CS CS628072A patent/CS160065B2/cs unknown
- 1972-09-13 CA CA151,567A patent/CA963002A/en not_active Expired
- 1972-09-22 NL NL7212877A patent/NL175427C/xx not_active IP Right Cessation
- 1972-09-25 JP JP9606172A patent/JPS5533471B2/ja not_active Expired
- 1972-09-25 DE DE19722247009 patent/DE2247009C3/de not_active Expired
- 1972-09-25 AR AR24426272A patent/AR195300A1/es active
- 1972-09-26 GB GB4447972A patent/GB1390995A/en not_active Expired
- 1972-09-26 FR FR7233973A patent/FR2154584B1/fr not_active Expired
- 1972-09-26 IT IT2969172A patent/IT967877B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| CA963002A (en) | 1975-02-18 |
| DE2247009B2 (de) | 1978-08-24 |
| NL7212877A (enrdf_load_stackoverflow) | 1973-03-29 |
| IT967877B (it) | 1974-03-11 |
| AR195300A1 (es) | 1973-09-28 |
| NL175427B (nl) | 1984-06-01 |
| AU4643072A (en) | 1974-03-14 |
| JPS4843015A (enrdf_load_stackoverflow) | 1973-06-22 |
| AU462924B2 (en) | 1975-07-10 |
| BE789266A (fr) | 1973-03-26 |
| CS160065B2 (enrdf_load_stackoverflow) | 1975-02-28 |
| JPS5533471B2 (enrdf_load_stackoverflow) | 1980-08-30 |
| NL175427C (nl) | 1984-11-01 |
| FR2154584A1 (enrdf_load_stackoverflow) | 1973-05-11 |
| FR2154584B1 (enrdf_load_stackoverflow) | 1975-01-03 |
| CH558410A (de) | 1975-01-31 |
| GB1390995A (en) | 1975-04-16 |
| DE2247009A1 (de) | 1973-04-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) |