DD145527A5 - Verfahren zur spaltung von dihydroxydiphenylalkanen - Google Patents
Verfahren zur spaltung von dihydroxydiphenylalkanen Download PDFInfo
- Publication number
- DD145527A5 DD145527A5 DD79214969A DD21496979A DD145527A5 DD 145527 A5 DD145527 A5 DD 145527A5 DD 79214969 A DD79214969 A DD 79214969A DD 21496979 A DD21496979 A DD 21496979A DD 145527 A5 DD145527 A5 DD 145527A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- reaction medium
- dihydroxydiphenyl
- inert organic
- propane
- dihydroxydiphenylalkane
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 32
- 150000001335 aliphatic alkanes Chemical class 0.000 title claims description 3
- 238000003776 cleavage reaction Methods 0.000 claims abstract description 68
- 230000007017 scission Effects 0.000 claims abstract description 56
- 239000012429 reaction media Substances 0.000 claims abstract description 32
- 238000006243 chemical reaction Methods 0.000 claims abstract description 23
- 239000003054 catalyst Substances 0.000 claims abstract description 19
- 239000012430 organic reaction media Substances 0.000 claims abstract description 16
- 239000001294 propane Substances 0.000 claims abstract description 14
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims abstract description 9
- -1 alkenyl phenol Chemical compound 0.000 claims abstract description 8
- 238000009835 boiling Methods 0.000 claims abstract description 6
- 238000002360 preparation method Methods 0.000 claims abstract description 5
- 229920000642 polymer Polymers 0.000 claims abstract description 4
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 61
- 239000000047 product Substances 0.000 claims description 59
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 36
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 21
- 238000004821 distillation Methods 0.000 claims description 19
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 11
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 claims description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 6
- 229920005989 resin Polymers 0.000 claims description 5
- 239000011347 resin Substances 0.000 claims description 5
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 claims description 4
- 239000001273 butane Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 229930003836 cresol Natural products 0.000 claims description 4
- 238000000605 extraction Methods 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 3
- 229920003986 novolac Polymers 0.000 claims description 3
- 159000000000 sodium salts Chemical class 0.000 claims description 3
- MLCQXUZZAXKTSG-UHFFFAOYSA-N 2-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C=1C=CC=C(O)C=1C(C)(C)C1=CC=C(O)C=C1 MLCQXUZZAXKTSG-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 150000004665 fatty acids Chemical class 0.000 claims description 2
- 125000004464 hydroxyphenyl group Chemical group 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 229960004704 dihydroergotamine Drugs 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 239000000178 monomer Substances 0.000 abstract description 2
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 abstract 2
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- JAGRUUPXPPLSRX-UHFFFAOYSA-N 4-prop-1-en-2-ylphenol Chemical compound CC(=C)C1=CC=C(O)C=C1 JAGRUUPXPPLSRX-UHFFFAOYSA-N 0.000 description 12
- 239000007788 liquid Substances 0.000 description 9
- 239000007858 starting material Substances 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 5
- 229930185605 Bisphenol Natural products 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 230000020335 dealkylation Effects 0.000 description 3
- 238000006900 dealkylation reaction Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000013638 trimer Substances 0.000 description 3
- LCVCUJWKJNFDMY-UHFFFAOYSA-N 2,2-diphenylpropane-1,1-diol Chemical compound C=1C=CC=CC=1C(C(O)O)(C)C1=CC=CC=C1 LCVCUJWKJNFDMY-UHFFFAOYSA-N 0.000 description 2
- UITUMGKYHZMNKN-UHFFFAOYSA-N 2-methyl-4-prop-1-en-2-ylphenol Chemical compound CC(=C)C1=CC=C(O)C(C)=C1 UITUMGKYHZMNKN-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- GVEDOIATHPCYGS-UHFFFAOYSA-N 1-methyl-3-(3-methylphenyl)benzene Chemical group CC1=CC=CC(C=2C=C(C)C=CC=2)=C1 GVEDOIATHPCYGS-UHFFFAOYSA-N 0.000 description 1
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- ZYUVGYBAPZYKSA-UHFFFAOYSA-N 5-(3-hydroxybutan-2-yl)-4-methylbenzene-1,3-diol Chemical compound CC(O)C(C)C1=CC(O)=CC(O)=C1C ZYUVGYBAPZYKSA-UHFFFAOYSA-N 0.000 description 1
- CLSFCBHUGREHLW-UHFFFAOYSA-N CC(C)CC(=C)C1=CC=C(O)C=C1 Chemical compound CC(C)CC(=C)C1=CC=C(O)C=C1 CLSFCBHUGREHLW-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-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
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- NHADDZMCASKINP-HTRCEHHLSA-N decarboxydihydrocitrinin Natural products C1=C(O)C(C)=C2[C@H](C)[C@@H](C)OCC2=C1O NHADDZMCASKINP-HTRCEHHLSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 150000002085 enols Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 238000010297 mechanical methods and process Methods 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 1
- HUAUNKAZQWMVFY-UHFFFAOYSA-M sodium;oxocalcium;hydroxide Chemical compound [OH-].[Na+].[Ca]=O HUAUNKAZQWMVFY-UHFFFAOYSA-M 0.000 description 1
- 238000012421 spiking Methods 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms
- C07C37/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms by splitting polyaromatic compounds, e.g. polyphenolalkanes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP53098268A JPS5814410B2 (ja) | 1978-08-14 | 1978-08-14 | ジフエニロ−ルアルカンの開裂方法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD145527A5 true DD145527A5 (de) | 1980-12-17 |
Family
ID=14215186
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD79214969A DD145527A5 (de) | 1978-08-14 | 1979-08-14 | Verfahren zur spaltung von dihydroxydiphenylalkanen |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US4245128A (cs) |
| JP (1) | JPS5814410B2 (cs) |
| AR (1) | AR223842A1 (cs) |
| AU (1) | AU526065B2 (cs) |
| BE (1) | BE878235A (cs) |
| BR (1) | BR7905187A (cs) |
| CA (1) | CA1133017A (cs) |
| CH (1) | CH639930A5 (cs) |
| CS (1) | CS213393B2 (cs) |
| DD (1) | DD145527A5 (cs) |
| DE (1) | DE2932954C2 (cs) |
| ES (1) | ES483354A1 (cs) |
| FR (1) | FR2433501B1 (cs) |
| GB (1) | GB2031407B (cs) |
| HU (1) | HU181914B (cs) |
| IN (1) | IN151891B (cs) |
| IT (1) | IT1122431B (cs) |
| MX (1) | MX150964A (cs) |
| NL (1) | NL181729C (cs) |
| SU (1) | SU971089A3 (cs) |
| YU (1) | YU188879A (cs) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4594459A (en) * | 1985-03-25 | 1986-06-10 | The Dow Chemical Company | Preparation of p-isopropenyl phenol and related compounds |
| US4657890A (en) * | 1985-09-20 | 1987-04-14 | The Dow Chemical Company | Catalyst for preparing p-isopropenyl phenol |
| US4717777A (en) * | 1985-09-20 | 1988-01-05 | The Dow Chemical Company | Process for preparing p-isopropenyl phenol |
| JPS632810U (cs) * | 1986-06-20 | 1988-01-09 | ||
| DE3721853A1 (de) * | 1987-07-02 | 1989-01-12 | Bayer Ag | Verfahren zur herstellung von monomeren alkenylphenolen aus dihydroxydiphenylalkanen |
| DE69121790T2 (de) * | 1990-05-24 | 1997-04-10 | Sumitomo Chemical Co | Positivresistzusammensetzung |
| DE4202804A1 (de) * | 1992-01-31 | 1993-08-05 | Man Technologie Gmbh | Verfahren zur herstellung von faserverbund-keramikgegenstaenden |
| JP3364727B2 (ja) * | 1993-10-22 | 2003-01-08 | イハラケミカル工業株式会社 | ２，２−ビス（３，５−ジ置換−４−ヒドロキシフェニル）プロパン誘導体とその製造方法およびこの誘導体を用いるピロガロールの製造法 |
| JP4447076B2 (ja) * | 1999-07-06 | 2010-04-07 | 三井化学株式会社 | ビスフェノール類の開裂方法 |
| US6303835B1 (en) * | 2000-09-11 | 2001-10-16 | General Electric Company | Method for recovering material values from bisphenol tars |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR69895E (fr) * | 1956-01-31 | 1959-01-09 | Distillers Co Yeast Ltd | Perfectionnements à la récupération des phénols |
| GB880895A (en) * | 1958-12-31 | 1961-10-25 | Bayer Ag | Process for the hydrolysis of condensation products of phenols with aldehydes or ketones |
| DE1235894B (de) * | 1959-08-18 | 1967-03-09 | Bayer Ag | Verfahren zur Herstellung von Alkenylphenolen aus Dihydroxydiarylalkanen |
| DE2064108B2 (de) * | 1969-12-31 | 1974-09-26 | Union Carbide Corp., New York, N.Y. (V.St.A.) | Verfahren zur Herstellung von Phenol und p-Isopropenylphenol aus 2.4'-Bisphenol A |
| PL103054B1 (pl) * | 1976-09-12 | 1979-05-31 | Instytut Ciezkiejsyntezy Organic | Sposob przerobki odpadow z procesu wytwarzania dwufenylolopropanu |
-
1978
- 1978-08-14 JP JP53098268A patent/JPS5814410B2/ja not_active Expired
-
1979
- 1979-07-31 AR AR277539A patent/AR223842A1/es active
- 1979-08-01 CS CS795311A patent/CS213393B2/cs unknown
- 1979-08-01 US US06/062,810 patent/US4245128A/en not_active Expired - Lifetime
- 1979-08-03 IT IT24928/79A patent/IT1122431B/it active
- 1979-08-03 YU YU01888/79A patent/YU188879A/xx unknown
- 1979-08-03 GB GB7927088A patent/GB2031407B/en not_active Expired
- 1979-08-06 AU AU49619/79A patent/AU526065B2/en not_active Ceased
- 1979-08-08 FR FR7920289A patent/FR2433501B1/fr not_active Expired
- 1979-08-09 MX MX178860A patent/MX150964A/es unknown
- 1979-08-10 CH CH738679A patent/CH639930A5/de not_active IP Right Cessation
- 1979-08-13 CA CA333,624A patent/CA1133017A/en not_active Expired
- 1979-08-13 ES ES483354A patent/ES483354A1/es not_active Expired
- 1979-08-13 BR BR7905187A patent/BR7905187A/pt unknown
- 1979-08-13 IN IN834/CAL/79A patent/IN151891B/en unknown
- 1979-08-13 NL NLAANVRAGE7906168,A patent/NL181729C/xx not_active IP Right Cessation
- 1979-08-14 SU SU792803956A patent/SU971089A3/ru active
- 1979-08-14 DD DD79214969A patent/DD145527A5/de unknown
- 1979-08-14 DE DE2932954A patent/DE2932954C2/de not_active Expired
- 1979-08-14 HU HU79MI652A patent/HU181914B/hu not_active IP Right Cessation
- 1979-08-14 BE BE0/196726A patent/BE878235A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| AR223842A1 (es) | 1981-09-30 |
| IT1122431B (it) | 1986-04-23 |
| NL181729C (nl) | 1987-10-16 |
| DE2932954A1 (de) | 1980-02-28 |
| FR2433501B1 (fr) | 1985-08-23 |
| CA1133017A (en) | 1982-10-05 |
| JPS5814410B2 (ja) | 1983-03-18 |
| GB2031407B (en) | 1982-10-27 |
| JPS5527108A (en) | 1980-02-27 |
| YU41033B (cs) | 1986-10-31 |
| BE878235A (fr) | 1979-12-03 |
| ES483354A1 (es) | 1980-04-16 |
| SU971089A3 (ru) | 1982-10-30 |
| IN151891B (cs) | 1983-08-27 |
| CH639930A5 (de) | 1983-12-15 |
| US4245128A (en) | 1981-01-13 |
| HU181914B (en) | 1983-11-28 |
| CS213393B2 (en) | 1982-04-09 |
| AU526065B2 (en) | 1982-12-16 |
| DE2932954C2 (de) | 1983-10-27 |
| NL7906168A (nl) | 1980-02-18 |
| FR2433501A1 (fr) | 1980-03-14 |
| AU4961979A (en) | 1980-02-21 |
| IT7924928A0 (it) | 1979-08-03 |
| MX150964A (es) | 1984-08-29 |
| BR7905187A (pt) | 1980-05-20 |
| GB2031407A (en) | 1980-04-23 |
| NL181729B (nl) | 1987-05-18 |
| YU188879A (en) | 1982-08-31 |
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