DE3445687C2 - - Google Patents
Info
- Publication number
- DE3445687C2 DE3445687C2 DE3445687A DE3445687A DE3445687C2 DE 3445687 C2 DE3445687 C2 DE 3445687C2 DE 3445687 A DE3445687 A DE 3445687A DE 3445687 A DE3445687 A DE 3445687A DE 3445687 C2 DE3445687 C2 DE 3445687C2
- Authority
- DE
- Germany
- Prior art keywords
- diisocyanate
- molding material
- mixture
- isomers
- sand
- 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 - Fee Related
Links
- 239000000203 mixture Substances 0.000 claims description 45
- 239000005056 polyisocyanate Substances 0.000 claims description 24
- 229920001228 polyisocyanate Polymers 0.000 claims description 24
- 239000012778 molding material Substances 0.000 claims description 18
- 238000000465 moulding Methods 0.000 claims description 16
- 239000011230 binding agent Substances 0.000 claims description 12
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 239000005046 Chlorosilane Substances 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 150000001299 aldehydes Chemical class 0.000 claims description 3
- 150000001805 chlorine compounds Chemical class 0.000 claims description 3
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- 150000002989 phenols Chemical class 0.000 claims description 3
- 239000007859 condensation product Substances 0.000 claims description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 26
- 239000004576 sand Substances 0.000 description 22
- 230000000052 comparative effect Effects 0.000 description 16
- 238000002474 experimental method Methods 0.000 description 14
- 239000002904 solvent Substances 0.000 description 9
- 238000003860 storage Methods 0.000 description 9
- 238000003958 fumigation Methods 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 6
- 229920005862 polyol Polymers 0.000 description 6
- 150000003077 polyols Chemical class 0.000 description 6
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 5
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 4
- 239000006004 Quartz sand Substances 0.000 description 4
- 238000005452 bending Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 description 3
- MILSYCKGLDDVLM-UHFFFAOYSA-N 2-phenylpropan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)C1=CC=CC=C1 MILSYCKGLDDVLM-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000005011 phenolic resin Substances 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- -1 aromatic acid chlorides Chemical class 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- VUQPJRPDRDVQMN-UHFFFAOYSA-N 1-chlorooctadecane Chemical compound CCCCCCCCCCCCCCCCCCCl VUQPJRPDRDVQMN-UHFFFAOYSA-N 0.000 description 1
- PJWVRCBRZWEQHL-UHFFFAOYSA-N 2,3-bis(2-hydroxyphenyl)phenol Chemical compound OC1=CC=CC=C1C1=CC=CC(O)=C1C1=CC=CC=C1O PJWVRCBRZWEQHL-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
- 239000012346 acetyl chloride Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- FYXKZNLBZKRYSS-UHFFFAOYSA-N benzene-1,2-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC=C1C(Cl)=O FYXKZNLBZKRYSS-UHFFFAOYSA-N 0.000 description 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 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 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 1
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000005055 methyl trichlorosilane Substances 0.000 description 1
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 1
- DAZXVJBJRMWXJP-UHFFFAOYSA-N n,n-dimethylethylamine Chemical compound CCN(C)C DAZXVJBJRMWXJP-UHFFFAOYSA-N 0.000 description 1
- VMOWKUTXPNPTEN-UHFFFAOYSA-N n,n-dimethylpropan-2-amine Chemical compound CC(C)N(C)C VMOWKUTXPNPTEN-UHFFFAOYSA-N 0.000 description 1
- 229910052609 olivine Inorganic materials 0.000 description 1
- 239000010450 olivine Substances 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 238000010944 pre-mature reactiony Methods 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical class OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- BBDNZMUIQBRBJH-UHFFFAOYSA-N sulfurochloridic acid;toluene Chemical compound OS(Cl)(=O)=O.CC1=CC=CC=C1 BBDNZMUIQBRBJH-UHFFFAOYSA-N 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- 229910052845 zircon Inorganic materials 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B22—CASTING; POWDER METALLURGY
- B22C—FOUNDRY MOULDING
- B22C1/00—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds
- B22C1/16—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents
- B22C1/20—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents
- B22C1/22—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents of resins or rosins
- B22C1/2233—Compositions of refractory mould or core materials; Grain structures thereof; Chemical or physical features in the formation or manufacture of moulds characterised by the use of binding agents; Mixtures of binding agents of organic agents of resins or rosins obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- B22C1/2273—Polyurethanes; Polyisocyanates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/089—Reaction retarding agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/54—Polycondensates of aldehydes
- C08G18/542—Polycondensates of aldehydes with phenols
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Mold Materials And Core Materials (AREA)
- Polyurethanes Or Polyureas (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19843445687 DE3445687A1 (de) | 1984-12-14 | 1984-12-14 | Unter polyurethanbildung kalthaertendes formstoff-bindemittelsystem |
| EP85730161A EP0186618A3 (de) | 1984-12-14 | 1985-12-06 | Unter Polyurethanbildung kalthärtendes Formstoff-Bindemittelsystem |
| US06/808,456 US4678816A (en) | 1984-12-14 | 1985-12-12 | Mould material binding agent system which cold-hardens with formation of polyurethane |
| ES549942A ES8701816A1 (es) | 1984-12-14 | 1985-12-13 | Procedimiento para la obtencion de un sistema de agente aglutinante para productos de moldeo |
| BR8506255A BR8506255A (pt) | 1984-12-14 | 1985-12-13 | Sistema aglutinante de substancias de moldacao |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19843445687 DE3445687A1 (de) | 1984-12-14 | 1984-12-14 | Unter polyurethanbildung kalthaertendes formstoff-bindemittelsystem |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3445687A1 DE3445687A1 (de) | 1986-06-19 |
| DE3445687C2 true DE3445687C2 (enExample) | 1990-05-17 |
Family
ID=6252815
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19843445687 Granted DE3445687A1 (de) | 1984-12-14 | 1984-12-14 | Unter polyurethanbildung kalthaertendes formstoff-bindemittelsystem |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4678816A (enExample) |
| EP (1) | EP0186618A3 (enExample) |
| BR (1) | BR8506255A (enExample) |
| DE (1) | DE3445687A1 (enExample) |
| ES (1) | ES8701816A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19738755A1 (de) * | 1997-09-04 | 1999-03-11 | Ashland Suedchemie Kernfest | Phenolharz und Bindemittel für die Herstellung von Formen und Kernen nach dem Phenolharz-Polyurethan-Verfahren |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4236939A1 (de) * | 1992-11-02 | 1994-05-05 | Bayer Ag | Verfahren zur Herstellung von stabilisierten aromatischen Diaminen und ihre Verwendung zur Herstellung von wärmestandfesten Polyurethanharnstoff-Elastomeren |
| DE102010046981A1 (de) * | 2010-09-30 | 2012-04-05 | Ashland-Südchemie-Kernfest GmbH | Bindemittel enthaltend substituierte Benzole und Napthaline zur Herstellung von Kernen und Formen für den Metallguss, Formstoffmischung und Verfahren |
| BR112013012443A2 (pt) * | 2010-11-19 | 2016-08-30 | Hüttenes Albertus Chemische Werke Gmbh | componente de poliisocianato para um sistema aglutinante de material de moldagem, solução contendo poliisocianato, uso de um componente de poliisocianato ou de uma solução contendo poliisocianato, sistema aglutinante de material de moldagem para preparação de núcleos de areia de fundição, sistema agluinante de dois componentes para preparação de uma resina de poliuretano para vazamento, uso de um componente de poliisocianato, mistura para a preparação de um núcleo ou molde para vazamento, molde ou núcleo para vazamento, método para a preparação de um núcleo ou molde para vazamento e uso de um ácido sulfônico da fórmula geral r-so²-oh |
| US10613006B1 (en) | 2018-09-24 | 2020-04-07 | Mustang Sampling, LLC. | Liquid vaporization device and method |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3388120A (en) * | 1966-11-25 | 1968-06-11 | Staley Mfg Co A E | Acylated cyanoalkylated starch materials |
| US3734936A (en) * | 1971-02-03 | 1973-05-22 | Quaker Oats Co | Process of producing a foundry core composition |
| US3965057A (en) * | 1973-10-03 | 1976-06-22 | Ppg Industries, Inc. | Adhesion control for safety glass laminates via polyurethane composition |
| US3905934A (en) * | 1974-05-23 | 1975-09-16 | Ashland Oil Inc | Phenolic resin-polyisocyanate binder systems containing dialkyl phthalate solvents |
| CH639573A5 (de) * | 1978-03-03 | 1983-11-30 | Fischer Ag Georg | Zweikomponentensystem zur herstellung von abriebfesten modellen und werkzeugen. |
| US4268425A (en) * | 1979-05-14 | 1981-05-19 | Ashland Oil, Inc. | Phenolic resin-polyisocyanate binder systems containing a drying oil and use thereof |
| JPS577346A (en) * | 1980-06-12 | 1982-01-14 | Mitsui Toatsu Chem Inc | Binder composition for mold |
| JPS58176047A (ja) * | 1982-04-09 | 1983-10-15 | Sumitomo Deyurezu Kk | 鋳型造型用組成物 |
| DE3216363A1 (de) * | 1982-05-03 | 1983-11-03 | Basf Ag, 6700 Ludwigshafen | Verfahren zum verleimen von lignocellulosehaltigen rohstoffen mit einem praepolymeren auf basis eines urethanmodifizierten diphenylmethandiisocyanatgemisches |
| DE3405180A1 (de) * | 1984-02-10 | 1985-08-22 | Hüttenes-Albertus Chemische Werke GmbH, 4000 Düsseldorf | Unter polyurethanbildung kalthaertendes formstoff-bindemittelsystem |
-
1984
- 1984-12-14 DE DE19843445687 patent/DE3445687A1/de active Granted
-
1985
- 1985-12-06 EP EP85730161A patent/EP0186618A3/de not_active Withdrawn
- 1985-12-12 US US06/808,456 patent/US4678816A/en not_active Expired - Fee Related
- 1985-12-13 BR BR8506255A patent/BR8506255A/pt unknown
- 1985-12-13 ES ES549942A patent/ES8701816A1/es not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19738755A1 (de) * | 1997-09-04 | 1999-03-11 | Ashland Suedchemie Kernfest | Phenolharz und Bindemittel für die Herstellung von Formen und Kernen nach dem Phenolharz-Polyurethan-Verfahren |
| DE19738755C2 (de) * | 1997-09-04 | 2002-01-17 | Ashland Suedchemie Kernfest | Phenolharz und Bindemittel für die Herstellung von Formen und Kernen nach dem Phenolharz-Polyurethan-Verfahren |
Also Published As
| Publication number | Publication date |
|---|---|
| BR8506255A (pt) | 1986-08-26 |
| US4678816A (en) | 1987-07-07 |
| ES8701816A1 (es) | 1986-12-01 |
| EP0186618A2 (de) | 1986-07-02 |
| ES549942A0 (es) | 1986-12-01 |
| DE3445687A1 (de) | 1986-06-19 |
| EP0186618A3 (de) | 1987-09-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| D2 | Grant after examination | ||
| 8363 | Opposition against the patent | ||
| 8365 | Fully valid after opposition proceedings | ||
| 8380 | Miscellaneous part iii |
Free format text: SEITE 3, ZEILE 22 "DIPHENYL,4,4-TYP" AENDERN IN "DIPHENYL-4,4 -TYP" SEITE 3, ZEILE 33 "METHAN-2,4 DIISOCYANAT" AENDERN IN "METHAN-2,4 -DIISOCYANAT" SEITE 3, ZEILE 56 "GT" AENDERN IN "GT" |
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