DE1092190B - Verfahren zur Herstellung hochmolekularer vernetzter Kunststoffe - Google Patents
Verfahren zur Herstellung hochmolekularer vernetzter KunststoffeInfo
- Publication number
- DE1092190B DE1092190B DEF25323A DEF0025323A DE1092190B DE 1092190 B DE1092190 B DE 1092190B DE F25323 A DEF25323 A DE F25323A DE F0025323 A DEF0025323 A DE F0025323A DE 1092190 B DE1092190 B DE 1092190B
- Authority
- DE
- Germany
- Prior art keywords
- weight
- parts
- polyisocyanates
- groups
- molecular weight
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 8
- 239000004033 plastic Substances 0.000 title claims description 7
- 229920003023 plastic Polymers 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title description 5
- 229920001228 polyisocyanate Polymers 0.000 claims description 31
- 239000005056 polyisocyanate Substances 0.000 claims description 31
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 23
- 239000000047 product Substances 0.000 claims description 22
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 16
- 238000009833 condensation Methods 0.000 claims description 16
- 230000005494 condensation Effects 0.000 claims description 16
- 238000006116 polymerization reaction Methods 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 239000006260 foam Substances 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 12
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 11
- 125000005442 diisocyanate group Chemical group 0.000 claims description 11
- 229910052698 phosphorus Inorganic materials 0.000 claims description 11
- 239000011574 phosphorus Substances 0.000 claims description 11
- 229920000728 polyester Polymers 0.000 claims description 11
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 8
- 239000001361 adipic acid Substances 0.000 claims description 8
- 235000011037 adipic acid Nutrition 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 8
- -1 polybutylene Polymers 0.000 claims description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 7
- 150000002334 glycols Chemical class 0.000 claims description 7
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 6
- 150000004985 diamines Chemical class 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 5
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 239000012948 isocyanate Substances 0.000 claims description 5
- 150000002513 isocyanates Chemical class 0.000 claims description 5
- 239000000243 solution Substances 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- 239000012190 activator Substances 0.000 claims description 4
- 238000005187 foaming Methods 0.000 claims description 4
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 229920006295 polythiol Polymers 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 150000005846 sugar alcohols Polymers 0.000 claims description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 4
- 150000003568 thioethers Chemical class 0.000 claims description 4
- 229940058015 1,3-butylene glycol Drugs 0.000 claims description 3
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 3
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 235000019437 butane-1,3-diol Nutrition 0.000 claims description 3
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 3
- 239000004359 castor oil Substances 0.000 claims description 3
- 235000019438 castor oil Nutrition 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 239000003063 flame retardant Substances 0.000 claims description 3
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 3
- 238000007493 shaping process Methods 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 3
- SIAGFUZEUQDYTJ-UHFFFAOYSA-N tris(4-isocyanatophenyl) phosphate Chemical compound C1=CC(N=C=O)=CC=C1OP(=O)(OC=1C=CC(=CC=1)N=C=O)OC1=CC=C(N=C=O)C=C1 SIAGFUZEUQDYTJ-UHFFFAOYSA-N 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 claims description 2
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- 238000001704 evaporation Methods 0.000 claims description 2
- 230000008020 evaporation Effects 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 238000010792 warming Methods 0.000 claims description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 3
- 238000000465 moulding Methods 0.000 claims 3
- 238000005452 bending Methods 0.000 claims 2
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 claims 2
- 229950006389 thiodiglycol Drugs 0.000 claims 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 claims 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims 1
- 239000005642 Oleic acid Substances 0.000 claims 1
- 241000219094 Vitaceae Species 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 235000021021 grapes Nutrition 0.000 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 229920001748 polybutylene Polymers 0.000 claims 1
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 230000035484 reaction time Effects 0.000 claims 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 claims 1
- 150000003580 thiophosphoric acid esters Chemical class 0.000 claims 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 238000000576 coating method Methods 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XKXPBJBODVHDAW-UHFFFAOYSA-N 4-(4-amino-2-chlorophenyl)-3-chloroaniline Chemical compound ClC1=CC(N)=CC=C1C1=CC=C(N)C=C1Cl XKXPBJBODVHDAW-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 240000003085 Quassia amara Species 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical compound OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 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
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000005521 carbonamide group Chemical group 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000013013 elastic material Substances 0.000 description 1
- ZJXZSIYSNXKHEA-UHFFFAOYSA-N ethyl dihydrogen phosphate Chemical compound CCOP(O)(O)=O ZJXZSIYSNXKHEA-UHFFFAOYSA-N 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 230000006855 networking Effects 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N tolylenediamine group Chemical group CC1=C(C=C(C=C1)N)N VOZKAJLKRJDJLL-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
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/776—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur phosphorus
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B1/00—Preparatory treatment of cellulose for making derivatives thereof, e.g. pre-treatment, pre-soaking, activation
- C08B1/08—Alkali cellulose
- C08B1/10—Apparatus for the preparation of alkali cellulose
- C08B1/14—Ripening devices
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE576873D BE576873A (en, 2012) | 1958-03-22 | ||
| BE576917D BE576917A (en, 2012) | 1958-03-22 | ||
| DEF25323A DE1092190B (de) | 1958-03-22 | 1958-03-22 | Verfahren zur Herstellung hochmolekularer vernetzter Kunststoffe |
| CH7042559A CH424258A (de) | 1958-03-22 | 1959-03-06 | Verfahren zur Herstellung von Kunststoffen |
| CH224366A CH432836A (de) | 1958-03-22 | 1959-03-06 | Verfahren zur Herstellung von Kunststoffen |
| CH224266A CH432835A (de) | 1958-03-22 | 1959-03-06 | Verfahren zur Herstellung von Kunststoffen |
| US799449A US3054756A (en) | 1958-03-22 | 1959-03-16 | Polyurethane plastic prepared from phosphorous containing isocyanates and compounds containing active hydrogen atoms |
| FR789919A FR1228381A (fr) | 1958-03-22 | 1959-03-20 | Procédé de préparation de matières plastiques à partir de polyisocyanates aromatiques |
| GB10011/59A GB891656A (en) | 1958-03-22 | 1959-03-23 | A process for the production of plastics |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF25323A DE1092190B (de) | 1958-03-22 | 1958-03-22 | Verfahren zur Herstellung hochmolekularer vernetzter Kunststoffe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1092190B true DE1092190B (de) | 1960-11-03 |
Family
ID=7091576
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF25323A Pending DE1092190B (de) | 1958-03-22 | 1958-03-22 | Verfahren zur Herstellung hochmolekularer vernetzter Kunststoffe |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3054756A (en, 2012) |
| BE (2) | BE576873A (en, 2012) |
| CH (3) | CH424258A (en, 2012) |
| DE (1) | DE1092190B (en, 2012) |
| FR (1) | FR1228381A (en, 2012) |
| GB (1) | GB891656A (en, 2012) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1240283B (de) * | 1963-02-07 | 1967-05-11 | Pittsburgh Plate Glass Co | Verfahren zur Herstellung von feuerhemmenden Polyurethanschaumstoffen |
| DE1300278B (de) * | 1962-05-30 | 1969-07-31 | Ici Ltd | Verfahren zur Herstellung von Polyurethanen in einem organischen Loesungsmittel |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE593966A (en, 2012) * | 1959-08-11 | |||
| BE596036A (en, 2012) * | 1959-10-15 | |||
| DE1106067B (de) * | 1959-12-09 | 1961-05-04 | Bayer Ag | Verfahren zur Herstellung von unbrennbaren oder schwer entflamm-baren Kunststoffen aus phosphorhaltigen Polyestern und Polyisocyanaten |
| DE1138219B (de) * | 1960-04-12 | 1962-10-18 | Bayer Ag | Verfahren zur Herstellung von Phosphoratome und Urethangruppen enthaltenden, unbrennbaren oder schwer entflammbaren, gegebenenfalls verschaeumten Kunststoffen |
| DE1435445A1 (de) * | 1960-07-15 | 1968-11-21 | Bayer Ag | Verfahren zur Regelung des Elastizitaetsmoduls hochelastischer Fasern und Filme |
| NL283697A (en, 2012) * | 1961-09-27 | |||
| US3304273A (en) * | 1963-02-06 | 1967-02-14 | Stamberger Paul | Method of preparing polyurethanes from liquid, stable, reactive, filmforming polymer/polyol mixtures formed by polymerizing an ethylenically unsaturated monomer in a polyol |
| NL299732A (en, 2012) * | 1962-11-01 | |||
| USRE29118E (en) * | 1963-02-06 | 1977-01-18 | Method of preparing polyurethanes from liquid, stable, reactive, film-forming polymer/polyol mixtures formed by polymerizing an ethylenically unsaturated monomer in a polyol | |
| US3361698A (en) * | 1963-09-09 | 1968-01-02 | Goodyear Tire & Rubber | Composition useful as sealant for pneumatic tires |
| US3332896A (en) * | 1963-12-23 | 1967-07-25 | Atlas Chem Ind | Oil-modified polyurethanes |
| US3356621A (en) * | 1963-12-26 | 1967-12-05 | Gen Latex And Chemical Corp | Rigid polyurethane foams prepared by using as the active hydrogen component a mixture of (a) the transesterification product of pentaerythritol with castor oil and (b) polyester polytols |
| US3402169A (en) * | 1964-01-02 | 1968-09-17 | Wyandotte Chemicals Corp | Polyhalogenous polyhydroxy ethers |
| US3337653A (en) * | 1964-04-15 | 1967-08-22 | Stauffer Chemical Co | Phosphoro derivatives of alpha-(methylthio) cresols |
| US3427384A (en) * | 1964-04-15 | 1969-02-11 | Stauffer Chemical Co | Method of killing pests by application of a phosphoro derivative of alpha-(methylthio)cresol |
| US3328321A (en) * | 1966-01-27 | 1967-06-27 | Wismer Marco | Cellular polyurethanes prepared from polyhydroxy resinous reaction products of an amino-s-triazine and an alkylene carbonate or an alkylene oxide |
| US3476696A (en) * | 1966-03-28 | 1969-11-04 | Hooker Chemical Corp | Polyurethane coatings |
| US3533972A (en) * | 1966-03-28 | 1970-10-13 | Hooker Chemical Corp | Polyurethane coatings |
| US3538045A (en) * | 1967-10-30 | 1970-11-03 | Fmc Corp | Thermal stabilization of polyesters |
| US9583456B2 (en) | 2013-11-22 | 2017-02-28 | Invensas Corporation | Multiple bond via arrays of different wire heights on a same substrate |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2691566A (en) * | 1951-10-23 | 1954-10-12 | Du Pont | Organic phosphorus compounds for increasing the flame resistance of textiles and method of applying the same |
| US2691567A (en) * | 1951-10-23 | 1954-10-12 | Du Pont | Polymeric organic phosphorus compounds for increasing flame resistance of textiles and method of using same |
| US2835652A (en) * | 1954-04-16 | 1958-05-20 | Du Pont | Organic phosphorus containing isocyanates and polymers |
-
0
- BE BE576917D patent/BE576917A/xx unknown
- BE BE576873D patent/BE576873A/xx unknown
-
1958
- 1958-03-22 DE DEF25323A patent/DE1092190B/de active Pending
-
1959
- 1959-03-06 CH CH7042559A patent/CH424258A/de unknown
- 1959-03-06 CH CH224266A patent/CH432835A/de unknown
- 1959-03-06 CH CH224366A patent/CH432836A/de unknown
- 1959-03-16 US US799449A patent/US3054756A/en not_active Expired - Lifetime
- 1959-03-20 FR FR789919A patent/FR1228381A/fr not_active Expired
- 1959-03-23 GB GB10011/59A patent/GB891656A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1300278B (de) * | 1962-05-30 | 1969-07-31 | Ici Ltd | Verfahren zur Herstellung von Polyurethanen in einem organischen Loesungsmittel |
| DE1240283B (de) * | 1963-02-07 | 1967-05-11 | Pittsburgh Plate Glass Co | Verfahren zur Herstellung von feuerhemmenden Polyurethanschaumstoffen |
Also Published As
| Publication number | Publication date |
|---|---|
| BE576917A (en, 2012) | |
| FR1228381A (fr) | 1960-08-29 |
| CH432835A (de) | 1967-03-31 |
| GB891656A (en) | 1962-03-14 |
| CH432836A (de) | 1967-03-31 |
| CH424258A (de) | 1966-11-15 |
| BE576873A (en, 2012) | |
| US3054756A (en) | 1962-09-18 |
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