DE2258047C2 - Polyisocyanat und Öl enthaltende Stoffzusammensetzungen und ihre Verwendung - Google Patents
Polyisocyanat und Öl enthaltende Stoffzusammensetzungen und ihre VerwendungInfo
- Publication number
- DE2258047C2 DE2258047C2 DE2258047A DE2258047A DE2258047C2 DE 2258047 C2 DE2258047 C2 DE 2258047C2 DE 2258047 A DE2258047 A DE 2258047A DE 2258047 A DE2258047 A DE 2258047A DE 2258047 C2 DE2258047 C2 DE 2258047C2
- Authority
- DE
- Germany
- Prior art keywords
- weight
- composition
- oil
- tdi
- parts
- 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
- 239000000203 mixture Substances 0.000 title claims description 79
- 229920001228 polyisocyanate Polymers 0.000 title claims description 28
- 239000005056 polyisocyanate Substances 0.000 title claims description 28
- 239000000126 substance Substances 0.000 title description 4
- 238000004519 manufacturing process Methods 0.000 claims description 23
- 238000004821 distillation Methods 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 13
- 239000004814 polyurethane Substances 0.000 claims description 13
- 229920002396 Polyurea Polymers 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 10
- 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 10
- 229920000642 polymer Polymers 0.000 claims description 9
- 239000006227 byproduct Substances 0.000 claims description 7
- 229930195733 hydrocarbon Natural products 0.000 claims description 7
- 150000002430 hydrocarbons Chemical class 0.000 claims description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims description 6
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- VOZKAJLKRJDJLL-UHFFFAOYSA-N tolylenediamine group Chemical group CC1=C(C=C(C=C1)N)N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 claims description 5
- 239000012535 impurity Substances 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 4
- 239000004927 clay Substances 0.000 claims description 3
- 238000007479 molecular analysis Methods 0.000 claims description 3
- 229920003226 polyurethane urea Polymers 0.000 claims description 3
- 239000000047 product Substances 0.000 description 13
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical group ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 12
- 229920005830 Polyurethane Foam Polymers 0.000 description 10
- 229920002635 polyurethane Polymers 0.000 description 10
- 239000011496 polyurethane foam Substances 0.000 description 10
- 150000001412 amines Chemical class 0.000 description 8
- -1 ether polyols Chemical class 0.000 description 8
- 238000009472 formulation Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 239000006260 foam Substances 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 239000002585 base Substances 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 229920005862 polyol Polymers 0.000 description 5
- 239000004604 Blowing Agent Substances 0.000 description 4
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 4
- 150000002440 hydroxy compounds Chemical class 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 230000008030 elimination Effects 0.000 description 3
- 238000003379 elimination reaction Methods 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 229920001281 polyalkylene Polymers 0.000 description 2
- 125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- DYSXLQBUUOPLBB-UHFFFAOYSA-N 2,3-dinitrotoluene Chemical compound CC1=CC=CC([N+]([O-])=O)=C1[N+]([O-])=O DYSXLQBUUOPLBB-UHFFFAOYSA-N 0.000 description 1
- RLYCRLGLCUXUPO-UHFFFAOYSA-N 2,6-diaminotoluene Chemical compound CC1=C(N)C=CC=C1N RLYCRLGLCUXUPO-UHFFFAOYSA-N 0.000 description 1
- AKCRQHGQIJBRMN-UHFFFAOYSA-N 2-chloroaniline Chemical compound NC1=CC=CC=C1Cl AKCRQHGQIJBRMN-UHFFFAOYSA-N 0.000 description 1
- JWOACSMESNKGGJ-UHFFFAOYSA-N 2-ethenyl-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)C=C JWOACSMESNKGGJ-UHFFFAOYSA-N 0.000 description 1
- AXNUJYHFQHQZBE-UHFFFAOYSA-N 3-methylbenzene-1,2-diamine Chemical compound CC1=CC=CC(N)=C1N AXNUJYHFQHQZBE-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- DGRGLKZMKWPMOH-UHFFFAOYSA-N 4-methylbenzene-1,2-diamine Chemical compound CC1=CC=C(N)C(N)=C1 DGRGLKZMKWPMOH-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- BKLPCIJHMRNGBU-UHFFFAOYSA-N P(=O)(O)(O)O.BrC(=C)CBr.BrC(=C)CBr.BrC(=C)CBr Chemical compound P(=O)(O)(O)O.BrC(=C)CBr.BrC(=C)CBr.BrC(=C)CBr BKLPCIJHMRNGBU-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-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
- 239000000654 additive Substances 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 239000012972 dimethylethanolamine Substances 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 210000000497 foam cell Anatomy 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000007373 indentation Methods 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000011120 plywood Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- 238000011417 postcuring Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002983 wood substitute Substances 0.000 description 1
- 239000008096 xylene Substances 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
- C08G18/721—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
- C08G18/727—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80 comprising distillation residues or non-distilled raw phosgenation products
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/01—Hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20303371A | 1971-11-29 | 1971-11-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2258047A1 DE2258047A1 (de) | 1973-06-07 |
| DE2258047C2 true DE2258047C2 (de) | 1982-12-30 |
Family
ID=22752184
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2258047A Expired DE2258047C2 (de) | 1971-11-29 | 1972-11-27 | Polyisocyanat und Öl enthaltende Stoffzusammensetzungen und ihre Verwendung |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3755215A (enExample) |
| JP (1) | JPS5418320B2 (enExample) |
| BE (1) | BE792000A (enExample) |
| BR (1) | BR7208321D0 (enExample) |
| CA (1) | CA985835A (enExample) |
| DE (1) | DE2258047C2 (enExample) |
| ES (1) | ES409017A1 (enExample) |
| FR (1) | FR2161989B1 (enExample) |
| GB (1) | GB1411620A (enExample) |
| IT (1) | IT970495B (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4143008A (en) * | 1975-01-16 | 1979-03-06 | Allied Chemical Corporation | Novel adhesive, molding and filler composition incorporating toluene diisocyanate residue |
| AU566845B2 (en) * | 1983-07-04 | 1987-10-29 | Daiichi Kogyo Seiyaku Co. Ltd. | Polyurethane coating composition |
| US4904704A (en) * | 1988-12-22 | 1990-02-27 | The Dow Chemical Company | Rigid foams prepared from treated toluene diisocyanate residue |
| US5104904A (en) * | 1990-04-23 | 1992-04-14 | Crowley Chemical Co. | Use of aromatic petroleum oils as surfactant for polyurethane foams |
| DE4127514A1 (de) * | 1991-08-20 | 1993-02-25 | Bayer Ag | Verfahren zur gewinnung von polyisocyanaten aus destillationsrueckstaenden der toluylendiisocyanatherstellung |
| US5405885A (en) * | 1992-04-22 | 1995-04-11 | Basf Corporation | Rigid polyurethane/polyisocyanate foams containing paraffinic based oils |
| US5506301A (en) * | 1993-12-13 | 1996-04-09 | Bayer Corporation | Treatment of isocyanate residue |
| US6558748B2 (en) * | 2001-09-11 | 2003-05-06 | J. M. Huber Corporation | Method for forming edge sealant for wood |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2680128A (en) * | 1952-01-02 | 1954-06-01 | Monsanto Chemicals | Method of producing organic dhsocyanates |
| GB923643A (en) * | 1958-12-27 | 1963-04-18 | Dunlop Rubber Co | Polymeric foam materials |
| DE1128647B (de) * | 1960-05-09 | 1962-04-26 | Mobay Chemical Corp | Verfahren zur Herstellung von Kunststoffen nach dem Isocyanat-Polyadditionsverfahren |
| US3390119A (en) * | 1963-12-04 | 1968-06-25 | Monsanto Co | Hydrocarbon oil-urethane compositions |
| US3471418A (en) * | 1965-03-24 | 1969-10-07 | Allied Chem | Urethane sponge prepared from crude polyisocyanates |
| BE631132A (enExample) * | 1965-05-17 | |||
| US3314903A (en) * | 1966-06-02 | 1967-04-18 | Sun Oil Co | Oil extended polyurethane foam and process for preparing same |
| DE1803723C3 (de) * | 1967-10-19 | 1979-04-19 | E.I. Du Pont De Nemours And Co., Wilmington, Del. (V.St.A.) | Gemische auf Basis aromatischer Polyisocyanate, Verfahren zu ihrer Herstellung und Verwendung zur Herstellung von Polyurethanschaumstoffen |
| GB1372190A (en) * | 1970-08-03 | 1974-10-30 | Mytolon Chemicals Internationa | Synthetic resin-mixed hydrocarbon system |
-
0
- BE BE792000D patent/BE792000A/xx not_active IP Right Cessation
-
1971
- 1971-11-29 US US00203033A patent/US3755215A/en not_active Expired - Lifetime
-
1972
- 1972-10-23 CA CA154,477A patent/CA985835A/en not_active Expired
- 1972-11-14 IT IT31651/72A patent/IT970495B/it active
- 1972-11-22 JP JP11670172A patent/JPS5418320B2/ja not_active Expired
- 1972-11-24 FR FR7241861A patent/FR2161989B1/fr not_active Expired
- 1972-11-27 BR BR8321/72A patent/BR7208321D0/pt unknown
- 1972-11-27 DE DE2258047A patent/DE2258047C2/de not_active Expired
- 1972-11-27 ES ES409017A patent/ES409017A1/es not_active Expired
- 1972-11-28 GB GB5484972A patent/GB1411620A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES409017A1 (es) | 1975-10-16 |
| IT970495B (it) | 1974-04-10 |
| FR2161989B1 (enExample) | 1976-04-23 |
| FR2161989A1 (enExample) | 1973-07-13 |
| JPS5418320B2 (enExample) | 1979-07-06 |
| CA985835A (en) | 1976-03-16 |
| DE2258047A1 (de) | 1973-06-07 |
| JPS4862736A (enExample) | 1973-09-01 |
| GB1411620A (en) | 1975-10-29 |
| BE792000A (fr) | 1973-03-16 |
| BR7208321D0 (pt) | 1973-09-13 |
| US3755215A (en) | 1973-08-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| OGA | New person/name/address of the applicant | ||
| 8125 | Change of the main classification |
Ipc: C07C119/048 |
|
| D2 | Grant after examination | ||
| 8339 | Ceased/non-payment of the annual fee |