DE2425658A1 - Polyisocyanate - Google Patents
PolyisocyanateInfo
- Publication number
- DE2425658A1 DE2425658A1 DE19742425658 DE2425658A DE2425658A1 DE 2425658 A1 DE2425658 A1 DE 2425658A1 DE 19742425658 DE19742425658 DE 19742425658 DE 2425658 A DE2425658 A DE 2425658A DE 2425658 A1 DE2425658 A1 DE 2425658A1
- Authority
- DE
- Germany
- Prior art keywords
- product
- mixture
- diphenylmethane diisocyanate
- aniline
- formaldehyde
- 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.)
- Ceased
Links
- 229920001228 polyisocyanate Polymers 0.000 title claims description 21
- 239000005056 polyisocyanate Substances 0.000 title claims description 21
- 239000000203 mixture Substances 0.000 claims description 38
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 30
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 26
- 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 19
- 238000000034 method Methods 0.000 claims description 16
- 238000004821 distillation Methods 0.000 claims description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- 238000002425 crystallisation Methods 0.000 claims description 10
- 230000008025 crystallization Effects 0.000 claims description 10
- 229920000768 polyamine Polymers 0.000 claims description 10
- 238000009833 condensation Methods 0.000 claims description 9
- 230000005494 condensation Effects 0.000 claims description 9
- 229920006389 polyphenyl polymer Polymers 0.000 claims description 9
- 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 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 6
- 150000002513 isocyanates Chemical class 0.000 claims description 6
- 239000012452 mother liquor Substances 0.000 claims description 6
- 125000005442 diisocyanate group Chemical group 0.000 claims description 5
- 239000010408 film Substances 0.000 claims description 5
- 239000010409 thin film Substances 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 4
- 239000011552 falling film Substances 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 230000000630 rising effect Effects 0.000 claims description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims 1
- 239000000047 product Substances 0.000 description 34
- 239000000463 material Substances 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000013078 crystal Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000539 dimer Substances 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 229920005830 Polyurethane Foam Polymers 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000011496 polyurethane foam Substances 0.000 description 2
- -1 product III Chemical compound 0.000 description 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- BWLKKFSDKDJGDZ-UHFFFAOYSA-N [isocyanato(phenyl)methyl]benzene Chemical compound C=1C=CC=CC=1C(N=C=O)C1=CC=CC=C1 BWLKKFSDKDJGDZ-UHFFFAOYSA-N 0.000 description 1
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 150000004985 diamines Chemical class 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
- 239000000835 fiber Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- 229920006306 polyurethane fiber Polymers 0.000 description 1
- 150000003141 primary amines Chemical group 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000010583 slow cooling Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C263/00—Preparation of derivatives of isocyanic acid
- C07C263/18—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C263/00—Preparation of derivatives of isocyanic acid
- C07C263/18—Separation; Purification; Stabilisation; Use of additives
- C07C263/20—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2537073A GB1417087A (en) | 1973-05-29 | 1973-05-29 | Polyisocyanates |
Publications (1)
Publication Number | Publication Date |
---|---|
DE2425658A1 true DE2425658A1 (de) | 1974-12-19 |
Family
ID=10226582
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19742425658 Ceased DE2425658A1 (de) | 1973-05-29 | 1974-05-28 | Polyisocyanate |
Country Status (10)
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4287132A (en) | 1980-09-29 | 1981-09-01 | Atlantic Richfield Company | Preparation of polyisocyanates from polycarbamates |
EP1475367A1 (de) * | 2003-05-08 | 2004-11-10 | Bayer MaterialScience AG | Verfahren zur Destillation eines Gemisches isomerer Diisocyanatodiphenylmethane |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1483957A (en) * | 1975-05-19 | 1977-08-24 | Ici Ltd | Diphenylmethane diisocyanate compositions |
US4055548A (en) * | 1976-09-17 | 1977-10-25 | The Upjohn Company | Storage-stable liquid polyisocyanate composition |
DE2815554A1 (de) | 1978-04-11 | 1979-10-25 | Basf Ag | Schwerentflammbare polyurethan-weichschaumstoffe |
US4237240A (en) | 1979-04-09 | 1980-12-02 | Basf Aktiengesellschaft | Process for the manufacture of flexible polyurethane foams with high load-bearing and high energy-absorption capacity |
JP2660588B2 (ja) * | 1989-11-30 | 1997-10-08 | 日本ポリウレタン工業株式会社 | 軟質ポリウレタン発泡体の製造方法 |
JP2875877B2 (ja) * | 1990-10-23 | 1999-03-31 | 三井化学株式会社 | メチレン架橋ポリフェニレンポリイソシアネートの製造方法 |
DE4200236A1 (de) * | 1992-01-08 | 1993-07-15 | Bayer Ag | Verfahren zur isolierung von polyisocyanat-isomeren aus polyisocyanatgemischen |
ATE348120T1 (de) * | 2003-09-24 | 2007-01-15 | Basf Ag | Monomerarmes gemisch, enthaltend polymeres mdi |
JP5590570B2 (ja) * | 2008-10-06 | 2014-09-17 | ハンツマン・インターナショナル・エルエルシー | ジフェニルメタン系ジイソシアネート異性体の異なる混合物を同時に製造する方法 |
EP3498689A1 (en) * | 2017-12-14 | 2019-06-19 | Sulzer Chemtech AG | A plant and method for purifying an isomeric monomer, such as 4,4'-methylene diphenyl diisocyanate, from a crude mixture |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2105193C3 (de) * | 1971-02-04 | 1981-07-09 | Chemie-Anlagenbau Bischofsheim GmbH, 4500 Osnabrück | Verfahren zur Trennung eines organischen Polyisocyanatgemisches |
-
1973
- 1973-05-29 GB GB2537073A patent/GB1417087A/en not_active Expired
-
1974
- 1974-05-17 IT IT2290574A patent/IT1012607B/it active
- 1974-05-22 NL NL7406894A patent/NL7406894A/xx not_active Application Discontinuation
- 1974-05-23 AR AR25388474A patent/AR202214A1/es active
- 1974-05-24 BE BE144742A patent/BE815525A/xx unknown
- 1974-05-27 BR BR430474A patent/BR7404304D0/pt unknown
- 1974-05-28 JP JP49060178A patent/JPS5826337B2/ja not_active Expired
- 1974-05-28 FR FR7418421A patent/FR2231709B1/fr not_active Expired
- 1974-05-28 DE DE19742425658 patent/DE2425658A1/de not_active Ceased
- 1974-05-29 ES ES426730A patent/ES426730A1/es not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4287132A (en) | 1980-09-29 | 1981-09-01 | Atlantic Richfield Company | Preparation of polyisocyanates from polycarbamates |
EP1475367A1 (de) * | 2003-05-08 | 2004-11-10 | Bayer MaterialScience AG | Verfahren zur Destillation eines Gemisches isomerer Diisocyanatodiphenylmethane |
Also Published As
Publication number | Publication date |
---|---|
GB1417087A (en) | 1975-12-10 |
BR7404304D0 (pt) | 1975-09-30 |
AR202214A1 (es) | 1975-05-23 |
IT1012607B (it) | 1977-03-10 |
JPS5826337B2 (ja) | 1983-06-02 |
BE815525A (fr) | 1974-11-25 |
JPS5035142A (enrdf_load_stackoverflow) | 1975-04-03 |
FR2231709A1 (enrdf_load_stackoverflow) | 1974-12-27 |
FR2231709B1 (enrdf_load_stackoverflow) | 1978-01-20 |
ES426730A1 (es) | 1976-07-01 |
NL7406894A (enrdf_load_stackoverflow) | 1974-12-03 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8110 | Request for examination paragraph 44 | ||
8131 | Rejection |