NO130767B - - Google Patents
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- Publication number
- NO130767B NO130767B NO38970A NO38970A NO130767B NO 130767 B NO130767 B NO 130767B NO 38970 A NO38970 A NO 38970A NO 38970 A NO38970 A NO 38970A NO 130767 B NO130767 B NO 130767B
- Authority
- NO
- Norway
- Prior art keywords
- reaction mixture
- aniline
- temperature
- zone
- formaldehyde
- Prior art date
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 122
- 239000011541 reaction mixture Substances 0.000 claims description 78
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 68
- 238000006243 chemical reaction Methods 0.000 claims description 47
- 238000000034 method Methods 0.000 claims description 44
- 238000001816 cooling Methods 0.000 claims description 33
- 238000002156 mixing Methods 0.000 claims description 31
- 229920000768 polyamine Polymers 0.000 claims description 29
- 239000000203 mixture Substances 0.000 claims description 28
- OHKOAJUTRVTYSW-UHFFFAOYSA-N 2-[(2-aminophenyl)methyl]aniline Chemical compound NC1=CC=CC=C1CC1=CC=CC=C1N OHKOAJUTRVTYSW-UHFFFAOYSA-N 0.000 claims description 22
- MMCPOSDMTGQNKG-UHFFFAOYSA-N anilinium chloride Chemical compound Cl.NC1=CC=CC=C1 MMCPOSDMTGQNKG-UHFFFAOYSA-N 0.000 claims description 22
- 239000007864 aqueous solution Substances 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 238000010924 continuous production Methods 0.000 claims description 8
- 239000008098 formaldehyde solution Substances 0.000 claims description 5
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 4
- 239000011343 solid material Substances 0.000 claims description 4
- MMCPOSDMTGQNKG-UJZMCJRSSA-N aniline;hydrochloride Chemical compound Cl.N[14C]1=[14CH][14CH]=[14CH][14CH]=[14CH]1 MMCPOSDMTGQNKG-UJZMCJRSSA-N 0.000 claims description 2
- 239000002893 slag Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 23
- 238000004519 manufacturing process Methods 0.000 description 13
- 239000000047 product Substances 0.000 description 12
- 239000000463 material Substances 0.000 description 8
- 230000001105 regulatory effect Effects 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 239000002002 slurry Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 150000004985 diamines Chemical class 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 6
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 5
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 5
- 238000002347 injection Methods 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
- 229920001228 polyisocyanate Polymers 0.000 description 5
- 239000005056 polyisocyanate Substances 0.000 description 5
- -1 polymethylene Polymers 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 238000013461 design Methods 0.000 description 4
- 239000012467 final product Substances 0.000 description 4
- 210000003127 knee Anatomy 0.000 description 4
- 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 3
- 239000004952 Polyamide Substances 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- 230000033228 biological regulation Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000011437 continuous method Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229920006306 polyurethane fiber Polymers 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000002699 waste material 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
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/04—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
- C08G12/06—Amines
- C08G12/08—Amines aromatic
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US86769069A | 1969-10-20 | 1969-10-20 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO130767B true NO130767B (zh) | 1974-10-28 |
| NO130767C NO130767C (zh) | 1975-02-05 |
Family
ID=25350293
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO38970A NO130767C (zh) | 1969-10-20 | 1970-02-03 |
Country Status (11)
| Country | Link |
|---|---|
| BE (1) | BE757739A (zh) |
| DE (1) | DE2049707C3 (zh) |
| DK (1) | DK135573B (zh) |
| ES (1) | ES384268A1 (zh) |
| FR (1) | FR2065779A5 (zh) |
| GB (1) | GB1291908A (zh) |
| LU (1) | LU60438A1 (zh) |
| NL (1) | NL7013990A (zh) |
| NO (1) | NO130767C (zh) |
| SE (1) | SE372518B (zh) |
| SU (1) | SU663312A3 (zh) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2356828C2 (de) * | 1973-11-14 | 1982-10-21 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Polyaminen und ihre Verwendung als Ausgangsmaterial zur Herstellung von Polyisocyanaten |
-
0
- BE BE757739D patent/BE757739A/xx not_active IP Right Cessation
-
1970
- 1970-02-03 NO NO38970A patent/NO130767C/no unknown
- 1970-02-11 DK DK67270A patent/DK135573B/da not_active IP Right Cessation
- 1970-03-02 FR FR7007444A patent/FR2065779A5/fr not_active Expired
- 1970-03-02 LU LU60438D patent/LU60438A1/xx unknown
- 1970-09-08 GB GB4296970A patent/GB1291908A/en not_active Expired
- 1970-09-22 NL NL7013990A patent/NL7013990A/xx unknown
- 1970-10-05 ES ES384268A patent/ES384268A1/es not_active Expired
- 1970-10-06 SU SU701483408A patent/SU663312A3/ru active
- 1970-10-09 DE DE19702049707 patent/DE2049707C3/de not_active Expired
- 1970-10-19 SE SE1409570A patent/SE372518B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO130767C (zh) | 1975-02-05 |
| NL7013990A (zh) | 1971-04-22 |
| LU60438A1 (zh) | 1971-11-08 |
| SU663312A3 (ru) | 1979-05-15 |
| FR2065779A5 (zh) | 1971-08-06 |
| ES384268A1 (es) | 1973-01-16 |
| DK135573C (zh) | 1977-10-31 |
| DK135573B (da) | 1977-05-23 |
| DE2049707C3 (de) | 1979-09-27 |
| GB1291908A (en) | 1972-10-04 |
| DE2049707A1 (de) | 1971-06-03 |
| BE757739A (fr) | 1971-04-20 |
| DE2049707B2 (de) | 1979-02-01 |
| SE372518B (zh) | 1974-12-23 |
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