JPH033652B2 - - Google Patents
Info
- Publication number
- JPH033652B2 JPH033652B2 JP8153382A JP8153382A JPH033652B2 JP H033652 B2 JPH033652 B2 JP H033652B2 JP 8153382 A JP8153382 A JP 8153382A JP 8153382 A JP8153382 A JP 8153382A JP H033652 B2 JPH033652 B2 JP H033652B2
- Authority
- JP
- Japan
- Prior art keywords
- carbonate
- soda
- hydrolysis reaction
- reaction
- calcium hydroxide
- 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
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 102
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 76
- 238000006243 chemical reaction Methods 0.000 claims description 49
- 238000006460 hydrolysis reaction Methods 0.000 claims description 46
- 238000004821 distillation Methods 0.000 claims description 41
- 150000001412 amines Chemical class 0.000 claims description 39
- 239000012948 isocyanate Substances 0.000 claims description 38
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 37
- 239000000920 calcium hydroxide Substances 0.000 claims description 37
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 37
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 35
- 238000000034 method Methods 0.000 claims description 35
- 239000007788 liquid Substances 0.000 claims description 34
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 34
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 23
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 22
- 238000000926 separation method Methods 0.000 claims description 22
- -1 amine compound Chemical class 0.000 claims description 21
- 230000005484 gravity Effects 0.000 claims description 17
- 239000002994 raw material Substances 0.000 claims description 17
- 239000001569 carbon dioxide Substances 0.000 claims description 14
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 14
- 230000007062 hydrolysis Effects 0.000 claims description 12
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 11
- 239000011575 calcium Substances 0.000 claims description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims description 3
- 239000000292 calcium oxide Substances 0.000 claims description 3
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 3
- 238000004064 recycling Methods 0.000 claims description 3
- 239000010410 layer Substances 0.000 claims 5
- 239000012044 organic layer Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
- 235000011116 calcium hydroxide Nutrition 0.000 description 31
- 150000002513 isocyanates Chemical class 0.000 description 26
- 239000000243 solution Substances 0.000 description 19
- 239000003513 alkali Substances 0.000 description 10
- 239000012530 fluid Substances 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 7
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 5
- 239000003518 caustics Substances 0.000 description 5
- 239000006227 byproduct Substances 0.000 description 4
- 239000012295 chemical reaction liquid Substances 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000011084 recovery Methods 0.000 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 description 3
- 239000004202 carbamide Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000006114 decarboxylation reaction Methods 0.000 description 2
- 238000006298 dechlorination reaction Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-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
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000002440 industrial waste Substances 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8153382A JPS58201751A (ja) | 1982-05-17 | 1982-05-17 | アミン化合物を回収する方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8153382A JPS58201751A (ja) | 1982-05-17 | 1982-05-17 | アミン化合物を回収する方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58201751A JPS58201751A (ja) | 1983-11-24 |
| JPH033652B2 true JPH033652B2 (it) | 1991-01-21 |
Family
ID=13748945
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8153382A Granted JPS58201751A (ja) | 1982-05-17 | 1982-05-17 | アミン化合物を回収する方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58201751A (it) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69828498T2 (de) * | 1997-02-05 | 2006-01-19 | Kabushiki Kaisha Kobe Seiko Sho, Kobe | Apparat und verfahren zum hydrolysieren und zum recycling von isocyanatverbindungen |
| DE19827086A1 (de) * | 1998-06-18 | 1999-12-23 | Basf Ag | Verfahren zur Aufarbeitung von Destillationsrückständen aus der Synthese von Toluylendiisocyanat |
| KR100578607B1 (ko) * | 2003-06-09 | 2006-05-10 | 한화석유화학 주식회사 | 톨루엔디이소시아네이트 제조공정에서 배출되는 고비점 타르 잔류물로부터 톨루엔디아민을 회수하는 방법 |
| DE102007020444A1 (de) | 2007-04-27 | 2008-11-06 | Bayer Materialscience Ag | Verfahren zur Oxidation eines Chlorwasserstoffenthaltenden Gasgemisches |
| US8440856B2 (en) | 2008-04-14 | 2013-05-14 | Basf Se | Method for treating residues from the production of isocyanates |
| CN102633651B (zh) | 2011-01-27 | 2013-10-02 | 沧州丰源环保科技有限公司 | 从甲苯二异氰酸酯合成过程排放的焦油废渣回收甲苯二胺 |
| BR112020012743B1 (pt) * | 2017-12-27 | 2023-05-09 | Asahi Kasei Kabushiki Kaisha | Método de coleta de um composto |
| CN110511132A (zh) * | 2019-09-20 | 2019-11-29 | 兰州理工大学 | 一种用白云石作为催化剂的tdi残渣水解方法 |
| CN113387814B (zh) * | 2021-06-11 | 2023-06-13 | 兰州理工大学 | 一种以菱镁矿石和氢氧化钠为混合处理剂的tdi残渣水解方法 |
-
1982
- 1982-05-17 JP JP8153382A patent/JPS58201751A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58201751A (ja) | 1983-11-24 |
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