SE520970C2 - Förfarande vid utvinning av trimethylolpropantriallyleter eller -diallyleter - Google Patents
Förfarande vid utvinning av trimethylolpropantriallyleter eller -diallyleterInfo
- Publication number
- SE520970C2 SE520970C2 SE9803315A SE9803315A SE520970C2 SE 520970 C2 SE520970 C2 SE 520970C2 SE 9803315 A SE9803315 A SE 9803315A SE 9803315 A SE9803315 A SE 9803315A SE 520970 C2 SE520970 C2 SE 520970C2
- Authority
- SE
- Sweden
- Prior art keywords
- trimethylolpropane
- process according
- mixture
- ethers
- ether
- Prior art date
Links
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 title claims abstract description 31
- 238000000034 method Methods 0.000 title claims abstract description 21
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title claims abstract description 18
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 title abstract description 3
- 238000011084 recovery Methods 0.000 title abstract description 3
- 239000000203 mixture Substances 0.000 claims abstract description 29
- 238000004821 distillation Methods 0.000 claims abstract description 28
- JQRRFDWXQOQICD-UHFFFAOYSA-N biphenylen-1-ylboronic acid Chemical compound C12=CC=CC=C2C2=C1C=CC=C2B(O)O JQRRFDWXQOQICD-UHFFFAOYSA-N 0.000 claims abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 3
- 150000002170 ethers Chemical class 0.000 claims description 19
- -1 trimethylolpropane diallyl ethers Chemical class 0.000 claims description 18
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 claims description 8
- 239000006227 byproduct Substances 0.000 claims description 5
- NDJKXXJCMXVBJW-UHFFFAOYSA-N heptadecane Chemical compound CCCCCCCCCCCCCCCCC NDJKXXJCMXVBJW-UHFFFAOYSA-N 0.000 claims description 4
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 3
- KAOCEWTZJVIHHP-UHFFFAOYSA-N 4-hydroxy-2,2-bis(hydroxymethyl)-3-oxobutanal Chemical compound OCC(=O)C(CO)(CO)C=O KAOCEWTZJVIHHP-UHFFFAOYSA-N 0.000 claims description 2
- 238000000998 batch distillation Methods 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 238000001944 continuous distillation Methods 0.000 claims description 2
- 229940038384 octadecane Drugs 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 7
- 238000000605 extraction Methods 0.000 description 6
- 150000001298 alcohols Chemical class 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- 239000000539 dimer Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000013638 trimer Substances 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical class CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 238000005937 allylation reaction Methods 0.000 description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 2
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 1
- FLTJDUOFAQWHDF-UHFFFAOYSA-N 2,2-dimethylhexane Chemical compound CCCCC(C)(C)C FLTJDUOFAQWHDF-UHFFFAOYSA-N 0.000 description 1
- SZSSMFVYZRQGIM-UHFFFAOYSA-N 2-(hydroxymethyl)-2-propylpropane-1,3-diol Chemical compound CCCC(CO)(CO)CO SZSSMFVYZRQGIM-UHFFFAOYSA-N 0.000 description 1
- XATIZWAWQAIMQJ-UHFFFAOYSA-N 3,3-diethylheptane Chemical compound CCCCC(CC)(CC)CC XATIZWAWQAIMQJ-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 235000020030 perry Nutrition 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical class OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical class O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/34—Separation; Purification; Stabilisation; Use of additives
- C07C41/40—Separation; Purification; Stabilisation; Use of additives by change of physical state, e.g. by crystallisation
- C07C41/42—Separation; Purification; Stabilisation; Use of additives by change of physical state, e.g. by crystallisation by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9803315A SE520970C2 (sv) | 1998-09-30 | 1998-09-30 | Förfarande vid utvinning av trimethylolpropantriallyleter eller -diallyleter |
| PCT/SE1999/001711 WO2000018713A1 (en) | 1998-09-30 | 1999-09-28 | Method in recovery of trimethylolpropane triallyl or diallyl ether |
| AT99954565T ATE245618T1 (de) | 1998-09-30 | 1999-09-28 | Verfahren zur rückgewinnung von trimethylolpropan-triallyl- oder -diallyl-ether |
| AU10883/00A AU1088300A (en) | 1998-09-30 | 1999-09-28 | Method in recovery of trimethylolpropane triallyl or diallyl ether |
| JP2000572176A JP3782304B2 (ja) | 1998-09-30 | 1999-09-28 | トリメチロールプロパントリアリルエーテルまたはトリメチロールプロパンジアリルエーテルの回収方法 |
| DE69909809T DE69909809T2 (de) | 1998-09-30 | 1999-09-28 | Verfahren zur rückgewinnung von trimethylolpropan-triallyl- oder -diallyl-ether |
| EP99954565A EP1119537B1 (de) | 1998-09-30 | 1999-09-28 | Verfahren zur rückgewinnung von trimethylolpropan-triallyl- oder -diallyl-ether |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9803315A SE520970C2 (sv) | 1998-09-30 | 1998-09-30 | Förfarande vid utvinning av trimethylolpropantriallyleter eller -diallyleter |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| SE9803315D0 SE9803315D0 (sv) | 1998-09-30 |
| SE9803315L SE9803315L (sv) | 2000-03-31 |
| SE520970C2 true SE520970C2 (sv) | 2003-09-16 |
Family
ID=20412771
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE9803315A SE520970C2 (sv) | 1998-09-30 | 1998-09-30 | Förfarande vid utvinning av trimethylolpropantriallyleter eller -diallyleter |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP1119537B1 (de) |
| JP (1) | JP3782304B2 (de) |
| AT (1) | ATE245618T1 (de) |
| AU (1) | AU1088300A (de) |
| DE (1) | DE69909809T2 (de) |
| SE (1) | SE520970C2 (de) |
| WO (1) | WO2000018713A1 (de) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2755259A1 (de) | 2013-01-10 | 2014-07-16 | Belenos Clean Power Holding AG | Selbst zusammengestellter Verbundstoff aus Grafenoxid und H4V3O8 |
| JP6210515B2 (ja) * | 2014-06-16 | 2017-10-11 | 株式会社オメガ | 有機物質含浸食塩の処理方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2437789C3 (de) * | 1974-08-06 | 1980-03-20 | Bayer Ag, 5090 Leverkusen | Verfahren zur kontinuierlichen Herstellung von Trimethylolalkanallyläthern |
-
1998
- 1998-09-30 SE SE9803315A patent/SE520970C2/sv not_active IP Right Cessation
-
1999
- 1999-09-28 EP EP99954565A patent/EP1119537B1/de not_active Expired - Lifetime
- 1999-09-28 DE DE69909809T patent/DE69909809T2/de not_active Expired - Fee Related
- 1999-09-28 WO PCT/SE1999/001711 patent/WO2000018713A1/en not_active Ceased
- 1999-09-28 JP JP2000572176A patent/JP3782304B2/ja not_active Expired - Fee Related
- 1999-09-28 AU AU10883/00A patent/AU1088300A/en not_active Abandoned
- 1999-09-28 AT AT99954565T patent/ATE245618T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| SE9803315L (sv) | 2000-03-31 |
| WO2000018713A1 (en) | 2000-04-06 |
| JP3782304B2 (ja) | 2006-06-07 |
| SE9803315D0 (sv) | 1998-09-30 |
| EP1119537B1 (de) | 2003-07-23 |
| AU1088300A (en) | 2000-04-17 |
| ATE245618T1 (de) | 2003-08-15 |
| DE69909809D1 (de) | 2003-08-28 |
| DE69909809T2 (de) | 2004-06-17 |
| EP1119537A1 (de) | 2001-08-01 |
| JP2002525343A (ja) | 2002-08-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NUG | Patent has lapsed |