EP2569348A1 - Procédé pour la mise en uvre de processus de polymérisation - Google Patents
Procédé pour la mise en uvre de processus de polymérisationInfo
- Publication number
- EP2569348A1 EP2569348A1 EP11724536A EP11724536A EP2569348A1 EP 2569348 A1 EP2569348 A1 EP 2569348A1 EP 11724536 A EP11724536 A EP 11724536A EP 11724536 A EP11724536 A EP 11724536A EP 2569348 A1 EP2569348 A1 EP 2569348A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- monomer
- substance
- stage
- removal
- stripping
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims abstract description 33
- 239000000178 monomer Substances 0.000 claims abstract description 31
- 239000000126 substance Substances 0.000 claims abstract description 24
- 238000006243 chemical reaction Methods 0.000 claims abstract description 14
- 229920000642 polymer Polymers 0.000 claims abstract description 13
- 239000000047 product Substances 0.000 claims abstract description 8
- 239000011541 reaction mixture Substances 0.000 claims abstract description 7
- 238000000926 separation method Methods 0.000 claims abstract description 5
- 239000002904 solvent Substances 0.000 claims abstract description 5
- 239000000654 additive Substances 0.000 claims abstract description 4
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 4
- -1 oligomers Substances 0.000 claims abstract description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 13
- 238000006116 polymerization reaction Methods 0.000 claims description 13
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 238000007872 degassing Methods 0.000 claims description 4
- 239000002826 coolant Substances 0.000 claims description 2
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 claims 1
- 238000007730 finishing process Methods 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 238000001556 precipitation Methods 0.000 claims 1
- 229920000728 polyester Polymers 0.000 description 8
- 238000005516 engineering process Methods 0.000 description 7
- 229920000747 poly(lactic acid) Polymers 0.000 description 7
- 229920001971 elastomer Polymers 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 238000007306 functionalization reaction Methods 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- JJTUDXZGHPGLLC-UHFFFAOYSA-N lactide Chemical compound CC1OC(=O)C(C)OC1=O JJTUDXZGHPGLLC-UHFFFAOYSA-N 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/88—Post-polymerisation treatment
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F6/00—Post-polymerisation treatments
- C08F6/001—Removal of residual monomers by physical means
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
- C08G63/08—Lactones or lactides
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/88—Post-polymerisation treatment
- C08G63/90—Purification; Drying
Definitions
- the invention relates to a process for carrying out polymerization processes, wherein in a first stage a (co) polymerization of monomer (s) and in a second stage, a separation of product and monomers, oligomers, reaction products and additives or solvents takes place.
- PLA polylactide
- PET polyester
- the task is to use a preferably two-stage process of the o.g. To develop type in which the polymerization and in particular a devolatilization or Finishen are optimally performed overall.
- a substance is added to the reaction mixture, by means of which a stripping and / or a temperature influence takes place, whereby the reaction equilibrium is shifted towards the polymers, whereby the reaction rate to the monomer is slowed down.
- a substance is added to the reaction mixture, by which a stopping and, as a second function, a stripping and / or a temperature influencing takes place.
- the polymerization of the PLA is an equilibrium reaction which can be brought to fantastic conversions of from 90% to 100%, typically 91% -95%, for example 93%, using the inventive technology (existing technologies stop at 50 to 80% conversion).
- a finishing step has to be done.
- demonomerization France was previously assumed by a very low vacuum (1 mbar (abs)), yet the required 2000 ppm could not or only with difficulty be achieved.
- ethylene glycol Due to the boiling range of 157 ° C at 250 mbar, 177 ° C at 500 mbar and 198 ° C at atmospheric pressure, ethylene glycol is perfect for a product temperature of approx. 190 ° C (+/- 10K) to hold during finishing. But other higher alcohols C & to Cio, such as octanol, may be suitable.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
- Polyethers (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Abstract
L'invention concerne un procédé pour la mise en œuvre de processus de polymérisation. Lors d'une première étape a lieu une (co-) polymérisation d'un ou de plusieurs monomères et lors d'une seconde étape a lieu une séparation du produit et des monomères, des oligomères, des produits de réaction ainsi que des additifs ou des solvants. Avant et/ou lors de la seconde étape, c'est-à-dire à la fin, une substance doit être ajoutée au mélange réactionnel, grâce à laquelle un entraînement et/ou une influence de la température se produit, ce qui permet de déplacer l'équilibre réactionnel vers les polymères, la vitesse de réaction vers le monomère étant ralentie. Une seconde possibilité prévoit que, avant et/ou lors de la seconde étape, c'est-à-dire à la fin, une substance est ajoutée au mélange réactionnel, grâce à laquelle un arrêt et en tant que seconde fonction un entraînement et/ou une influence de la température se produisent.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102010016953 | 2010-05-14 | ||
| DE102010017218A DE102010017218A1 (de) | 2010-05-14 | 2010-06-02 | Verfahren zur Durchführung von Polymerisationsprozessen |
| PCT/EP2011/002358 WO2011141176A1 (fr) | 2010-05-14 | 2011-05-12 | Procédé pour la mise en œuvre de processus de polymérisation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2569348A1 true EP2569348A1 (fr) | 2013-03-20 |
Family
ID=44859511
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP11724536A Withdrawn EP2569348A1 (fr) | 2010-05-14 | 2011-05-12 | Procédé pour la mise en uvre de processus de polymérisation |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20130116399A1 (fr) |
| EP (1) | EP2569348A1 (fr) |
| JP (1) | JP2013526641A (fr) |
| KR (1) | KR20130118216A (fr) |
| CN (1) | CN102933636B (fr) |
| BR (1) | BR112012029022A2 (fr) |
| CA (1) | CA2798429A1 (fr) |
| DE (1) | DE102010017218A1 (fr) |
| SG (1) | SG185533A1 (fr) |
| WO (1) | WO2011141176A1 (fr) |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL194039A (fr) * | 1954-10-20 | |||
| US3259555A (en) * | 1962-04-13 | 1966-07-05 | Du Pont | Stripping monomers from solutions of polymers |
| US3816379A (en) * | 1971-07-26 | 1974-06-11 | Exxon Research Engineering Co | Monomer and solvent recovery in polymerization processes |
| JP3439304B2 (ja) * | 1996-08-06 | 2003-08-25 | 株式会社島津製作所 | 生分解性ポリエステルの製造方法 |
| US6114495A (en) * | 1998-04-01 | 2000-09-05 | Cargill Incorporated | Lactic acid residue containing polymer composition and product having improved stability, and method for preparation and use thereof |
| EP1078936B1 (fr) * | 1999-08-27 | 2004-11-10 | Rohm And Haas Company | Procédé pour le dégazage de dispersions ou solutions polymères |
| DE10303167B4 (de) | 2003-01-27 | 2006-01-12 | List Holding Ag | Verfahren zur kontinuierlichen Phasenumwandlung eines Produktes |
| DE10306613B4 (de) | 2003-02-14 | 2007-03-01 | List Holding Ag | Verfahren zur Durchführung einer Massepolymerisation |
| DE102005001802A1 (de) * | 2004-09-30 | 2006-04-06 | List Holding Ag | Verfahren zur kontinuierlichen Durchführung von Polymerisationsprozessen |
| JP4947956B2 (ja) * | 2005-11-07 | 2012-06-06 | 株式会社日立プラントテクノロジー | 未反応モノマーを除去する方法および装置 |
| EP2058351A1 (fr) * | 2006-08-08 | 2009-05-13 | Teijin Engineering Ltd | Poly(acide lactique) et procédé servant à produire celui-ci |
| JP2008069271A (ja) * | 2006-09-14 | 2008-03-27 | Teijin Ltd | ポリラクチドの製造方法 |
-
2010
- 2010-06-02 DE DE102010017218A patent/DE102010017218A1/de not_active Withdrawn
-
2011
- 2011-05-12 JP JP2013510515A patent/JP2013526641A/ja active Pending
- 2011-05-12 KR KR1020127032809A patent/KR20130118216A/ko not_active Withdrawn
- 2011-05-12 WO PCT/EP2011/002358 patent/WO2011141176A1/fr not_active Ceased
- 2011-05-12 CN CN201180023868.8A patent/CN102933636B/zh not_active Expired - Fee Related
- 2011-05-12 US US13/697,979 patent/US20130116399A1/en not_active Abandoned
- 2011-05-12 EP EP11724536A patent/EP2569348A1/fr not_active Withdrawn
- 2011-05-12 BR BR112012029022A patent/BR112012029022A2/pt not_active IP Right Cessation
- 2011-05-12 CA CA2798429A patent/CA2798429A1/fr not_active Abandoned
- 2011-05-12 SG SG2012083309A patent/SG185533A1/en unknown
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2011141176A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2013526641A (ja) | 2013-06-24 |
| RU2012145981A (ru) | 2014-06-20 |
| CA2798429A1 (fr) | 2011-11-17 |
| WO2011141176A1 (fr) | 2011-11-17 |
| US20130116399A1 (en) | 2013-05-09 |
| SG185533A1 (en) | 2012-12-28 |
| DE102010017218A1 (de) | 2011-11-17 |
| KR20130118216A (ko) | 2013-10-29 |
| CN102933636A (zh) | 2013-02-13 |
| CN102933636B (zh) | 2016-01-20 |
| BR112012029022A2 (pt) | 2016-08-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| 17P | Request for examination filed |
Effective date: 20121214 |
|
| AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
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| DAX | Request for extension of the european patent (deleted) | ||
| 17Q | First examination report despatched |
Effective date: 20150428 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
| 18D | Application deemed to be withdrawn |
Effective date: 20160614 |