JPH0563489B2 - - Google Patents
Info
- Publication number
- JPH0563489B2 JPH0563489B2 JP63151352A JP15135288A JPH0563489B2 JP H0563489 B2 JPH0563489 B2 JP H0563489B2 JP 63151352 A JP63151352 A JP 63151352A JP 15135288 A JP15135288 A JP 15135288A JP H0563489 B2 JPH0563489 B2 JP H0563489B2
- Authority
- JP
- Japan
- Prior art keywords
- glycerin
- diglycerin
- polyglycerin
- alkali
- mixture
- 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 - Lifetime
Links
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 100
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 claims abstract description 53
- 235000011187 glycerol Nutrition 0.000 claims abstract description 49
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 45
- 239000000203 mixture Substances 0.000 claims abstract description 30
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims abstract description 19
- SSZWWUDQMAHNAQ-UHFFFAOYSA-N 3-chloropropane-1,2-diol Chemical compound OCC(O)CCl SSZWWUDQMAHNAQ-UHFFFAOYSA-N 0.000 claims abstract description 14
- 150000001768 cations Chemical class 0.000 claims abstract description 14
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 14
- 150000001450 anions Chemical class 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 9
- 229920000223 polyglycerol Polymers 0.000 claims abstract description 9
- 230000002378 acidificating effect Effects 0.000 claims abstract description 5
- 229940105990 diglycerin Drugs 0.000 claims description 48
- 238000000034 method Methods 0.000 claims description 26
- 150000002500 ions Chemical class 0.000 claims description 22
- 239000003513 alkali Substances 0.000 claims description 17
- 239000000463 material Substances 0.000 claims description 14
- 239000007789 gas Substances 0.000 claims description 12
- 238000004519 manufacturing process Methods 0.000 claims description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 6
- 238000011069 regeneration method Methods 0.000 claims description 6
- 229910001854 alkali hydroxide Inorganic materials 0.000 claims description 4
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 4
- 230000008929 regeneration Effects 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 3
- 238000004508 fractional distillation Methods 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 claims description 2
- 238000004438 BET method Methods 0.000 claims description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 2
- 238000005119 centrifugation Methods 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 150000001340 alkali metals Chemical class 0.000 abstract 2
- 150000002314 glycerols Chemical class 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- KMZHZAAOEWVPSE-UHFFFAOYSA-N 2,3-dihydroxypropyl acetate Chemical compound CC(=O)OCC(O)CO KMZHZAAOEWVPSE-UHFFFAOYSA-N 0.000 description 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000011033 desalting Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 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
-
- 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
- C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyethers (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19873721003 DE3721003C1 (en) | 1987-06-25 | 1987-06-25 | Process for the preparation of polyglycerols |
| DE3811826A DE3811826A1 (de) | 1987-06-25 | 1988-04-08 | Verfahren zur herstellung von polyglycerinen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6422922A JPS6422922A (en) | 1989-01-25 |
| JPH0563489B2 true JPH0563489B2 (OSRAM) | 1993-09-10 |
Family
ID=25856945
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63151352A Granted JPS6422922A (en) | 1987-06-25 | 1988-06-21 | Production of polyglycerine |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4973763A (OSRAM) |
| EP (1) | EP0296341B1 (OSRAM) |
| JP (1) | JPS6422922A (OSRAM) |
| DE (2) | DE3811826A1 (OSRAM) |
| ES (1) | ES2039009T3 (OSRAM) |
| GR (1) | GR3008143T3 (OSRAM) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3221892B2 (ja) * | 1991-09-20 | 2001-10-22 | 帝国ピストンリング株式会社 | ピストンリング及びその製造法 |
| DE4132171A1 (de) * | 1991-09-27 | 1993-04-01 | Solvay Werke Gmbh | Verfahren zur herstellung von diglycerin und/oder polyglycerin |
| DE4228147A1 (de) * | 1992-08-25 | 1994-03-03 | Solvay Fluor & Derivate | Verfahren und Vorrichtung zur Herstellung von Diglycerin |
| FR2701476B1 (fr) * | 1993-02-15 | 1995-04-21 | Inst Francais Du Petrole | Procédé de séparation d'un mélange de polyglycérols par voie chromatographique. |
| JP3350157B2 (ja) * | 1993-06-07 | 2002-11-25 | 帝国ピストンリング株式会社 | 摺動部材およびその製造方法 |
| JP2855419B2 (ja) * | 1995-12-19 | 1999-02-10 | 帝国ピストンリング株式会社 | 組合せオイルリングのスペーサエキスパンダおよび組合せオイルリング |
| US6723304B2 (en) | 2001-11-13 | 2004-04-20 | Noville, Inc. | Oral care compositions comprising diglycerol |
| US6770264B2 (en) * | 2001-11-13 | 2004-08-03 | Noville, Inc. | Chewing gum compositions comprising diglycerol |
| FR2862644B1 (fr) * | 2003-11-20 | 2007-01-12 | Solvay | Utilisation de ressources renouvelables |
| FR2868419B1 (fr) * | 2004-04-05 | 2008-08-08 | Solvay Sa Sa Belge | Procede de fabrication de dichloropropanol |
| ATE511498T1 (de) * | 2003-11-20 | 2011-06-15 | Solvay | Verfahren zur herstellung von dichlorpropanol aus glycerin und einem chlorinierungsmittel in anwesenheit von einem katalysator ausgewählt aus adipin- und glutarsaeure |
| EP1760060B1 (en) * | 2003-11-20 | 2015-01-14 | Solvay Sa | Process for producing dichloropropanol from glycerol |
| US7906690B2 (en) * | 2004-07-21 | 2011-03-15 | Dow Global Technologies Inc. | Batch, semi-continuous or continuous hydrochlorination of glycerin with reduced volatile chlorinated hydrocarbon by-products and chloracetone levels |
| US7910781B2 (en) * | 2004-07-21 | 2011-03-22 | Dow Global Technologies Llc | Process for the conversion of a crude glycerol, crude mixtures of naturally derived multihydroxylated aliphatic hydrocarbons or esters thereof to a chlorohydrin |
| CA2608720A1 (en) | 2005-05-20 | 2006-09-28 | Solvay (Societe Anonyme) | Method for making chlorohydrin in corrosion-resistant equipment |
| KR20080036553A (ko) | 2005-05-20 | 2008-04-28 | 솔베이(소시에떼아노님) | 폴리히드록실화 지방족 탄화수소 및 염소화제로부터 출발한에폭시드의 제조 방법 |
| JP5036989B2 (ja) * | 2005-09-01 | 2012-09-26 | 株式会社ダイセル | ポリグリセリンおよびその製造方法 |
| EA200801285A1 (ru) | 2005-11-08 | 2009-02-27 | Солвей (Сосьете Аноним) | Способ производства дихлорпропанола хлорированием глицерина |
| WO2007144335A1 (en) | 2006-06-14 | 2007-12-21 | Solvay (Societe Anonyme) | Crude glycerol-based product, process for its purification and its use in the manufacture of dichloropropanol |
| US7930651B2 (en) | 2007-01-18 | 2011-04-19 | Research In Motion Limited | Agenda display in an electronic device |
| FR2913421B1 (fr) | 2007-03-07 | 2009-05-15 | Solvay | Procede de fabrication de dichloropropanol. |
| FR2913684B1 (fr) | 2007-03-14 | 2012-09-14 | Solvay | Procede de fabrication de dichloropropanol |
| TW200911740A (en) | 2007-06-01 | 2009-03-16 | Solvay | Process for manufacturing a chlorohydrin |
| TW200911693A (en) | 2007-06-12 | 2009-03-16 | Solvay | Aqueous composition containing a salt, manufacturing process and use |
| TW200911773A (en) | 2007-06-12 | 2009-03-16 | Solvay | Epichlorohydrin, manufacturing process and use |
| FR2918058A1 (fr) * | 2007-06-28 | 2009-01-02 | Solvay | Produit a base de glycerol, procede pour sa purification et son utilisation dans la fabrication de dichloropropanol |
| CN101896262A (zh) | 2007-10-02 | 2010-11-24 | 索尔维公司 | 含硅的组合物用于改进容器的抗腐蚀性的用途 |
| FR2925045B1 (fr) | 2007-12-17 | 2012-02-24 | Solvay | Produit a base de glycerol, procede pour son obtention et son utilisation dans la fabrication de dichloropropanol |
| TWI478875B (zh) | 2008-01-31 | 2015-04-01 | Solvay | 使水性組成物中之有機物質降解之方法 |
| MX2010010851A (es) * | 2008-04-03 | 2010-11-12 | Solvay | Composicion que comprende glicerol, proceso para obtenerla, y su uso en la elaboracion de dicloropropanol. |
| FR2935968B1 (fr) | 2008-09-12 | 2010-09-10 | Solvay | Procede pour la purification de chlorure d'hydrogene |
| KR101067494B1 (ko) | 2008-12-31 | 2011-09-27 | 삼성정밀화학 주식회사 | 디클로로프로판올의 선택도가 향상된, 글리세롤을 사용하는디클로로프로판올의 제조방법 |
| US9309209B2 (en) | 2010-09-30 | 2016-04-12 | Solvay Sa | Derivative of epichlorohydrin of natural origin |
| WO2012123777A1 (en) * | 2011-03-17 | 2012-09-20 | University Of Ottawa | Methods for making polyglycerol |
| TWI547470B (zh) | 2015-12-18 | 2016-09-01 | 長春人造樹脂廠股份有限公司 | 製造二氯丙醇之方法 |
| WO2017200737A1 (en) | 2016-05-20 | 2017-11-23 | Stepan Company | Polyetheramine compositions for laundry detergents |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE197309C (OSRAM) * | ||||
| DE197308C (OSRAM) * | ||||
| US2520670A (en) * | 1946-10-24 | 1950-08-29 | Gen Mills Inc | Polyglycerols |
| DE2455327A1 (de) * | 1973-11-30 | 1975-06-12 | Procter & Gamble | Verfahren zur herstellung von polyglycerin |
| DE3410520A1 (de) * | 1984-03-22 | 1985-09-26 | Deutsche Solvay-Werke Gmbh, 5650 Solingen | Verfahren zur herstellung von polyglycerinen durch reinigung und trennung einer waessrigen loesung eines polyglycerinhaltigen produktes |
-
1988
- 1988-04-08 DE DE3811826A patent/DE3811826A1/de not_active Withdrawn
- 1988-05-06 ES ES198888107269T patent/ES2039009T3/es not_active Expired - Lifetime
- 1988-05-06 DE DE8888107269T patent/DE3879288D1/de not_active Expired - Fee Related
- 1988-05-06 EP EP88107269A patent/EP0296341B1/de not_active Expired - Lifetime
- 1988-06-21 JP JP63151352A patent/JPS6422922A/ja active Granted
-
1989
- 1989-09-05 US US07/403,831 patent/US4973763A/en not_active Expired - Lifetime
-
1993
- 1993-06-15 GR GR920403234T patent/GR3008143T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US4973763A (en) | 1990-11-27 |
| ES2039009T3 (es) | 1993-08-16 |
| EP0296341B1 (de) | 1993-03-17 |
| EP0296341A3 (en) | 1990-06-13 |
| DE3811826A1 (de) | 1989-10-19 |
| GR3008143T3 (OSRAM) | 1993-09-30 |
| JPS6422922A (en) | 1989-01-25 |
| DE3879288D1 (de) | 1993-04-22 |
| EP0296341A2 (de) | 1988-12-28 |
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