FR2503167A1 - Procede de fabrication d'esthers de sucre et notamment de saccharose - Google Patents
Procede de fabrication d'esthers de sucre et notamment de saccharose Download PDFInfo
- Publication number
- FR2503167A1 FR2503167A1 FR8106839A FR8106839A FR2503167A1 FR 2503167 A1 FR2503167 A1 FR 2503167A1 FR 8106839 A FR8106839 A FR 8106839A FR 8106839 A FR8106839 A FR 8106839A FR 2503167 A1 FR2503167 A1 FR 2503167A1
- Authority
- FR
- France
- Prior art keywords
- upzus
- sugar
- manufacturing process
- process according
- anb
- 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.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 15
- 238000000034 method Methods 0.000 title claims abstract description 11
- 229930006000 Sucrose Natural products 0.000 title claims description 9
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 title claims description 9
- 239000005720 sucrose Substances 0.000 title claims description 9
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 10
- 229930195729 fatty acid Natural products 0.000 claims abstract description 10
- 239000000194 fatty acid Substances 0.000 claims abstract description 10
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 7
- 239000002253 acid Substances 0.000 claims abstract description 6
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 18
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- 150000002194 fatty esters Chemical class 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 7
- 230000010933 acylation Effects 0.000 claims description 5
- 238000005917 acylation reaction Methods 0.000 claims description 5
- 238000005886 esterification reaction Methods 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 230000032050 esterification Effects 0.000 claims description 4
- 235000019387 fatty acid methyl ester Nutrition 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 238000010992 reflux Methods 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- 238000013019 agitation Methods 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 210000000436 anus Anatomy 0.000 claims 1
- 238000000605 extraction Methods 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- -1 CARBOXYL Chemical class 0.000 abstract description 5
- 150000004665 fatty acids Chemical class 0.000 abstract description 5
- 229910052799 carbon Inorganic materials 0.000 abstract description 4
- 239000000654 additive Substances 0.000 abstract description 2
- 239000002537 cosmetic Substances 0.000 abstract description 2
- 235000013305 food Nutrition 0.000 abstract description 2
- 150000001273 acylsugars Chemical class 0.000 abstract 3
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical group CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 150000002148 esters Chemical class 0.000 description 8
- 238000009884 interesterification Methods 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 108700024394 Exon Proteins 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 2
- 210000003050 axon Anatomy 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000001143 conditioned effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 101100351303 Caenorhabditis elegans pdfr-1 gene Proteins 0.000 description 1
- 101100478278 Mus musculus Spta1 gene Proteins 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 101100477489 Vibrio parahaemolyticus sglT gene Proteins 0.000 description 1
- 230000021736 acetylation Effects 0.000 description 1
- 238000006640 acetylation reaction Methods 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000001757 thermogravimetry curve Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
- C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
- C07H13/06—Fatty acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Saccharide Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8106839A FR2503167A1 (fr) | 1981-04-06 | 1981-04-06 | Procede de fabrication d'esthers de sucre et notamment de saccharose |
| DE198282400535T DE62565T1 (de) | 1981-04-06 | 1982-03-24 | Verfahren zur herstellung von zuckerestern und insbesondere von saccharoseestern. |
| EP82400535A EP0062565B1 (fr) | 1981-04-06 | 1982-03-24 | Procédé de fabrication d'esters de sucre et notamment de saccharose |
| DE8282400535T DE3260030D1 (en) | 1981-04-06 | 1982-03-24 | Process for the preparation of sugar esters and especially esters of saccharose |
| OA57653A OA07065A (fr) | 1981-04-06 | 1982-04-06 | Procédé de fabrication d'esters de sucre et notamment de saccharose. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8106839A FR2503167A1 (fr) | 1981-04-06 | 1981-04-06 | Procede de fabrication d'esthers de sucre et notamment de saccharose |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2503167A1 true FR2503167A1 (fr) | 1982-10-08 |
| FR2503167B1 FR2503167B1 (https=) | 1984-03-16 |
Family
ID=9257038
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8106839A Granted FR2503167A1 (fr) | 1981-04-06 | 1981-04-06 | Procede de fabrication d'esthers de sucre et notamment de saccharose |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0062565B1 (https=) |
| DE (2) | DE62565T1 (https=) |
| FR (1) | FR2503167A1 (https=) |
| OA (1) | OA07065A (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE48277T1 (de) * | 1986-02-19 | 1989-12-15 | Unilever Nv | Fettsaeureester von zuckern und zuckeralkoholen. |
| US5424420A (en) * | 1993-10-05 | 1995-06-13 | Kraft Foods, Inc. | Method for preparing saccharide polyesters by transesterification |
| US5440027A (en) * | 1993-10-05 | 1995-08-08 | Kraft General Foods, Inc. | Method for preparing saccharide fatty acid polyesters by transesterification |
| US5518754A (en) * | 1994-08-19 | 1996-05-21 | Kraft Foods, Inc. | Chocolate products with sucrose fatty acid polyester fat substitutes |
| US5596085A (en) * | 1995-04-11 | 1997-01-21 | Kraft Foods, Inc. | Method for preparing polyol fatty acid polyesters by transesterification |
| US5532019A (en) * | 1995-06-05 | 1996-07-02 | Kraft Foods, Inc. | Process for making stable emulsified dressings with polyol fatty acid polyesters |
| US5767257A (en) * | 1996-07-19 | 1998-06-16 | The Procter & Gamble Company | Methods for producing polyol fatty acid polyesters using atmospheric or superatmospheric pressure |
| US5914320A (en) * | 1996-07-19 | 1999-06-22 | The Procter & Gamble Company | Co-milled mixtures comprising polyol and method of making |
| SG102614A1 (en) | 2001-02-24 | 2004-03-26 | Urah Resources Nigeria Ltd | Solvent-free trans-acidolysis process for the preparation of edible surface-active carbohydrate fatty-acid esters |
| WO2004002997A1 (en) * | 2001-02-24 | 2004-01-08 | Urah Resources (Nigeria) Ltd | Trans-acidolysis process for the preparation of surface-active carbohydrate fatty-acid esters |
| JP4580234B2 (ja) * | 2002-06-27 | 2010-11-10 | ウラ リソーシーズ （ナイジェリア） リミティッド | 表面活性炭水化物脂肪酸エステルを製造するためのトランスアシドリシスプロセス |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2205504A1 (https=) * | 1972-11-06 | 1974-05-31 | Krems Chemie Gmbh |
-
1981
- 1981-04-06 FR FR8106839A patent/FR2503167A1/fr active Granted
-
1982
- 1982-03-24 DE DE198282400535T patent/DE62565T1/de active Pending
- 1982-03-24 DE DE8282400535T patent/DE3260030D1/de not_active Expired
- 1982-03-24 EP EP82400535A patent/EP0062565B1/fr not_active Expired
- 1982-04-06 OA OA57653A patent/OA07065A/xx unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2205504A1 (https=) * | 1972-11-06 | 1974-05-31 | Krems Chemie Gmbh |
Also Published As
| Publication number | Publication date |
|---|---|
| OA07065A (fr) | 1984-01-31 |
| FR2503167B1 (https=) | 1984-03-16 |
| EP0062565B1 (fr) | 1984-01-18 |
| DE3260030D1 (en) | 1984-02-23 |
| DE62565T1 (de) | 1983-05-26 |
| EP0062565A1 (fr) | 1982-10-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |