CN105130802A - 双乙酰酒石酸单双甘油酯的制备方法及其乳化剂组合物 - Google Patents
双乙酰酒石酸单双甘油酯的制备方法及其乳化剂组合物 Download PDFInfo
- Publication number
- CN105130802A CN105130802A CN201510472967.4A CN201510472967A CN105130802A CN 105130802 A CN105130802 A CN 105130802A CN 201510472967 A CN201510472967 A CN 201510472967A CN 105130802 A CN105130802 A CN 105130802A
- Authority
- CN
- China
- Prior art keywords
- preparation
- diacetyl
- double glyceride
- list double
- tartarate list
- 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
- 125000005456 glyceride group Chemical group 0.000 title claims abstract description 44
- 238000002360 preparation method Methods 0.000 title claims abstract description 27
- 239000003995 emulsifying agent Substances 0.000 title claims description 21
- 239000000203 mixture Substances 0.000 title claims description 21
- DNISEZBAYYIQFB-PHDIDXHHSA-N (2r,3r)-2,3-diacetyloxybutanedioic acid Chemical compound CC(=O)O[C@@H](C(O)=O)[C@H](C(O)=O)OC(C)=O DNISEZBAYYIQFB-PHDIDXHHSA-N 0.000 title abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 30
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000013067 intermediate product Substances 0.000 claims abstract description 17
- 238000006243 chemical reaction Methods 0.000 claims abstract description 16
- 238000003756 stirring Methods 0.000 claims abstract description 16
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims abstract description 11
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000003444 phase transfer catalyst Substances 0.000 claims abstract description 10
- 238000001816 cooling Methods 0.000 claims abstract description 8
- -1 diacetyl tartarate Chemical compound 0.000 claims description 50
- 229940095064 tartrate Drugs 0.000 claims description 14
- 229940075507 glyceryl monostearate Drugs 0.000 claims description 11
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 claims description 11
- 239000000654 additive Substances 0.000 claims description 9
- 230000000996 additive effect Effects 0.000 claims description 9
- KGCYYMUHGZTDQN-UHFFFAOYSA-N 3,4-diacetyl-3,4-dihydroxyoxolane-2,5-dione Chemical class CC(=O)C1(O)C(=O)OC(=O)C1(O)C(C)=O KGCYYMUHGZTDQN-UHFFFAOYSA-N 0.000 claims description 8
- 229930006000 Sucrose Natural products 0.000 claims description 6
- 238000004821 distillation Methods 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 6
- 239000005720 sucrose Substances 0.000 claims description 6
- 238000007670 refining Methods 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 abstract description 6
- 239000000047 product Substances 0.000 abstract description 4
- 230000007613 environmental effect Effects 0.000 abstract description 3
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 abstract 1
- XAKITKDHDMPGPW-PHDIDXHHSA-N [(3r,4r)-4-acetyloxy-2,5-dioxooxolan-3-yl] acetate Chemical compound CC(=O)O[C@@H]1[C@@H](OC(C)=O)C(=O)OC1=O XAKITKDHDMPGPW-PHDIDXHHSA-N 0.000 abstract 1
- 238000003889 chemical engineering Methods 0.000 abstract 1
- 238000005086 pumping Methods 0.000 abstract 1
- 235000002906 tartaric acid Nutrition 0.000 abstract 1
- 239000011975 tartaric acid Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 description 8
- 235000008429 bread Nutrition 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000007127 saponification reaction Methods 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- ORYOIBJWFDNIPD-UHFFFAOYSA-N diacetyl 2,3-dihydroxybutanedioate Chemical compound CC(=O)OC(=O)C(O)C(O)C(=O)OC(C)=O ORYOIBJWFDNIPD-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 102000011632 Caseins Human genes 0.000 description 1
- 108010076119 Caseins Proteins 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 210000000582 semen Anatomy 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229940080237 sodium caseinate Drugs 0.000 description 1
- 230000003019 stabilising effect Effects 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
- A21D2/00—Treatment of flour or dough by adding materials thereto before or during baking
- A21D2/08—Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
- A21D2/14—Organic oxygen compounds
- A21D2/16—Fatty acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/60—Two oxygen atoms, e.g. succinic anhydride
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Bakery Products And Manufacturing Methods Therefor (AREA)
Abstract
Description
Claims (10)
Priority Applications (1)
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CN201510472967.4A CN105130802B (zh) | 2015-08-05 | 2015-08-05 | 双乙酰酒石酸单双甘油酯的制备方法及其乳化剂组合物 |
Applications Claiming Priority (1)
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CN201510472967.4A CN105130802B (zh) | 2015-08-05 | 2015-08-05 | 双乙酰酒石酸单双甘油酯的制备方法及其乳化剂组合物 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN105130802A true CN105130802A (zh) | 2015-12-09 |
CN105130802B CN105130802B (zh) | 2017-07-07 |
Family
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Family Applications (1)
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CN201510472967.4A Active CN105130802B (zh) | 2015-08-05 | 2015-08-05 | 双乙酰酒石酸单双甘油酯的制备方法及其乳化剂组合物 |
Country Status (1)
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CN (1) | CN105130802B (zh) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108250425A (zh) * | 2016-12-29 | 2018-07-06 | 辽宁奥克化学股份有限公司 | 一种双乙酰酒石酸单双甘油酯的聚氧烷基醚衍生物、其制备方法及用途 |
CN115385791A (zh) * | 2022-09-09 | 2022-11-25 | 常茂生物化学工程股份有限公司 | 一种双乙酰酒石酸单双甘油酯的制备方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1583709A (zh) * | 2004-05-29 | 2005-02-23 | 中山市南方新元食品生物工程有限公司 | 二乙酰化酒石酸单、双脂肪酸甘油酯的制造方法 |
CN101785491A (zh) * | 2009-11-30 | 2010-07-28 | 广州合诚实业有限公司 | 一种面包改良剂及其制备方法与应用 |
CN101880231A (zh) * | 2010-02-10 | 2010-11-10 | 刘高峰 | 二乙酰酒石酸单双甘酯的制备方法 |
-
2015
- 2015-08-05 CN CN201510472967.4A patent/CN105130802B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1583709A (zh) * | 2004-05-29 | 2005-02-23 | 中山市南方新元食品生物工程有限公司 | 二乙酰化酒石酸单、双脂肪酸甘油酯的制造方法 |
CN101785491A (zh) * | 2009-11-30 | 2010-07-28 | 广州合诚实业有限公司 | 一种面包改良剂及其制备方法与应用 |
CN101880231A (zh) * | 2010-02-10 | 2010-11-10 | 刘高峰 | 二乙酰酒石酸单双甘酯的制备方法 |
Non-Patent Citations (4)
Title |
---|
P. KOHLER: "Study of the Effect of DATEM. 4: Optimization of DATEM Synthesis", 《LEBENSM.-WISS. U.-TECHNOL.》 * |
PETER KOHLER, ET AL.: "Study of the effect of DATEM. 1. influence of fatty acid chain length on rheology and baking", 《J. AGRIC. FOOD CHEM.》 * |
苏碧泉等: "有机合成反应中的相转移催化剂", 《化学工程师》 * |
金茂国: "食品乳化剂二乙酰酒石酸甘油单、二酸酯的研制", 《无锡轻工大学学报》 * |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108250425A (zh) * | 2016-12-29 | 2018-07-06 | 辽宁奥克化学股份有限公司 | 一种双乙酰酒石酸单双甘油酯的聚氧烷基醚衍生物、其制备方法及用途 |
CN115385791A (zh) * | 2022-09-09 | 2022-11-25 | 常茂生物化学工程股份有限公司 | 一种双乙酰酒石酸单双甘油酯的制备方法 |
CN115385791B (zh) * | 2022-09-09 | 2024-04-23 | 常茂生物化学工程股份有限公司 | 一种双乙酰酒石酸单双甘油酯的制备方法 |
Also Published As
Publication number | Publication date |
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CN105130802B (zh) | 2017-07-07 |
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Address after: 510000 No. 6 Huafeng Road, Yonghe District, Guangzhou Economic and Technological Development Zone, Guangdong Province Patentee after: GUANGZHOU CARDLO BIOCHEMICAL TECHNOLOGY Co.,Ltd. Address before: 510635 EF Block, 7th Floor, North Tower, Ruihua Building, 267 Wushan Road, Tianhe, Guangzhou, Guangdong Province Patentee before: Guangzhou Cardlo Biochemical Technology Co.,Ltd. |
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Address after: 510000 No. 6 Huafeng Road, Yonghe District, Guangzhou Economic and Technological Development Zone, Guangdong Province Patentee after: Guangdong Jiadele Technology Co.,Ltd. Address before: 510000 No. 6 Huafeng Road, Yonghe District, Guangzhou Economic and Technological Development Zone, Guangdong Province Patentee before: GUANGZHOU CARDLO BIOCHEMICAL TECHNOLOGY Co.,Ltd. |
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