CN105153246B - 一种蔗糖脂肪酸酯的制备方法及其乳饮料组合物 - Google Patents
一种蔗糖脂肪酸酯的制备方法及其乳饮料组合物 Download PDFInfo
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- CN105153246B CN105153246B CN201510472941.XA CN201510472941A CN105153246B CN 105153246 B CN105153246 B CN 105153246B CN 201510472941 A CN201510472941 A CN 201510472941A CN 105153246 B CN105153246 B CN 105153246B
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- 229930006000 Sucrose Natural products 0.000 title claims abstract description 81
- 239000005720 sucrose Substances 0.000 title claims abstract description 81
- -1 sucrose fatty ester Chemical class 0.000 title claims abstract description 66
- 239000000203 mixture Substances 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title claims abstract description 23
- 235000020124 milk-based beverage Nutrition 0.000 title description 14
- 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 claims abstract description 23
- 239000012074 organic phase Substances 0.000 claims abstract description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 17
- 238000006243 chemical reaction Methods 0.000 claims abstract description 14
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 13
- 239000000194 fatty acid Substances 0.000 claims abstract description 13
- 229930195729 fatty acid Natural products 0.000 claims abstract description 13
- 239000011877 solvent mixture Substances 0.000 claims abstract description 12
- 238000000605 extraction Methods 0.000 claims abstract description 10
- 239000007788 liquid Substances 0.000 claims abstract description 10
- 238000000926 separation method Methods 0.000 claims abstract description 10
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims abstract description 8
- 239000007864 aqueous solution Substances 0.000 claims abstract description 8
- 239000003054 catalyst Substances 0.000 claims abstract description 8
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 47
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 29
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 12
- 235000019441 ethanol Nutrition 0.000 claims description 10
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 6
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 4
- 235000021314 Palmitic acid Nutrition 0.000 claims description 2
- 235000021355 Stearic acid Nutrition 0.000 claims description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 2
- 239000008117 stearic acid Substances 0.000 claims description 2
- 229960001760 dimethyl sulfoxide Drugs 0.000 claims 2
- 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 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
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- 238000000034 method Methods 0.000 abstract description 17
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- 238000011017 operating method Methods 0.000 abstract description 4
- 238000005516 engineering process Methods 0.000 abstract description 3
- 230000007613 environmental effect Effects 0.000 abstract description 3
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 21
- 239000000047 product Substances 0.000 description 19
- 239000002904 solvent Substances 0.000 description 11
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical class CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 description 6
- 235000013373 food additive Nutrition 0.000 description 6
- 239000002778 food additive Substances 0.000 description 6
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- 239000004615 ingredient Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 235000013336 milk Nutrition 0.000 description 4
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- 210000004080 milk Anatomy 0.000 description 4
- 230000001954 sterilising effect Effects 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000000796 flavoring agent Substances 0.000 description 3
- 235000019634 flavors Nutrition 0.000 description 3
- 235000021552 granulated sugar Nutrition 0.000 description 3
- 150000005690 diesters Chemical class 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 238000000622 liquid--liquid extraction Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- 210000000593 adipose tissue white Anatomy 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000007667 floating Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000010148 water-pollination Effects 0.000 description 1
Abstract
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CN106083944B (zh) * | 2016-06-08 | 2018-11-02 | 广州嘉德乐生化科技有限公司 | 一种蔗糖脂肪酸酯的制备方法 |
CN107383118B (zh) * | 2017-06-13 | 2019-11-05 | 广东省石油与精细化工研究院 | 一种蔗糖脂肪酸酯的提纯分离方法 |
CN109942643B (zh) * | 2019-03-14 | 2022-06-28 | 柳州职业技术学院 | 一种蔗糖脂肪酸酯的提纯分离方法 |
CN111094312B (zh) * | 2019-12-13 | 2022-08-23 | 广州嘉德乐生化科技有限公司 | 一种蔗糖酯的制备方法 |
Citations (8)
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CN86106683A (zh) * | 1986-09-26 | 1988-04-06 | 广西壮族自治区化工研究所 | 蔗糖脂肪酸酯的合成方法 |
CN1107855A (zh) * | 1993-12-24 | 1995-09-06 | 三菱化学株式会社 | 制造蔗糖脂肪酸酯的方法 |
US6187793B1 (en) * | 1997-12-30 | 2001-02-13 | Ferrer Internacional, S.A. | 7-[(Piperidin-1-YL)-Propoxy]-chromen-4-one derivatives, their preparation and their pharmaceutical use |
CN1995053A (zh) * | 2006-01-06 | 2007-07-11 | 东北林业大学 | 利用减压法制备具有杀虫活性的蔗糖酯的方法 |
CN101990956A (zh) * | 2009-08-25 | 2011-03-30 | 内蒙古伊利实业集团股份有限公司 | 一种无脂无糖酸乳饮料及其制备方法 |
CN103242387A (zh) * | 2013-04-16 | 2013-08-14 | 常州大学 | 一种含有羰基的吡喃糖衍生物及其制备方法 |
CN103283849A (zh) * | 2013-07-02 | 2013-09-11 | 吉林大学 | 一种卵磷脂蛋白乳饮料及其制备方法 |
CN103408605A (zh) * | 2013-08-02 | 2013-11-27 | 广西大学 | 一种复合超声场强化蔗糖酯合成反应的方法及装置 |
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WO2013116126A1 (en) * | 2012-02-01 | 2013-08-08 | Merck Sharp & Dohme Corp. | Novel low molecular weight, biodegradable cationic lipids for oligonucleotide delivery |
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Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
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CN86106683A (zh) * | 1986-09-26 | 1988-04-06 | 广西壮族自治区化工研究所 | 蔗糖脂肪酸酯的合成方法 |
CN1107855A (zh) * | 1993-12-24 | 1995-09-06 | 三菱化学株式会社 | 制造蔗糖脂肪酸酯的方法 |
US6187793B1 (en) * | 1997-12-30 | 2001-02-13 | Ferrer Internacional, S.A. | 7-[(Piperidin-1-YL)-Propoxy]-chromen-4-one derivatives, their preparation and their pharmaceutical use |
CN1995053A (zh) * | 2006-01-06 | 2007-07-11 | 东北林业大学 | 利用减压法制备具有杀虫活性的蔗糖酯的方法 |
CN101990956A (zh) * | 2009-08-25 | 2011-03-30 | 内蒙古伊利实业集团股份有限公司 | 一种无脂无糖酸乳饮料及其制备方法 |
CN103242387A (zh) * | 2013-04-16 | 2013-08-14 | 常州大学 | 一种含有羰基的吡喃糖衍生物及其制备方法 |
CN103283849A (zh) * | 2013-07-02 | 2013-09-11 | 吉林大学 | 一种卵磷脂蛋白乳饮料及其制备方法 |
CN103408605A (zh) * | 2013-08-02 | 2013-11-27 | 广西大学 | 一种复合超声场强化蔗糖酯合成反应的方法及装置 |
Non-Patent Citations (4)
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徐玉珮.蔗糖脂肪酸酯的合成和应用.《化学世界》.1986,(第7期),第296-298页. * |
找锡武.蔗糖脂肪酸酯的制备及用途.《广西化工》.1996,第25卷(第2期),第36-38页. * |
李尊江 和 邢德娜.蔗糖脂肪酸酯的制备 应用及发展.《精细石油化工进展》.2003,第4卷(第5期),第16-18、23页. * |
金英姿 和 庞彩霞.蔗糖脂肪酸酯的合成及应用.《中国甜菜糖业》.2005,(第3期),第29-31页. * |
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Address after: 510000, No. 6 Huafeng Road, Yonghe District, Guangzhou Economic and Technological Development Zone, Guangzhou City, Guangdong Province Patentee after: Guangdong Jiadele Technology Co.,Ltd. Country or region after: China 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. Country or region before: China |