CN102477099A - Synthesis method of starch sodium octenyl succinate with high substitution degree - Google Patents
Synthesis method of starch sodium octenyl succinate with high substitution degree Download PDFInfo
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- CN102477099A CN102477099A CN2010105666580A CN201010566658A CN102477099A CN 102477099 A CN102477099 A CN 102477099A CN 2010105666580 A CN2010105666580 A CN 2010105666580A CN 201010566658 A CN201010566658 A CN 201010566658A CN 102477099 A CN102477099 A CN 102477099A
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Abstract
The invention provides an ultrasonic-assisted synthesis method of starch sodium octenyl succinate with a high substitution degree. With starch and octenyl succinic anhydride as reaction raw materials, the method adopts an aqueous phase method to synthesize starch sodium octenyl succinate. During reaction, an ultrasonic field is introduced into a reaction system, which can reacts in the presence of the ultrasonic field, thus enhancing the utilization rate of anhydride in the reaction system. The method of the invention inhibits the generation of a side reaction, improves anhydride utilization rate, saves raw material, and reduces production cost.
Description
Technical field
The present invention relates to starch octenyl succinate anhydride, specifically a kind of high substitution value starch octenyl succinate anhydride compound method.
Background technology
Starch octenyl succinate anhydride (SSOS) is a kind of good macromolecule emulsifier; (document 1. Yuan are long expensive to have advantages such as emulsifying property is stable, nontoxic, free from extraneous odour, degradable; Deng Linwei; Yang Yan, Chen Yongfu. starch octenyl succinate anhydride is as the applied research of microcapsule wall material. Food Additives Used in China: 2008 the 1st phases: 91-95).Simultaneously, the starch octenyl succinate anhydride of high substitution value has bigger advantage (document 2. Song Xiao swallows, Li Zhen at aspects such as emulsifying properties; Xie Huiling; Deng. different material prepares the comparison [J] of starch octenyl succinate anhydride physico-chemical property. Agricultural University Of He'nan's journal, 2010,44 (1): 106-110.).But,, represent the acid anhydrides utilization ratio of combined coefficient but to descend rapidly along with the raising of title product substitution value; Cause the waste of raw material, improved production cost, also increased the amount of waste simultaneously; Be unfavorable for environmental protection (document 3. Lu's sea winds, anticipatory remark mountain. alcohol solvent method prepares the research of the novel process and the mechanism of amorphous particulate starch octenyl succinate anhydride, modern food science and technology; 2009,25 (10): 1135-1139.).
Summary of the invention
The present invention provides a kind of high substitution value starch octenyl succinate anhydride compound method.
For realizing above-mentioned purpose, the technical scheme that the present invention adopts is:
A kind of high substitution value starch octenyl succinate anhydride compound method,
With starch and octenyl succinic acid anhydride is reaction raw materials, is used in water method synthesizing octene base succinic acid starch ester, in reaction process, in reaction system, introduces ultrasonic field, and system is reacted in the presence of ultrasonic field, improves acid anhydrides utilization ratio in the reaction system.
Detailed process does,
1) starch is mixed with water, be heated to 15-50 ℃, stirred swelling 0.5-6 hour, the initial mass concentration of starch slurry is 20-50%;
2) get octenyl succinic acid anhydride and become solution with alcohol dilution, octenyl succinic acid anhydride is 3.5g/10ml with the consumption of ethanol ratio, adds in the amidin, and the mass ratio of octenyl succinic acid anhydride and starch is 1 in the reaction system: 2-1: 50,
Adopt alkali lye to transfer reaction system pH between 8.0-8.5, temperature of reaction 15-50 ℃, and place ultrasonic field to react the reaction system, and used ultransonic frequency is 10-200kHz, and power is 10-500W, and the burst length is 20-100%; Reaction times 15-360 minute.
Used starch is a kind of in W-Gum, early rice starch, yam starch, rhizoma alismatis starch, tapioca(flour), the wheat starch or more than two kinds.
Ultrasonic power 200W, ultrasonic frequency is 40kHz, the burst length is 80%.
Alkali lye is the 0.1-3M aqueous sodium hydroxide solution.
Advantage of the present invention:
1. improve the acid anhydrides utilization ratio, practiced thrift raw material, reduced production cost;
2. under ultransonic dissemination, the esterification of starch is more even, and the character of product starch octenyl succinate anhydride is more stable.
To the synthetic the problems referred to above that exist of high substitution value starch octenyl succinate anhydride, the present invention has adopted ultrasonic auxiliary synthetic technology.Because ultrasonic field has dispersion, erosive effect to the particulate in the system; Strengthened the contact area of octenyl succinic acid anhydride in starch granules and the liquid phase; Make the octenyl succinic acid anhydride amount that is adsorbed in starch particle surface increase; Reduce the concentration of octenyl succinic acid anhydride in the liquid phase, thereby suppressed the generation of side reaction, improved the acid anhydrides utilization ratio.
Embodiment
Embodiment 1
1) the 20g W-Gum is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin with ethanol 10ml dilution; Adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,35 ℃ of temperature of reaction, and place ultrasonic field to react the reaction system; Ultrasonic power 200W; Ultrasonic frequency is 40kHz, and the burst length is 80%, 30 minutes reaction times.
3) acid wash is measured acid anhydrides substitution value 4%, and the acid anhydrides utilization ratio is 30%.
Comparative example:
1) 20g starch is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin, adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,35 ℃ of temperature of reaction, 30 minutes reaction times with ethanol 10ml dilution.
3) acid wash is measured acid anhydrides substitution value 2.9%, and the acid anhydrides utilization ratio is 22%.
Embodiment 2
1) the 20g W-Gum is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin with ethanol 10ml dilution; Adopt 2M aqueous sodium hydroxide solution control reaction system pH between 7.5-8.0,35 ℃ of temperature of reaction, and place ultrasonic field to react the reaction system; Ultrasonic power 200W; Ultrasonic frequency is 40kHz, and the burst length is 80%, 30 minutes reaction times.
3) acid wash is measured acid anhydrides substitution value 3.6%, and the acid anhydrides utilization ratio is 26.6%.
Comparative example:
1) 20g starch is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin, adopt 2M aqueous sodium hydroxide solution control reaction system pH between 7.5-8.0,35 ℃ of temperature of reaction, 30 minutes reaction times with ethanol 10ml dilution.
3) acid wash is measured acid anhydrides substitution value 3.2%, and the acid anhydrides utilization ratio is 23.6%.
Embodiment 3
1) the 20g W-Gum is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin with ethanol 10ml dilution; Adopt 2M aqueous sodium hydroxide solution control reaction system pH between 7.0-7.5,35 ℃ of temperature of reaction, and place ultrasonic field to react the reaction system; Ultrasonic power 200W; Ultrasonic frequency is 40kHz, and the burst length is 80%, 30 minutes reaction times.
3) acid wash is measured acid anhydrides substitution value 3.5%, and the acid anhydrides utilization ratio is 25.7%.
Comparative example:
1) 20g starch is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin, adopt 2M aqueous sodium hydroxide solution control reaction system pH between 7.0-7.5,35 ℃ of temperature of reaction, 30 minutes reaction times with ethanol 10ml dilution.
3) acid wash is measured acid anhydrides substitution value 3.1%, and the acid anhydrides utilization ratio is 23%.
Embodiment 4
1) the 20g W-Gum is mixed with 50ml water, be preheated to 30 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin with ethanol 10ml dilution; Adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,30 ℃ of temperature of reaction, and place ultrasonic field to react the reaction system; Ultrasonic power 200W; Ultrasonic frequency is 40kHz, and the burst length is 80%, 30 minutes reaction times.
3) acid wash is measured acid anhydrides substitution value 3.1%, and the acid anhydrides utilization ratio is 23%.
Comparative example:
1) 20g starch is mixed with 50ml water, be preheated to 30 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin, adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,30 ℃ of temperature of reaction, 30 minutes reaction times with ethanol 10ml dilution.
3) acid wash is measured acid anhydrides substitution value 2.6%, and the acid anhydrides utilization ratio is 19%.
Embodiment 5
1) the 20g W-Gum is mixed with 50ml water, be preheated to 25 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin with ethanol 10ml dilution; Adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,25 ℃ of temperature of reaction, and place ultrasonic field to react the reaction system; Ultrasonic power 200W; Ultrasonic frequency is 40kHz, and the burst length is 80%, 30 minutes reaction times.
3) acid wash is measured acid anhydrides substitution value 2.9%, and the acid anhydrides utilization ratio is 22%.
Comparative example:
1) 20g starch is mixed with 50ml water, be preheated to 25 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin, adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,25 ℃ of temperature of reaction, 30 minutes reaction times with ethanol 10ml dilution.
3) acid wash is measured acid anhydrides substitution value 2.8%, and the acid anhydrides utilization ratio is 21%.
Embodiment 6
1) the 20g W-Gum is mixed with 50ml water, be preheated to 40 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin with ethanol 10ml dilution; Adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,40 ℃ of temperature of reaction, and place ultrasonic field to react the reaction system; Ultrasonic power 200W; Ultrasonic frequency is 40kHz, and the burst length is 80%, 30 minutes reaction times.
3) acid wash is measured acid anhydrides substitution value 3.6%, and the acid anhydrides utilization ratio is 27%.
Comparative example:
1) 20g starch is mixed with 50ml water, be preheated to 40 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin, adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,40 ℃ of temperature of reaction, 30 minutes reaction times with ethanol 10ml dilution.
3) acid wash is measured acid anhydrides substitution value 2.4%, and the acid anhydrides utilization ratio is 18%.
Embodiment 7
1) the 20g W-Gum is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin with ethanol 10ml dilution; Adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,35 ℃ of temperature of reaction, and place ultrasonic field to react the reaction system; Ultrasonic power 200W; Ultrasonic frequency is 40kHz, and the burst length is 80%, 35 minutes reaction times.
3) acid wash is measured acid anhydrides substitution value 3.9%, and the acid anhydrides utilization ratio is 29%.
Comparative example:
1) 20g starch is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin, adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,35 ℃ of temperature of reaction, 35 minutes reaction times with ethanol 10ml dilution.
3) acid wash is measured acid anhydrides substitution value 2.8%, and the acid anhydrides utilization ratio is 21%.
Embodiment 8
1) the 20g W-Gum is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin with ethanol 10ml dilution; Adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,35 ℃ of temperature of reaction, and place ultrasonic field to react the reaction system; Ultrasonic power 200W; Ultrasonic frequency is 40kHz, and the burst length is 80%, 40 minutes reaction times.
3) acid wash is measured acid anhydrides substitution value 3.9%, and the acid anhydrides utilization ratio is 29%.
Comparative example:
1) 20g starch is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin, adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,35 ℃ of temperature of reaction, 40 minutes reaction times with ethanol 10ml dilution.
3) acid wash is measured acid anhydrides substitution value 2.8%, and the acid anhydrides utilization ratio is 21%.
Embodiment 9
1) the 20g W-Gum is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin with ethanol 10ml dilution; Adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,35 ℃ of temperature of reaction, and place ultrasonic field to react the reaction system; Ultrasonic power 200W; Ultrasonic frequency is 40kHz, and the burst length is 80%, 25 minutes reaction times.
3) acid wash is measured acid anhydrides substitution value 3.7%, and the acid anhydrides utilization ratio is 27%.
Comparative example:
1) 20g starch is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin, adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,35 ℃ of temperature of reaction, 25 minutes reaction times with ethanol 10ml dilution.
3) acid wash is measured acid anhydrides substitution value 2.7%, and the acid anhydrides utilization ratio is 20%.
Embodiment 10
1) the 20g W-Gum is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin with ethanol 10ml dilution; Adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,35 ℃ of temperature of reaction, and place ultrasonic field to react the reaction system; Ultrasonic power 200W; Ultrasonic frequency is 40kHz, and the burst length is 80%, 20 minutes reaction times.
3) acid wash is measured acid anhydrides substitution value 3.6%, and the acid anhydrides utilization ratio is 27%.
Comparative example:
1) 20g starch is mixed with 50ml water, be preheated to 35 ℃, stirred swelling 1 hour.
2) get octenyl succinic acid anhydride 3.5 grams,, add in the amidin, adopt 2M aqueous sodium hydroxide solution control reaction system pH between 8.0-8.5,35 ℃ of temperature of reaction, 20 minutes reaction times with ethanol 10ml dilution.
3) acid wash is measured acid anhydrides substitution value 2.7%, and the acid anhydrides utilization ratio is 20%.
Claims (5)
1. high substitution value starch octenyl succinate anhydride compound method is characterized in that:
With starch and octenyl succinic acid anhydride is reaction raw materials, is used in water method synthesizing octene base succinic acid starch ester, in reaction process, in reaction system, introduces ultrasonic field, and system is reacted in the presence of ultrasonic field, improves acid anhydrides utilization ratio in the reaction system.
2. according to the described method of claim 1, it is characterized in that:
Detailed process does,
1) starch is mixed with water, be heated to 15-50 ℃, stirred swelling 0.5-6 hour, the initial mass concentration of starch slurry is 20-50%;
2) get octenyl succinic acid anhydride and become solution with alcohol dilution, octenyl succinic acid anhydride is 3.5g/10ml with the consumption of ethanol ratio, adds in the amidin, and the mass ratio of octenyl succinic acid anhydride and starch is 1 in the reaction system: 2-1: 50,
Adopt alkali lye to transfer reaction system pH between 8.0-8.5, temperature of reaction 15-50 ℃, and place ultrasonic field to react the reaction system, and used ultransonic frequency is 10-200kHz, and power is 10-500W, and the burst length is 20-100%; Reaction times 15-360 minute.
3. according to claim 1 or 2 described methods, it is characterized in that: used starch is a kind of in W-Gum, early rice starch, yam starch, rhizoma alismatis starch, tapioca(flour), the wheat starch or more than two kinds.
4. according to claim 1 or 2 described methods, it is characterized in that: ultrasonic power 200W, ultrasonic frequency is 40kHz, the burst length is 80%.
5. according to the described method of claim 2, it is characterized in that: alkali lye is the 0.1-3M aqueous sodium hydroxide solution.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103044557A (en) * | 2013-01-04 | 2013-04-17 | 钦州学院 | Preparation method of octenyl succinic acid modified starch ester |
| CN103436570A (en) * | 2013-08-14 | 2013-12-11 | 广西高源淀粉有限公司 | Preparation method for octenyl succinic starch ester |
| CN103435707A (en) * | 2013-08-14 | 2013-12-11 | 广西高源淀粉有限公司 | Production process of octenyl succinic anhydride modified starch (OSA Starch) |
| CN107446061A (en) * | 2017-09-29 | 2017-12-08 | 广西壮族自治区农业科学院农产品加工研究所 | A kind of preparation method of longan seed starch stearate |
| CN112608390A (en) * | 2020-12-16 | 2021-04-06 | 武汉轻工大学 | Preparation method of starch octenyl succinate |
-
2010
- 2010-11-30 CN CN2010105666580A patent/CN102477099A/en active Pending
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| 张黎明等: "超声强化制备低取代度黄姜醋酸酯淀粉的工艺研究", 《食品研究与开发》 * |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103044557A (en) * | 2013-01-04 | 2013-04-17 | 钦州学院 | Preparation method of octenyl succinic acid modified starch ester |
| CN103436570A (en) * | 2013-08-14 | 2013-12-11 | 广西高源淀粉有限公司 | Preparation method for octenyl succinic starch ester |
| CN103435707A (en) * | 2013-08-14 | 2013-12-11 | 广西高源淀粉有限公司 | Production process of octenyl succinic anhydride modified starch (OSA Starch) |
| CN107446061A (en) * | 2017-09-29 | 2017-12-08 | 广西壮族自治区农业科学院农产品加工研究所 | A kind of preparation method of longan seed starch stearate |
| CN112608390A (en) * | 2020-12-16 | 2021-04-06 | 武汉轻工大学 | Preparation method of starch octenyl succinate |
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Application publication date: 20120530 |