CN103435709B - Oxidative esterification composite modified starch and preparation method thereof - Google Patents
Oxidative esterification composite modified starch and preparation method thereof Download PDFInfo
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Abstract
The present invention relates to field of starch modification, is a kind of mechanical activation phase oxidative esterification composite modified starch and preparation method thereof specifically.The each material composition starch of this oxidative esterification composite modified starch, oxygenant, esterifying agent, auxiliary agent are proportionally 162g:0.1 ~ 1mol:0.1 ~ 1mol:0.2 ~ 8g, starch first carries out dry pre-treatment, again all materials are placed in ball mill, temperature control 30 ~ 80 DEG C, stir-activating 40 ~ 90min, make mixture that oxidizing reaction, esterification occur simultaneously, obtain oxidative esterification composite modified starch.The product gamma value that the present invention is prepared into is 0.05 ~ 1.5, whiteness is 80-95, water ratio is 5 ~ 10%, water-intake rate is 1 ~ 5%, density 0.8 ~ 1.2g/cm
3, reach GB/T? 12097, GB/T? physical and chemical index in 22427.6-2008, GB/T12087-2008.
Description
Technical field
The invention belongs to starch complex denaturation manufacture field, specifically a kind of mechanical activation phase oxidative esterification composite modified starch and preparation method thereof.
Background technology
Composite modified starch is the class New Modified Starch that recent domestic is developed, and refers to denaturation method starch being adopted two or more and the starch derivative obtained.The starch products adopting complex denaturation method to obtain, has the Common advantages of multiple modified starch, and research proves, complex denaturation can improve the stability of starch to acid, heat and mechano-degradation, and it is aging to delay when storing.Oxidation-ester composite modified starch is the one in composite modified starch, and it take starch as raw material, through oxidizing and esterifying agent esterification is dual modified and the modified starch that obtains.Dual modified starch has possessed the two-fold advantage of two kinds of modified starches, improves the utilising efficiency of starch, expands the range of application of modified starch.
The preparation technology of oxidation-ester starch roughly has single stage method and two-step approach: single stage method principal feature is continuity reaction, after a kind of modified-reaction terminates, adjusts next step reaction conditions, realizes next step modified-reaction.Starch is mainly first carried out a kind of modification by the synthetic route of two-step approach, then using the raw material of modified starch as next step reaction of degeneration.When preparing composite modified starch, sex change order has important impact to its preparation and character.In the preparation method of oxidative esterification starch, physical method is as the method such as low-temperature plasma, thermal treatment, and influence factor is a lot of, and operational requirement is higher, commercially produces difficulty larger.The treatment time such as microwave, ultrasonic wave is short, simple to operate, but cost of equipment is higher, and is difficult to carry out large-scale industrial production.Chemical process is conventional comparatively effective means, but the equal more complicated of its technique, and influence factor is more, and cost is also higher, and the waste water environmental pollution produced in treating processes is serious, in the industry Application comparison difficulty.As can be seen here, find economy, simply and easily combination composite starch technology of preparing and become pursuing a goal of many investigators.
It is a kind of novel method for preparing composite modified starch that application machine activation method is carried out composite modified to starch, mechanical activation (MechanicalActivation) is an emerging overlapping edges technology, refer to that solid matter is under the mechanical force such as friction, collision, impact, shearing, crystalline structure and physical and chemical performance are changed, make some mechanical can be transformed into the interior energy of material, thus causing the chemically reactive of solid to increase, it belongs to the category of machinery (power) chemistry.At present this technology has been widely used in preparing the synthesis etc. of ultra micro and nanometer powder, nano composite material, strengthened dispersion alloy structured material, refining of metal, mineral powder surface modification, refuse process, organic materials, also the composite modified field of the oxidative esterification being applied to starch is had, through retrieval, its progress is as follows:
Wang Yalong etc. adopt semidry process, carry out chemical modification process for oxygenant and esterifying agent to the starch through mechanical activation process with hydrogen peroxide and phosphoric acid salt respectively, having prepared Sumstar 190 phosphoric acid ester and having have studied mechanical activation treatment time, oxygenant consumption, esterifying agent consumption and starch addition affects ways and methods.Result shows: starch after mechanical activation process 8h, then carries out modification with 6.0% hydrogen peroxide, 6% phosphoric acid salt to starch respectively, gained Sumstar 190 phosphoric acid ester as the surface strength of its White Board of coating starch and smoothness better; When oxidation shallow lake phosphoric acid ester and latex proportioning are 4:10, the surface strength of White Board and smoothness are relatively good; The ways and methods of the prepared sample of this experiment is better than commercially available coating starch.
Food science and technology the 6th phase in 2008, Tan Yiqiu etc. describe adopt agitating ball mill mechanical activation is carried out to tapioca (flour), with the tapioca (flour) of different soak time be raw material, CuSO
4for catalyzer, H
2o
2for oxygenant dry process Sumstar 190, and be evaluation index with carboxyl-content, the factors such as soak time, reaction times, temperature of reaction, oxygenant consumption, catalyst levels, pH value, content of water in system of having investigated respectively are on the impact of tapioca (flour) oxidizing reaction.Experimental result shows, the oxidizing reaction of mechanical activation to tapioca (flour) has significant strengthening effect, and soak time is longer, and the oxidized degree of tapioca (flour) is darker, and carboxyl-content is higher.The sample of activation 1h is reaction times 120min, H at preparation condition
2o
2with mol ratio 0.586, the Catalysts Cu SO of starch
4the Sumstar 190 carboxyl-content that massfraction 0.03% in starch, temperature of reaction 50 DEG C, content of water in system 27.37%, system pH obtain when equaling 5 is 0.81%, and under the same conditions, the Sumstar 190 carboxyl-content obtained by log sweet potato starch is only 0.26%.
Hubei agricultural science the 24th phase in 2012, it is oxygenant that Wei Yanzhi etc. introduce with Peracetic Acid, homemade high energy efficiency Ball-stirring mill is reactor, adopts the method for activation limit, limit reaction to carry out dry oxidation to prepare Sumstar 190 to tapioca (flour).Take carboxyl-content as evaluation index, investigate the impact that the factors such as reaction times, temperature of reaction, oxygenant consumption, catalyst levels are reacted starch oxidation respectively, and utilize infrared spectrometer to carry out functional group analysis to product.Result shows, mechanical activation has remarkable strengthening effect to tapioca (flour) Peracetic Acid oxidizing reaction.The reaction times be 60min, temperature of reaction is 50 DEG C, oxygenant consumption is 3.84%, catalyst levels is 0.03% time obtained Sumstar 190 carboxyl-content be 1.826%, and under the same conditions, the Sumstar 190 carboxyl-content obtained by log sweet potato starch is only 0.039%, mechanical activation limit, limit method for oxidation is adopted to prepare Sumstar 190, be applied to the research of washing auxiliary detergent, its oxygenant that adopts is Peracetic Acid.
The semidry process that in above method, Wang Ya dragon adopts prepares Sumstar 190 phosphoric acid ester, though related to mechanical activation method in this technique, but its preparation first activates reacts afterwards, for two-step approach, loaded down with trivial details its preparation process that causes of operation was more than 8 hours, preparation time is long, and the gamma value of its preparing product is not high.Tan Yiqiu etc. carry out first processing machinery activation modification starch, and then carry out dry oxidation and prepare Sumstar 190, and it does not relate to the preparation of complex denaturation oxidative esterification starch.Wei Yanzhi etc. adopt mechanical activation limit, limit method for oxidation to prepare Sumstar 190, and be applied to the research of washing auxiliary detergent, its oxygenant that adopts is Peracetic Acid, does not also relate to the preparation of complex denaturation oxidative esterification starch.
Summary of the invention
The object of the invention is to overcome that existing oxidative esterification starch preparation technology is loaded down with trivial details, product gamma value is low, react the problem such as insufficient, a kind of oxidative esterification starch and preparation method thereof is provided.
The solution of the present invention is by realizing like this: a kind of oxidative esterification composite modified starch, the raw material preparing this oxidative esterification composite modified starch comprises starch, oxygenant, esterifying agent, auxiliary agent, preparing each material composition starch of this oxidative esterification composite modified starch, oxygenant, esterifying agent, auxiliary agent is proportionally 162g:0.1 ~ 1mol:0.1 ~ 1mol:0.2 ~ 8g, raw material carries out mechanical activation under solid phase conditions, makes that oxidizing reaction occurs raw material simultaneously, esterification prepares oxidative esterification composite modified starch.
As further restriction of the present invention, described starch is any one or their mixture in tapioca (flour), W-Gum, and its size is 40 ~ 100 orders; Described oxygenant is any one in hydrogen peroxide, potassium permanganate, clorox, Peracetic Acid, dioxide peroxide, ammonium persulphate; Described esterifying agent is any one or their mixture in acetic anhydride, stearic acid, palmitinic acid, citric acid, succinyl oxide, maleic anhydride, lauric acid, stearyl chloride; Described auxiliary agent is any one or their mixture in copper sulfate, salt of wormwood, sodium carbonate, sodium hydroxide, Potassium Persulfate.
Prepare a method for oxidative esterification composite modified starch, its step comprises:
A, ratio 162g:0.1 ~ 1mol:0.1 ~ 1mol:0.2 ~ 8g according to starch, oxygenant, esterifying agent, auxiliary agent, take starch, oxygenant, esterifying agent, auxiliary agent respectively.
B, pre-treatment is carried out to the starch that step a takes: dry 30 ~ 90min at 100 ~ 120 DEG C, make starch water content be 0.5% ~ 10%.
C, pretreated for step b starch and oxygenant, esterifying agent, auxiliary agent are carried out mix and blend obtain mixture, mixture loads in mechanical ball grinding machine, temperature control 30 ~ 80 DEG C, stir-activating 40 ~ 90min, make mixture that oxidizing reaction, esterification occur simultaneously, after having reacted, obtain oxidative esterification composite modified starch.
The above agitating ball mill is the mechanical ball grinding machine of in-built zirconium ball, and zirconium ball (cumulative volume) is 300ml:100g with the ratio of mixture, and the oxidizing reaction adopted, esterification mode are solid state reaction.The technology type that oxidative esterification method for preparing composite modified starch of the present invention adopts is single stage method preparation, adopts the mode that mechanical activation limit, limit oxidative esterification synchronously carries out.
As further restriction of the present invention, described mix and blend be material under rotating speed is 200 ~ 2000rpm condition, mixing 5 ~ 60min.
As further restriction of the present invention, the starch described in preparation method is any one or their mixture in tapioca (flour), W-Gum, and its size is 40 ~ 100 orders; Described oxygenant is any one in hydrogen peroxide, potassium permanganate, clorox, Peracetic Acid, dioxide peroxide, ammonium persulphate; Described esterifying agent is any one or their mixture in acetic anhydride, stearic acid, palmitinic acid, citric acid, succinyl oxide, maleic anhydride, lauric acid, stearyl chloride; Described auxiliary agent is any one or their mixture in copper sulfate, salt of wormwood, sodium carbonate, sodium hydroxide, Potassium Persulfate.
As further restriction of the present invention, when the above auxiliary agent is only copper sulfate, starch and copper sulfate part by weight are 162g:0.02 ~ 1.62g; When above-described auxiliary agent is only salt of wormwood, starch and salt of wormwood part by weight are 162g:1.62 ~ 8g; When the above auxiliary agent is only sodium carbonate, starch and sodium carbonate part by weight are 162g:0.8 ~ 8g; When the above auxiliary agent is only sodium hydroxide, starch and sodium hydroxide part by weight are 162g:0.2 ~ 3.2g; When the above auxiliary agent is Potassium Persulfate, starch and Potassium Persulfate part by weight are 162g:0.2 ~ 1.62g.
As further restriction of the present invention, above-described oxidative esterification composite modified starch can be applicable to environment-friendly materials, foodstuffs industry, medicine, textile industry.
The know-why that the present invention realizes is: mechanical activation method be incorporated in starch activation and surface modification, sets up the activation of excellent starch and modified-reaction system, esterif iotacation step after the initial oxidation in existing technique is modified into oxidation and esterification process synchronization.By the optimization to the temperature in reaction process, stirring dynamics, auxiliary agent, improve the response capacity of oxygenant and starch, the response capacity of esterifying agent and starch can be improved simultaneously, simplify process for producing, easy and simple to handle, pollution-free, production cost is low, to the composite modified successful of starch, improve its value added.The gamma value of obtained oxidative esterification composite modified starch is 0.05 ~ 1.5, whiteness is 80 ~ 95, water ratio is 5 ~ 10%, water-intake rate is 1 ~ 5%, density 0.8 ~ 1.2g/cm
3, meet the physical and chemical index to starch in Chinese Industrial Standards (CIS) GB/T12097, GB/T22427.6-2008, GB/T12087-2008.
The present invention possesses following good result:
(1) utilize abundant starch renewable resources, prepare novel oxidized esterification composite modified starch, meet China's modified starch kind and the less present situation of output.
(2) activation and modification synchronization is realized, mechanical activation not only has activation to starch, and strengthen the response capacity of oxygenant, esterifying agent and starch, by the optimization to the temperature in reaction process, stirring dynamics, auxiliary agent, synchronously carry out starch oxidation esterification when mechanical activation, simplify the steps flow chart of preparation technology, easy and simple to handle, pollution-free, production cost is low, to the composite modified successful of starch, improve its value added.
(3) gamma value of oxidative esterification composite modified starch that the present invention obtains is 0.05 ~ 1.5, whiteness is 80 ~ 95, water ratio is 5 ~ 10%, water-intake rate is 1 ~ 5%, density 0.8 ~ 1.2g/cm
3, meet the physical and chemical index to starch in Chinese Industrial Standards (CIS) GB/T12097, GB/T22427.6-2008, GB/T12087-2008.
Accompanying drawing explanation
Fig. 1. oxidative esterification method for preparing composite modified starch schema.
Embodiment
Describe a kind of mechanical activation phase oxidative of the present invention esterification composite modified starch and preparation method thereof below in conjunction with embodiment and accompanying drawing, these descriptions are not be further limited content of the present invention.
Embodiment 1
The present embodiment, according to the ratio 162g:0.5mol:0.6mol:1.62g of 60 order tapioca (flour)s, hypochlorite oxidation agent, citrate agent, copper sulfate auxiliary agent, takes starch, oxygenant, esterifying agent, auxiliary agent respectively.The starch taken is carried out pre-treatment: at 100 DEG C, dry 45min, make starch water content be 5.0%.Pretreated starch and oxygenant, esterifying agent, auxiliary agent carry out mix and blend, under 500rpm condition, mixing 10min obtains mixture, mixture loads in mechanical ball grinding machine, and agitating ball mill is the mechanical ball grinding machine of in-built zirconium ball, and zirconium ball (cumulative volume) is 300mL:100g with the ratio of mixture, temperature control 45 DEG C, stir-activating 50min, makes mixture that oxidizing reaction, esterification occur simultaneously, obtains oxidative esterification composite modified starch after having reacted.
The product that the present embodiment prepares is analyzed after testing, and product gamma value is 0.1, whiteness is 90, water ratio is 6%, water-intake rate is 2%, density 0.9g/cm
3, meet the physical and chemical index to starch in Chinese Industrial Standards (CIS) GB/T12097, GB/T22427.6-2008, GB/T12087-2008, product can be used for foodstuffs industry.
Embodiment 2
The present embodiment, according to the ratio 162g:0.6mol:0.5mol:5.0g of 40 order W-Gums, potassium permanganate oxidant, acetic anhydride esterifying agent, salt of wormwood auxiliary agent, takes starch, oxygenant, esterifying agent, auxiliary agent respectively.The starch taken is carried out pre-treatment: at 110 DEG C, dry 30min, make starch water content be 2.0%.Pretreated starch and oxygenant, esterifying agent, auxiliary agent carry out mix and blend, under 1500rpm condition, mixing 20min obtains mixture, mixture loads in mechanical ball grinding machine, and agitating ball mill is the mechanical ball grinding machine of in-built zirconium ball, and zirconium ball (cumulative volume) is 300mL:100g with the ratio of mixture, temperature control 50 DEG C, stir-activating 60min, makes mixture that oxidizing reaction, esterification occur simultaneously, obtains oxidative esterification composite modified starch after having reacted.
The product that the present embodiment prepares is analyzed after testing, and product gamma value is 0.8, whiteness is 85, water ratio is 5%, water-intake rate is 3%, density 0.8g/cm
3, meet the physical and chemical index to starch in Chinese Industrial Standards (CIS) GB/T12097, GB/T22427.6-2008, GB/T12087-2008, product can be used for textile industry.
Embodiment 3
The present embodiment, according to the ratio 81g:81g:1mol:0.8mol:2.8g of 80 object tapioca (flour)s, 80 order W-Gums, hydrogen peroxide oxidant, cetylate agent, sodium carbonate auxiliary agent, takes starch, oxygenant, esterifying agent, auxiliary agent respectively.The starch taken is carried out pre-treatment: at 115 DEG C, dry 60min, make starch water content be 3.0%.Pretreated starch and oxygenant, esterifying agent, auxiliary agent carry out mix and blend, under 1000rpm condition, mixing 5min obtains mixture, mixture loads in mechanical ball grinding machine, and agitating ball mill is the mechanical ball grinding machine of in-built zirconium ball, and zirconium ball (cumulative volume) is 300mL:100g with the ratio of mixture, temperature control 80 DEG C, stir-activating 40min, makes mixture that oxidizing reaction, esterification occur simultaneously, obtains oxidative esterification composite modified starch after having reacted.
The product that the present embodiment prepares is analyzed after testing, and product gamma value is 0.05, whiteness is 80, water ratio is 8%, water-intake rate is 5%, density 1.0g/cm
3, meet the physical and chemical index to starch in Chinese Industrial Standards (CIS) GB/T12097, GB/T22427.6-2008, GB/T12087-2008, product can be used for environment-friendly materials.
Embodiment 4
The present embodiment, according to the ratio 162g:0.1mol:1.0mol:3.2g of 100 order W-Gums, Peracetic Acid oxygenant, stearyl chloride esterifying agent, sodium hydroxide auxiliary agent, takes starch, oxygenant, esterifying agent, auxiliary agent respectively.The starch taken is carried out pre-treatment: at 120 DEG C, dry 70min, make starch water content be 0.5%.Pretreated starch and oxygenant, esterifying agent, auxiliary agent carry out mix and blend, under 2000rpm condition, mixing 30min obtains mixture, mixture loads in mechanical ball grinding machine, and agitating ball mill is the mechanical ball grinding machine of in-built zirconium ball, and zirconium ball (cumulative volume) is 300mL:100g with the ratio of mixture, temperature control 70 DEG C, stir-activating 70min, makes mixture that oxidizing reaction, esterification occur simultaneously, obtains oxidative esterification composite modified starch after having reacted.
The product that the present embodiment prepares is analyzed after testing, and product gamma value is 1.2, whiteness is 95, water ratio is 10%, water-intake rate is 4%, density 1.1g/cm
3, meet the physical and chemical index to starch in Chinese Industrial Standards (CIS) GB/T12097, GB/T22427.6-2008, GB/T12087-2008, product can be used for medicine and manufactures.
Embodiment 5
The present embodiment, according to the ratio 100g:62g:0.8mol:0.2mol:0.3mol:0.2g of 70 order tapioca (flour)s, 70 order W-Gums, ammonium persulfate oxidizing agent, succinyl oxide esterifying agent, maleic anhydride ester agent, peroxy-disulfuric acid potassium promoter, takes starch, oxygenant, esterifying agent, auxiliary agent respectively.The starch taken is carried out pre-treatment: at 100 DEG C, dry 90min, make starch water content be 7.0%.Pretreated starch and oxygenant, esterifying agent, auxiliary agent carry out mix and blend, under 200rpm condition, mixing 45min obtains mixture, mixture loads in mechanical ball grinding machine, and agitating ball mill is the mechanical ball grinding machine of in-built zirconium ball, and zirconium ball (cumulative volume) is 300mL:100g with the ratio of mixture, temperature control 30 DEG C, stir-activating 80min, makes mixture that oxidizing reaction, esterification occur simultaneously, obtains oxidative esterification composite modified starch after having reacted.
The product that the present embodiment prepares is analyzed after testing, and product gamma value is 0.6, whiteness is 90, water ratio is 9%, water-intake rate is 1.0%, density 1.2g/cm
3, meet the physical and chemical index to starch in Chinese Industrial Standards (CIS) GB/T12097, GB/T22427.6-2008, GB/T12087-2008, product can be used for environment-friendly materials.
Embodiment 6
The present embodiment, according to the ratio 162g:0.9mol:0.1mol:0.1mol:0.8g of 90 order tapioca (flour)s, Chlorine Dioxide Oxidation agent, laurate agent, stearyl chloride esterifying agent, sodium carbonate auxiliary agent, takes starch, oxygenant, esterifying agent, auxiliary agent respectively.The starch taken is carried out pre-treatment: at 115 DEG C, dry 80min, make starch water content be 10%.Pretreated starch and oxygenant, esterifying agent, auxiliary agent carry out mix and blend, under 1200rpm condition, mixing 60min obtains mixture, mixture loads in mechanical ball grinding machine, and agitating ball mill is the mechanical ball grinding machine of in-built zirconium ball, and zirconium ball (cumulative volume) is 300mL:100g with the ratio of mixture, temperature control 60 DEG C, stir-activating 90min, makes mixture that oxidizing reaction, esterification occur simultaneously, obtains oxidative esterification composite modified starch after having reacted.
The product that the present embodiment prepares is analyzed after testing, and product gamma value is 1.5, whiteness is 895, water ratio is 7%, water-intake rate is 2.5%, density 1.0g/cm
3, meet the physical and chemical index to starch in Chinese Industrial Standards (CIS) GB/T12097, GB/T22427.6-2008, GB/T12087-2008, product can be used for pharmaceutical prod preparation.
The above embodiment of the present invention scheme is only can not limit the present invention to explanation of the present invention, the scope of product moiety of the present invention, component proportions, preparation method's parameter is indicated in claim, and the scope of parameter of the present invention is not pointed out in above-mentioned explanation, therefore, any change in the implication suitable with claims of the present invention and scope, is all considered to be and is included in the scope of claims.
The present invention is through multidigit oxidative esterification starch processing staff long term operation experience accumulation, and created by creative work, the gamma value of the oxidative esterification composite modified starch that the present invention obtains is 0.05 ~ 1.5, whiteness is 80 ~ 95, water ratio is 5 ~ 10%, water-intake rate is 1 ~ 5%, density 0.8 ~ 1.2g/cm
3meet the physical and chemical index to starch in Chinese Industrial Standards (CIS) GB/T12097, GB/T22427.6-2008, GB/T12087-2008, compared with former preparation technology, achieve the synchronization of oxidizing reaction and esterification, simplify preparation technology, the product property obtained is improved.
Claims (3)
1. prepare a method for oxidative esterification composite modified starch, it is characterized in that,
A, ratio 162g:0.1 ~ 1mol:0.1 ~ 1mol:0.2 ~ 8g according to starch, oxygenant, esterifying agent, auxiliary agent, take starch, oxygenant, esterifying agent, auxiliary agent respectively;
B, pre-treatment is carried out to the starch that step a takes: dry 30 ~ 90min at 100 ~ 120 DEG C, make starch water content be 0.5% ~ 10%;
C, pretreated for step b starch and oxygenant, esterifying agent, auxiliary agent are carried out mix and blend obtain mixture, mixture loads in mechanical ball grinding machine, temperature control 30 ~ 80 DEG C, stir-activating 40 ~ 90min, make mixture that oxidizing reaction, esterification occur simultaneously, after having reacted, obtain oxidative esterification composite modified starch;
The gamma value of the oxidative esterification composite modified starch prepared is 0.05 ~ 1.5, whiteness is 80 ~ 95, water ratio is 5 ~ 10%, water-intake rate is 1 ~ 5%, density 0.8 ~ 1.2g/cm
3;
Described starch is any one or their mixture in tapioca (flour), W-Gum, and its size is 40 ~ 100 orders; Described oxygenant is any one in hydrogen peroxide, potassium permanganate, clorox, Peracetic Acid, dioxide peroxide, ammonium persulphate.
2. the method preparing oxidative esterification composite modified starch according to claim 1, is characterized in that, described mix and blend be material under rotating speed is 200 ~ 2000rpm condition, mixing 5 ~ 60min.
3. the method preparing oxidative esterification composite modified starch according to claim 1, it is characterized in that, described esterifying agent is any one or their mixture in acetic anhydride, stearic acid, palmitinic acid, citric acid, succinyl oxide, maleic anhydride, lauric acid, stearyl chloride; Described auxiliary agent is any one or their mixture in copper sulfate, salt of wormwood, sodium carbonate, sodium hydroxide, Potassium Persulfate.
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| CN109666080A (en) * | 2017-10-13 | 2019-04-23 | 上海东升新材料有限公司 | A kind of preparation method of palmitinic acid modified tapioca starch |
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| CN115611989B (en) * | 2022-10-09 | 2023-08-01 | 武汉理工大学 | Optimized preparation method and application of mechanical activated starch derivative inhibitor |
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