Nothing Special   »   [go: up one dir, main page]

CN100531583C - Production method for low-calorie edible grease - Google Patents

Production method for low-calorie edible grease Download PDF

Info

Publication number
CN100531583C
CN100531583C CNB2006100467086A CN200610046708A CN100531583C CN 100531583 C CN100531583 C CN 100531583C CN B2006100467086 A CNB2006100467086 A CN B2006100467086A CN 200610046708 A CN200610046708 A CN 200610046708A CN 100531583 C CN100531583 C CN 100531583C
Authority
CN
China
Prior art keywords
oil
low
vegetable oil
acid
reaction
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.)
Active
Application number
CNB2006100467086A
Other languages
Chinese (zh)
Other versions
CN1849899A (en
Inventor
钱生球
钱刚
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hello-hi Xinxin Grains & Oil Co.,Ltd.
Original Assignee
XINGLONGKEN ORGANIC PRODUCTS CO Ltd DALIAN
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by XINGLONGKEN ORGANIC PRODUCTS CO Ltd DALIAN filed Critical XINGLONGKEN ORGANIC PRODUCTS CO Ltd DALIAN
Priority to CNB2006100467086A priority Critical patent/CN100531583C/en
Publication of CN1849899A publication Critical patent/CN1849899A/en
Application granted granted Critical
Publication of CN100531583C publication Critical patent/CN100531583C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Landscapes

  • Edible Oils And Fats (AREA)
  • Fats And Perfumes (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)

Abstract

The present invention relates to a production method of low-calorie edible oil. Said production method includes the following steps: adding vegetable oil and glyceride triacetate into an ester exchange reaction still, making reaction for 30-60 min at 140-180 deg.C under the condition of high-speed stirring, adding composite catalyst containing propanediol, ethyl alcohol and solid sodium ethylate into the ester exchange reaction still, making catalytic ester exchange reaction for 30-60 min, adding glacial acetic acid, stirring and stopping ester exchange reaction to obtain product mixed oil, cooling to 60-80 deg.C, mixing said mixed oil with water, making centrifugal extraction to obtain crude product low calorie vegetable oil, preheating said crude product to 115-125 deg.C, drying and making deodorization treatment so as to obtain the invented product.

Description

Production method for low-calorie edible grease
Technical field
The present invention relates to reduce the edible oil field of thermal content.Also relate to the production method that obtains low-calorie edible grease from fat, oil with the method for ester exchange simultaneously.
Background technology
Grease plays very important important function to health.Along with improving constantly of people's living standard, the grease series products is being played the part of more and more important role with its tempting mouthfeel and fragrance in diet.But a large amount of absorptions of grease have brought more and more significant side effects to health in the diet.Nutrition and medical research show, the heat that fat is provided in what is called " rich man's disease " such as malignant tumour, high fat of blood, hypertension, artery sclerosis, coronary heart disease, obesity, diabetes and the people's diet is too high direct relation.U.S. health benefit portion thinks, the absorption that reduces fat is that to improve self health be one of important channel of improving self health.But many consumers can't accept simple fat reducing again or not have the fat foods rough mouthfeel, and therefore, the exploitation low calorie fat is an important developing direction.The exploitation low calorie fat is for condition has been created in the technology upgrading and the replacement that promote conventional industries.Low calorie fat can derive a large amount of low fat, low-calorie diet, thereby greatly enrich the market supplies, and satisfies the different consumer groups' needs, promotes people ' s health, and economic benefit and social benefit all are huge, are of universal significance.
At present, low calorie fat mainly contains three classes, and they are (one) sugar ester (two) modified triglyceride class (three) silicone oil substitutes.
The first kind is representative with SPE (SPE), by the development of US P﹠G Company through many decades, obtaining FDA Food and Drug Administration (FDA) approval in January, 1996 sells on market, it is in eight hydroxyls on the sucrose molecule, have more than six by the LCFA esterification, physicochemical property is similar to natural oil, can be at cooking oil, shortening, margarine oil's wet goods department adopts.But in use find to exist some problems,, otherwise can cause leakage because indigestion makes it more replace grease in vast scale ground.Human body alimentary canal there is certain potential influence,, reduces the absorption of fat-soluble cellulose and some nutriments as stomachache, stool deliquescing or diarrhoea.
The second class modified triglyceride class.Because SPE existing problems, scientist is to natural oil (triglyceride), carry out the molecule modification of part, to stop lipase to produce hydrolysis near the fat key, so just can reduce its contained heat, the modification grease is more near natural attribute, so accepted by the consumer easilier, these products are three types.
1, medium chain triglyceride (MCT), it is the high energy grease, and is absorbed by the body, and does not accumulate in human body the long-chain but do not resemble, but absorbs energy as carbohydrate, not with combined with protein.Clinically, supply with those to the defective patient of fat absorption or digestive system zoon not, picked-up butter oil infant limited in one's ability.
2, short, long-chain triglyceride, it is to contain a SCFA and a LCFA in the molecule at least, and long-chain is common C16~C18 carbon, and short chain is a C2~C4 carbon.U.S. FDA in 1994 is by examining safely it, and ratifies its and be applied as the safe material (GRAS) of generally acknowledging, it can the common grease of arbitrary proportion ground replacement.(C2~C4) (C16~C18) heat is much lower, and decomposition and inversion is CO2 rapidly than LCFA for SCFA.This low calorie fat is the same with common fats, is hydrolyzed into aliphatic acid and glycerine in digestion process.
3, in, long, overlength chain triglyceride, by in the US P﹠G Company exploitation, long, overlength chain triglyceride is a kind of triglyceride of handling through the aliphatic acid exchange, three aliphatic acid that contain in the molecule are respectively LCFA (16 to 18 carbon), medium chain aliphatic acid (8 to 10 carbon) and overlength chain triglyceride (22 carbon), behenic acid can only be absorbed by the body on a small quantity, major part does not produce heat by stomach, and medium chain aliphatic acid is similar to carbohydrate, and the heat of this mixing-in fat acid glyceride has only half of common fats.
The 3rd class silicone oil, it does not belong to the fatty acid ester type for the fat product.Be the lipid substitute of chemical synthesis, a kind of low-yield lipid substitute by U.S. Dow corning cooperative venture releases is the organic derivative of silica.Has the linear polymerization structure.The chemical property of polysiloxanes is torpescence very, can be anti-oxidant, and hydrolysis and degraded are not absorbed by human consumption, and this product can keep its viscosity not to be subjected to nutrition in very wide temperature range, and the animal experiment proof does not have toxicity.This product is because of being the chemicals of chemical synthesis, and the consumer always feels misgivings, does not absorb fully in addition, and leakage problem certainly exists.
In sum, second quasi-grease is human more satisfactory edible oil and fat low in calories by contrast.The research of domestic this respect is the thing of recent years, and obtains some achievements.The low calorie fat that forms as Beijing grain science research institute (" Chinese oil " 2005 the 30th volumes the 3rd phase p14~15; Chinese patent CN 1465262 application numbers 02123573), its manufacture craft is: earlier with react under vegetable oil and the glycerine chancellor transfer catalyst the glycerine hydrolysis products, use acid, anhydride reaction more in succession, gained is a crude product, at last through comprising that the process for refining of depickling, decolouring, water vapour deodorization obtains product.Although this feasible process, yet it exists process conditions relatively harsh (needing nitrogen or CO 2 gas-shielded etc. as preceding step reaction) and the also tediously long defective of processing step.
Summary of the invention
In order to overcome the some shortcomings that existing low calorie fat production industry exists, the present invention has aimed to provide a kind of simple, new low calorie fat manufacturing technique method.
The present invention adopts molecular rearrangement technology (ester-interchange method) to reach this purpose.In the presence of specific composite catalyst, use vegetable oil and acetoglyceride through the ester-interchange method molecular rearrangement reaction, make the long and short glyceryl ester that at least all has acetic acid and a long carbochain (being generally 18 carbon) aliphatic acid to form on each glyceride molecule.
Concrete technical scheme of the present invention is as follows:
(1) variety of raw material, specification, proportioning:
Figure C200610046708D00051
Described vegetable oil is refining or semi-refined soybean oil, peanut oil, sunflower oil, rapeseed oil, corn wet goods; Described sodium alkoxide is caustic alcohol or sodium methoxide; Cessation reaction acid is phosphoric acid, glacial acetic acid, citric acid or lactic acid etc.
(2) technological process of production: as shown in Figure 1,
(1) ester exchange reaction: respectively refining vegetable oil, triacetyl glycerine are added in the ester interchange vessel, under high-speed stirred and decompression, reacted 30~60 minutes in 140~180 ℃; The composite catalyst that contains propane diols, ethanol and solid sodium ethanol joins in the ester interchange vessel, catalyzed transesterification 30~60 minutes; Reaction adds glacial acetic acid after finishing in ester interchange vessel, stirred 10~20 minutes, and the terminated diester exchange reaction, obtaining product is miscella;
(2) Centrifugical extraction: miscella is cooled to 60~80 ℃; With water purification by mix, Centrifugical extraction (1000~3000 rev/mins of rotating speeds, oil-water ratio is 1.0:2.0~2.0:1.0, what obtain is a hair vegetable oil low in calories;
(3) drying and deodorization: with 115~125 ℃ of hair vegetable oil preheatings low in calories, with thin film evaporator (0.2~0.5 standard atmospheric pressure of 140~180 ℃ of temperature and pressure), carry out dry and the deodorization processing obtains the finished product that product is refining---vegetable oil low in calories to it.
Through practice, the result of reactant mixability in ester exchange reaction (be material disperse good job) influence reaction, speed of agitator with 1440~2880 rev/mins for well, reduce pressure with 0.8~0.9 standard atmospheric pressure to well; Oil-water ratio is with 1.0:1.0~1.5 in the Centrifugical extraction step, centrifuge with 1000~1500 rev/mins revolution for well; In dry, the deodorization step thin film evaporator with the molecular film evaporimeter for well.In raw materials used: sodium alkoxide with caustic alcohol, cessation reaction with acid with glacial acetic acid for well.Described production method for low-calorie edible grease is characterized in that: the speed of agitator of ester interchange vessel is 1440~2880 rev/mins in (1) ester exchange reaction; (2) its oil-water ratio is 1.0:2.0 in the Centrifugical extraction; 1440 rev/mins of centrifuge speeds; (3) thin film evaporator is the molecular film evaporimeter in drying and the deodorization.
The characteristics that the low calorie fat that makes by method of the present invention has:
1) structure:
Average each grease molecule contains a SCFA (acetic acid) and a LCFA (being generally 18 carbon fatty acids), and product property is stablized, be easily absorbed by the body, its heat that provides to human body be approximately common grease heat is provided 2/3rds.
2) physics and chemistry sanitary index:
Outward appearance: under the room temperature, clear, faint yellow
Moisture/%≤: 0.1
Impurity/%≤: 0.05
Acid value/(KOH)/mg/g≤: 1.0
Peroxide value/(mmol/kg)≤: 6
Saponified matter content/%≤: 0.03
Sanitary index: meet China's vegetable oil sanitary standard.
3) characteristic index:
Saponification number/(KOH)/mg/g 220~240
Refraction index (60 1.4615~1.470
Proportion (30/25 ℃) 0.912~0.923
The invention has the beneficial effects as follows, can simplify the process of manufacture of low calorie fat, shorten the production and processing time, it is extremely stable to improve product yield product, every index all reaches China's vegetable oil standard, its principle low in calories is because the aliphatic acid that common grease is formed is generally 18 carbochain acid, calorific value is 9.6 a kilocalories/gram oil, and the acetic acid calorific value is 3.45 a kilocalories/gram oil, low 3 times of heat, the glyceride that they are formed is also much low than conventional oil, and this product physicochemical property is the same with common grease, assimilates too.But absorbing the no longer Synthetic Oil accumulation in human body of back SCFA, is a kind of healthy food low in calories.
Production technology of the present invention mainly contains several several characteristics down:
The raw and auxiliary material of one, production usefulness all is a food-grade, and wherein, vegetable oil adopts refining or semi-refined vegetable oil;
Two, adopt by molecular rearrangement technology (ester-interchange method), single step reaction, technological operation is simple, and product yield height can reach more than 90%;
Three, specific composite catalyst, excellent catalytic effect, reaction condition gentleness;
Four, the low calorie fat of producing is the same with common grease with common physicochemical property, assimilates too.Do not have problems such as leakage, the calorific value of common grease is about 9 kilocalories/gram oil, and the calorific value of the low calorie fat that this technology obtains is about 6 kilocalories/gram oil; It is a kind of healthy food low in calories.
The present invention is further described below in conjunction with drawings and Examples.
Description of drawings
Fig. 1 is a process flow diagram of the present invention.
The specific embodiment
Example 1:
Production process adopts the batch (-type) batch production.Operating process is as follows:
Prepare burden by following charge ratio:
Figure C200610046708D00071
Operating process is as follows:
(1) at first, respectively purified soyabean oil and triacetyl glycerine are squeezed into ester interchange vessel with pump, start the agitator and the emulsify at a high speed device of ester interchange vessel then, open vacuum system, and by heat-conducting oil furnace vegetable oil is heated, each control index is controlled at: 1440 rev/mins of mixing speeds, 170 ℃ of reaction temperatures, 0.8~0.9 standard atmospheric pressure of pressure, 50 minutes reaction time;
(2) next step joins propane diols, ethanol, solid sodium ethanol in the catalyst mix jar respectively and stirring respectively, squeezes into ester interchange vessel after mixing, catalyzed transesterification 50 minutes;
(3) after ester exchange reaction finishes, in ester interchange vessel, add glacial acetic acid, stirred 15 minutes, make composite catalyst lose catalytic capability, the terminated diester exchange reaction, obtaining product is miscella, this step reaction yield 97%;
(4) next step pumps into condensing cylinder to the miscella after the terminated diester exchange reaction, and the temperature of the miscella that flows out in Cooling or heating jar is controlled at about 65 ℃;
(5) next step, the miscella that in Cooling or heating jar, flows out and the water purification that reaches hygienic requirements in the 1:1 ratio mix, by the rotating speed Centrifugical extraction of centrifugal extractor with 1440 rev/mins of rotating speeds, obtain product hair vegetable oil low in calories, this operating process yield 99% after a small amount of other material Centrifugical extraction in the miscella fallen;
(6) next step pumps into preheating cylinder to hair vegetable oil low in calories, and the preheating cylinder outlet temperature is controlled at about 120 ℃;
(7) the hair vegetable oil low in calories after the preheating is pumped into the molecular film evaporimeter, hair vegetable oil low in calories is carried out drying, deodorization processing (will guarantee molecular film evaporimeter operate as normal before handling), 180 ℃ of temperature, 0.4 standard atmospheric pressure of pressure, obtaining product is the finished product of refining---vegetable oil low in calories, yield are 95%;
(8) by high-performance heat exchanger the vegetable oil low in calories that obtains high-temperature from (7) is cooled to room temperature, calorific value is about 6 kilocalories/gram oil;
(9) storage of finished product vegetable oil low in calories, packing.
The final products yield is=91.2%
Through verification test, its index is:
Outward appearance: under the room temperature, clear, faint yellow
Moisture/%≤: 0.1
Impurity/%≤: 0.05
Acid value/(KOH)/mg/g≤: 1.0
Peroxide value/(mmol/kg)≤: 6
Saponified matter content/%≤: 0.03
Sanitary index: meet China's vegetable oil sanitary standard.
Saponification number/(KOH)/mg/g 220~240
Refraction index (60 1.4615~1.470
Proportion (30/25 ℃) 0.912~0.923
Example 2:
Prepare burden by following charge ratio:
Figure C200610046708D00081
Operating process is as follows:
(1) at first, respectively refined oil rapeseed oil and triacetyl glycerine are squeezed into ester interchange vessel with pump, make its 50 minutes reaction time under the following conditions: 2448 rev/mins of mixing speeds, 160~180 ℃ of reaction temperatures, 0.8~0.9 standard atmospheric pressure of pressure;
(2) respectively propane diols, ethanol, solid sodium ethanol are joined in the catalyst mix jar, squeeze into ester interchange vessel after mixing, catalyzed transesterification 50 minutes;
(3) after ester exchange reaction finishes, add glacial acetic acid in ester interchange vessel, stir 15 minutes terminated diester exchange reactions, obtaining product is miscella, this step reaction yield 97%;
(4) miscella after the terminated diester exchange reaction is pumped into condensing cylinder, and the temperature of the miscella that flows out in Cooling or heating jar is controlled at about 65 ℃;
(5) miscella that flows out in Cooling or heating jar and water purification are mixed in the 1.0:1.5 ratio, by centrifugal extractor, with the rotating speed Centrifugical extraction of 1440 rev/mins of rotating speeds, obtain product hair vegetable oil low in calories, this operating process yield 99% after a small amount of other material Centrifugical extraction in the miscella fallen;
(6) hair vegetable oil low in calories is pumped into preheating cylinder, the preheating cylinder outlet temperature is controlled at about 120 ℃;
(7) the hair vegetable oil low in calories after the preheating is pumped into the molecular film evaporimeter, hair vegetable oil low in calories is carried out drying, deodorization processing (will guarantee molecular film evaporimeter operate as normal before handling), 180 ℃ of temperature, 0.4 standard atmospheric pressure of pressure, obtaining product is the finished product of refining---vegetable oil low in calories, yield are 95%;
(8) by high-performance heat exchanger the vegetable oil low in calories that obtains high-temperature from (7) is cooled to room temperature;
(9) storage of finished product vegetable oil low in calories, packing.
The final products yield is 91.0%.Product quality conforms with national edible oil standard.
Example 3
Prepare burden by following charge ratio:
Figure C200610046708D00091
Oil is with the ratio of water mixes in the 1.5:1.0 ratio during by Centrifugical extraction except that the miscella that flows out in Cooling or heating jar and water purification in the operating process, and other are as example 1.The final products yield is 91.5%.Product quality conforms with national edible oil standard.
Example 4
Press the prescription of example 1, but the solid sodium ethanol in the composite catalyst substitutes with solid sodium methylate.Production technology is with example 1.
The final products yield is 90.8%.Product quality conforms with national edible oil standard.

Claims (3)

1, production method for low-calorie edible grease mainly is to carry out with the method for ester exchange, it is characterized in that the weight proportion of employed raw material is:
Vegetable oil meets national edible oil standard 880~920
Triacetyl glycerine food-grade 80~120
Sodium alkoxide solid 1.0~3.0
Ethanol food-grade 1.0~3.0
Propane diols pharmaceutical grade 1.0~3.0
Cessation reaction is with sour food-grade 1.0~3.2
Wherein: described vegetable oil is refining or semi-refined soybean oil, peanut oil, sunflower oil, rapeseed oil or corn oil; Sodium alkoxide is caustic alcohol or sodium methoxide; Cessation reaction acid is phosphoric acid, glacial acetic acid, citric acid or lactic acid;
Its technological process is:
(1) ester exchange reaction: vegetable oil, triacetyl glycerine are added in the ester interchange vessel, under high-speed stirred, 0.8~0.9 standard atmospheric pressure, 140~180 ℃ of following reactions 30~60 minutes; The composite catalyst that will contain propane diols, ethanol and solid sodium ethanol joins in the ester interchange vessel, catalyzed transesterification 30~60 minutes; Reaction finishes the back and adds cessation reaction with acid, stirred 10~20 minutes, and the terminated diester exchange reaction, obtaining product is miscella;
(2) Centrifugical extraction: miscella is cooled to 60~80 ℃; With water purification by mix, Centrifugical extraction obtains is a hair vegetable oil low in calories; Its oil-water ratio is 1.0:2.0~2.0:1.0; 1000~3000 rev/mins of centrifuge speeds;
(3) drying and deodorization:, with thin film evaporator it is carried out drying, deodorization and handle and obtain product with 115~125 ℃ of hair vegetable oil preheatings low in calories; 0.2~0.5 standard atmospheric pressure of 140~180 ℃ of temperature of thin film evaporator and pressure.
2, according to the described production method for low-calorie edible grease of claim 1, it is characterized in that: the speed of agitator of ester interchange vessel is 1440~2880 rev/mins in (1) ester exchange reaction; (2) its oil-water ratio is 1.0:2.0 in the Centrifugical extraction; 1440 rev/mins of centrifuge speeds; (3) thin film evaporator is the molecular film evaporimeter in drying and the deodorization.
3, according to claim 1 or 2 described production method for low-calorie edible grease, it is characterized in that in the composite catalyst: sodium alkoxide is a caustic alcohol, and cessation reaction acid is glacial acetic acid or lactic acid.
CNB2006100467086A 2006-05-23 2006-05-23 Production method for low-calorie edible grease Active CN100531583C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CNB2006100467086A CN100531583C (en) 2006-05-23 2006-05-23 Production method for low-calorie edible grease

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CNB2006100467086A CN100531583C (en) 2006-05-23 2006-05-23 Production method for low-calorie edible grease

Publications (2)

Publication Number Publication Date
CN1849899A CN1849899A (en) 2006-10-25
CN100531583C true CN100531583C (en) 2009-08-26

Family

ID=37131418

Family Applications (1)

Application Number Title Priority Date Filing Date
CNB2006100467086A Active CN100531583C (en) 2006-05-23 2006-05-23 Production method for low-calorie edible grease

Country Status (1)

Country Link
CN (1) CN100531583C (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101180995B (en) * 2007-12-24 2011-05-11 钱生球 Method for producing low calorie edible oil
CN102334563B (en) * 2010-07-16 2015-03-25 丰益(上海)生物技术研发中心有限公司 Method for controlling content of 3-chloro-1,2-propanediol or ester thereof in oil
CN103689118A (en) * 2012-09-27 2014-04-02 东至县兄弟粮油购销有限责任公司 Production method of low-calorie edible grease
CN103999952A (en) * 2014-05-27 2014-08-27 安徽天利粮油集团股份有限公司 Production method for preparing low-calorie and healthcare edible oil by rice bran oil
CN106982939A (en) * 2017-03-31 2017-07-28 海南思香源食品有限公司 A kind of functional low caloric fat and preparation method thereof
CN107873866A (en) * 2017-12-20 2018-04-06 温州金甫润油脂有限公司 A kind of edible oil-and-fat composition and preparation method thereof
CN107950683A (en) * 2017-12-20 2018-04-24 温州金甫润油脂有限公司 A kind of edible oil oil/fat composition
CN108112710A (en) * 2017-12-20 2018-06-05 温州金甫润油脂有限公司 A kind of edible oil-and-fat composition
CN112222999A (en) * 2020-12-16 2021-01-15 广东原点智能技术有限公司 Deburring machine

Also Published As

Publication number Publication date
CN1849899A (en) 2006-10-25

Similar Documents

Publication Publication Date Title
CN100531583C (en) Production method for low-calorie edible grease
Lee et al. Medium chain triglyceride and medium-and long chain triglyceride: metabolism, production, health impacts and its applications–a review
CN108770954A (en) The preparation method of long-chain fat acid lipid in a kind of high-purity
CN102326630B (en) Method for preparing low/zero trans-fatty acid plastic grease from camphor tree seed oil
CN104522188B (en) Powdered oil rich in middle low carbon acid and preparation method thereof
CN102113574A (en) Preparation method of oil grease composite for infant food
CN105821089A (en) Method for enzymatically synthesizing medium-long chain structure triglyceride
CN109337939A (en) A kind of preparation method of polyunsaturated fatty acid structured lipid
CN113287659A (en) Functional structural oil and preparation method and application thereof
CN101326941A (en) Method for preparing low/non-trans fatty acid butterine/shortening basic oil
CN103141845B (en) Soft phytosterol capsule and method for preparing same
CN104673490A (en) Refining method of rice bran oil
CN101530138A (en) Medium-long chain health care prandial oil
CN110257446B (en) Preparation method of high-purity EPA glyceride and DHA glyceride
CN103689118A (en) Production method of low-calorie edible grease
CN1465262A (en) Liquid state low calorie fat mixed triglyceride
CN101611894A (en) The method of purification of deep sea fish oil and deep sea fish oil fat reducing health product
CN104012671B (en) A kind of peony seeds nutrient blend oil and preparation method thereof
CN109845840B (en) Preparation method of saturated fatty acid and medium-long chain fatty acid structured lipid
CN112920908A (en) Caprylic capric acid lauric acid medium-carbon chain oil and preparation method and application thereof
CN103535450A (en) Low-calorie edible oil and preparation method thereof
CN102796784A (en) Method for preparing resistant starch through utilizing wheat starch
CN101043894A (en) Agent for inhibiting postprandial increase in blood neutral fat level and foods containing the same
CN104543032A (en) Production method of low-calorie low-saturability fat cream
CN114875080A (en) Preparation method of medium-long chain fatty glyceride

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C41 Transfer of patent application or patent right or utility model
TA01 Transfer of patent application right

Effective date of registration: 20090327

Address after: Postal code of thirty Li Bao Wei Guo District, Jinzhou District, Dalian, Liaoning, China: 116103

Applicant after: XINGLONGKEN ORGANIC PRODUCTS C

Co-applicant after: Qian Shengqiu

Address before: Postal code No. 193, middle long street, Jinzhou District, Liaoning City, Dongfengcun Province, China: 116100:

Applicant before: XINGLONGKEN ORGANIC PRODUCTS C

ASS Succession or assignment of patent right

Owner name: DALIAN XINGLONGKEN ORGANIC GRAIN AND OIL CO., LTD.

Free format text: FORMER OWNER: DALIAN XINGLONGKEN ORGANIC PRODUCTS CO., LTD.

Effective date: 20090327

C14 Grant of patent or utility model
GR01 Patent grant
PE01 Entry into force of the registration of the contract for pledge of patent right
PE01 Entry into force of the registration of the contract for pledge of patent right

Denomination of invention: Production method of low calorie edible oil

Effective date of registration: 20220928

Granted publication date: 20090826

Pledgee: Dalian technology Financing Guarantee Co.,Ltd.

Pledgor: XINGLONGKEN ORGANIC PRODUCTS C

Registration number: Y2022980016924

PC01 Cancellation of the registration of the contract for pledge of patent right
PC01 Cancellation of the registration of the contract for pledge of patent right

Date of cancellation: 20230704

Granted publication date: 20090826

Pledgee: Dalian technology Financing Guarantee Co.,Ltd.

Pledgor: XINGLONGKEN ORGANIC PRODUCTS C

Registration number: Y2022980016924

TR01 Transfer of patent right
TR01 Transfer of patent right

Effective date of registration: 20230814

Address after: 161000 Halahai Farm Industrial Park, Meilisdaur District, Qiqihar City, Heilongjiang Province (east of Group 2, West District Company Committee, Halahai Farmland Reclamation Community)

Patentee after: Hello-hi Xinxin Grains & Oil Co.,Ltd.

Address before: Thirty in the community of Jinzhou District of Dalian City Bao Wei of Liaoning province 116103

Patentee before: XINGLONGKEN ORGANIC PRODUCTS C

Patentee before: Qian Shengqiu