CN105218336A - A kind of method improving phenylacrolein stability - Google Patents

A kind of method improving phenylacrolein stability Download PDF

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Publication number
CN105218336A
CN105218336A CN201510797885.7A CN201510797885A CN105218336A CN 105218336 A CN105218336 A CN 105218336A CN 201510797885 A CN201510797885 A CN 201510797885A CN 105218336 A CN105218336 A CN 105218336A
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phenylacrolein
stability
mass parts
flavone glycoside
polysaccharides
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CN105218336B (en
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陈征义
邹胜龙
石林
贾安峰
陈咏然
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Guangzhou Cynosure Bio Technology Co ltd
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Guangzhou Cynosure Bio Technology Co ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/87Preparation of ketenes or dimeric ketenes
    • C07C45/90Separation; Purification; Stabilisation; Use of additives

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  • Organic Chemistry (AREA)
  • Medicines Containing Plant Substances (AREA)
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Abstract

The invention discloses a kind of novel method for improving phenylacrolein stability, namely in phenylacrolein, the mixture of vegetable polysaccharides (Aloe polysaccharide, astragalus polysaccharides and Achyranthan etc.) and ginkgolic flavone glycoside is added to increase the stability of phenylacrolein, wherein phenylacrolein 40 ~ 60 mass parts, vegetable polysaccharides (Aloe polysaccharide, astragalus polysaccharides or Achyranthan etc.) 5 ~ 15 mass parts, ginkgolic flavone glycoside 5 ~ 20 mass parts.The present invention is found by test, and the composite rear uncovered placement of mixture of phenylacrolein and vegetable polysaccharides and ginkgolic flavone glycoside is after 30 days, and its cinnamic aldehyde content is 6.74 times of not composite group cinnamic aldehyde content; In the envrionment temperature of 50 DEG C, 100 DEG C, uncovered placement is after 3 hours, cinnamic aldehyde content difference high 26.39% and 16.13% in not composite group of cinnamic aldehyde content ratio in composite group.Raising phenylacrolein stability approach of the present invention, can allow phenylacrolein in feed, keep more of a specified duration, ensure the effective content of its product, thus promote the development of green feed additive.

Description

A kind of method improving phenylacrolein stability
Technical field
The invention belongs to feed additive field, be specifically related to a kind of novel method improving phenylacrolein stability, mixture by vegetable polysaccharides (Aloe polysaccharide, astragalus polysaccharides and Achyranthan etc.) and ginkgolic flavone glycoside is added to and carries out composite in phenylacrolein, thus improves the stability of phenylacrolein.
Background technology
In recent years, microbiotic is progressively prohibited for fodder additives, becomes the popular research object of fodder additives because phenylacrolein has the effect of restraining and sterilizing bacteria.But phenylacrolein exposes and is easily oxidized to styracin in atmosphere or after contacting with some metal ions in feed, and phenylacrolein highly volatile, thus the effective ingredient of phenylacrolein in product can be reduced, and then limit the application of phenylacrolein in fodder additives.We find when studying and optimizing plant extract feed additive function, after adding the mixture of vegetable polysaccharides and ginkgolic flavone glycoside, can significantly improve the stability of phenylacrolein in phenylacrolein.This method greatly can promote that phenylacrolein is as the application of additive in feed.
Phenylacrolein is the effective ingredient extracted from Chinese cassia tree, has been widely used in the fields such as medicine, feed and food.Phenylacrolein all has inhibit activities to intestinal bacteria, Bacillus subtilus, golden yellow coccus, streptococcus pneumoniae etc., and remarkable to gram-positive microorganism sterilization effect, can be used for treating the multiple disease caused because of bacteriological infection.
Ginkgolic flavone glycoside and Folium Ginkgo extract, main active ingredient is flavonoid glycoside and bilobalide, and it can improve body immunity, has simultaneously and removes body free radical, prevent the functions such as lipid peroxidation.
The compound that vegetable polysaccharides is made up of with α-or β-glycosidic link much identical or different monose, is prevalent in natural plant, such as Aloe polysaccharide, astragalus polysaccharides and Achyranthan etc.There is anti-bacteria and anti-virus, the effects such as conditioner body immunity function.
There is bibliographical information, ginkgolic flavone glycoside has anti-oxidant function, can react with reducing substances, when meeting in mixing with phenylacrolein and reducing substances in its competition surrounding environment, and then decrease the oxidation of phenylacrolein, ginkgolic flavone glycoside also has a lot of benefit to livestock and poultry body, such as antioxygenation, anti-inflammatory action, also helpful etc. to cardiovascular and cerebrovascular; Vegetable polysaccharides has the effect of anti-bacteria and anti-virus, and has synergy with phenylacrolein, and vegetable polysaccharides also can remove body free radical simultaneously, and protection body is from the damage of free radical.
The stability of the mixture of current use vegetable polysaccharides and ginkgolic flavone glycoside and the composite raising phenylacrolein of phenylacrolein there is no report, therefore proposes the mixture composite novel method improving phenylacrolein stability according to a certain percentage of phenylacrolein and vegetable polysaccharides and ginkgolic flavone glycoside.
Summary of the invention
The object of this invention is to provide a kind of novel method improving phenylacrolein stability, namely adopt the mixture of phenylacrolein and vegetable polysaccharides (Aloe polysaccharide, astragalus polysaccharides and Achyranthan etc.) and ginkgolic flavone glycoside according to the composite stability increasing phenylacrolein of certain ratio.
The technical scheme that the present invention takes is:
A kind of method improving phenylacrolein stability, it is characterized in that the mixture adding vegetable polysaccharides and ginkgolic flavone glycoside in phenylacrolein carries out composite, vegetable polysaccharides is the wherein a kind of of Aloe polysaccharide, astragalus polysaccharides or Achyranthan, or the mixture of wherein any two kinds of combinations.Wherein phenylacrolein 40 ~ 60 mass parts, vegetable polysaccharides 5 ~ 15 mass parts, ginkgolic flavone glycoside 5 ~ 20 mass parts; Can be applicable to use in feed, the addition of phenylacrolein compound in feed using the method configuration is 150 ~ 750g/t, additive capacity wherein in weanling pig feed is 450 ~ 750g/t, additive capacity in broiler fodder is 225 ~ 450g/t, additive capacity in fleshy duck fodder is 150 ~ 300g/t, and the mode in feed of adding to is for mix step by step; The phenylacrolein of the method configuration adds in feed, and can not there is environmental pollution and produce the problems such as resistant organism, the vegetable polysaccharides in stablizer and ginkgolic flavone glycoside all belong to natural plant extracts.Green, safe, nontoxic, and the resistance of oxidation of livestock and poultry body can be improved, and immunity function.
As preferentially, wherein phenylacrolein 50 mass parts, vegetable polysaccharides 10 mass parts, ginkgolic flavone glycoside 15 mass parts.
The operation steps of described raising phenylacrolein stability approach is as follows:
(1) take vegetable polysaccharides and ginkgolic flavone glycoside raw material by weight, cross 100 mesh sieves respectively, mix and obtain powders A;
(2) take a certain amount of Chinese cassia tree, cross 60 mesh sieves, add acetone solution after pulverizing, (time is 25min, and ultrasonic density is 15W/cm to use hyperacoustic method to carry out extracting 3, solid-liquid ratio is 1:30(g/mL)), be then cooled to room temperature, filter with funnel, collect filtrate, obtain Oleum Cinnamomi just extract, more as stated above filter residue is extracted once again, collect filtrate, then low temperature steams acetone, obtains Oleum Cinnamomi;
(3) Oleum Cinnamomi that step (2) extracts is placed in distilling flask, carry out distilling (condition: distill pressure 110Pa, distillation temperature 65 DEG C-75 DEG C, mass flow 1/s, scrape membrane distillation rotating speed 380r/min, coolant water temperature 3 DEG C), the phenylacrolein purity obtained is greater than 98%;
(4) powders A that step (1) obtains be added in the phenylacrolein that certain mass part step (3) is purified, limit edged stirs, to stirring.
The compound that described vegetable polysaccharides is made up of with α-or β-glycosidic link much identical or different monose, be prevalent in natural plant, such as Aloe polysaccharide, astragalus polysaccharides and Achyranthan etc., the vegetable polysaccharides used be not only listed by three kind of plant polysaccharide out, other class vegetable polysaccharidess also belong in this scope of patent protection; The phenylacrolein chemically synthesized also belongs in this scope of patent protection.
The present invention is shown by test, and the composite rear uncovered placement of mixture of phenylacrolein and vegetable polysaccharides and ginkgolic flavone glycoside is after 30 days, and its cinnamic aldehyde content is 6.74 times of not composite group cinnamic aldehyde content; In the envrionment temperature of 50 DEG C, 100 DEG C, uncovered placement is after 3 hours, cinnamic aldehyde content difference high 26.39% and 16.13% in not composite group of cinnamic aldehyde content ratio in composite group.
Embodiment:
The present invention is not limited to the following examples.
Embodiment 1:
Increase a method for phenylacrolein stability, be made up of the component of following mass parts: phenylacrolein 50 mass parts, Aloe polysaccharide 10 mass parts, ginkgolic flavone glycoside 15 mass parts.
The method of this increase phenylacrolein stability, its operation steps is as follows:
(1) take Aloe polysaccharide and ginkgolic flavone glycoside raw material by weight, cross 100 mesh sieves respectively, mix and obtain powders A;
(2) take a certain amount of Chinese cassia tree, pulverized 60 mesh sieves, and added acetone solution, (time is 25min, and ultrasonic density is 15W/cm to use hyperacoustic method to carry out extracting 3, solid-liquid ratio is 1:30(g/mL)), be then cooled to room temperature, filter with funnel, collect filtrate, obtain Oleum Cinnamomi just extract, and then low temperature steams acetone, obtains Oleum Cinnamomi;
(3) Oleum Cinnamomi that step (2) extracts is placed in distilling flask, carry out distilling under the distillation condition arranged (distillation pressure 110Pa, distillation temperature 65 DEG C, mass flow 1/s, scrape membrane distillation rotating speed 380r/min, coolant water temperature 3 DEG C), the phenylacrolein purity obtained is greater than 98%;
(4) powders A that step (1) obtains be added in the phenylacrolein that certain mass part step (3) is purified, limit edged stirs, to stirring.
Embodiment 2:
Increase a method for phenylacrolein stability, be made up of the component of following mass parts: phenylacrolein 50 mass parts, astragalus polysaccharides 10 mass parts, ginkgolic flavone glycoside 15 mass parts.
The above-mentioned operating process of increase phenylacrolein stability approach and the identical of embodiment 1.
Embodiment 3:
Increase a method for phenylacrolein stability, be made up of the component of following mass parts: phenylacrolein 50 mass parts, Achyranthan 5 mass parts, Aloe polysaccharide 5 mass parts, ginkgolic flavone glycoside 15 mass parts.
The above-mentioned operating process of increase phenylacrolein stability approach and the identical of embodiment 1.
Embodiment 4:
Test is divided into 2 groups, and be respectively A group and B group, do not add anything in A group phenylacrolein, B group is the composite mixture of phenylacrolein that embodiment 1 is made.Then A group with B group is uncovered to be placed in identical environment 30 days, the content of phenylacrolein in each group was detected respectively the 1st, 5,10,20,30 days trial periods.Cinnamic aldehyde content gas chromatograph for determination.
The composite impact on phenylacrolein stability of mixture of table 1 phenylacrolein and vegetable polysaccharides and ginkgolic flavone glycoside
a-cin same row numerical value have different lowercase subscript person significant difference ( p﹤ 0.05).The content when content of phenylacrolein is to prepare revert to 100%.
Test-results
From table 1, the 1st, 5,10,20,30 days trial periods, compared with blank group A, experiment group B can significantly improve the stability of phenylacrolein; After testing the 30th day, in A group, the content of phenylacrolein only remains 7.75%, in B group, cinnamic aldehyde content is still more than 50%, and the content of B group phenylacrolein is 6.74 times of A group cinnamic aldehyde content, show from the above results, after the mixture of phenylacrolein and vegetable polysaccharides and ginkgolic flavone glycoside is composite, the aerial stability of phenylacrolein can be significantly improved.
Embodiment 5:
Test materials and method
Test is divided into 2 groups, and be respectively A group and B group, do not add anything in A group phenylacrolein, B group is the composite mixture of phenylacrolein that embodiment 2 is made.It is uncovered placement 3 hours in the environment of 20 DEG C, 50 DEG C and 100 DEG C that A group and B component are not placed on temperature, then detects the content of phenylacrolein in control group under each temperature condition and composite group.Cinnamic aldehyde content gas chromatograph for determination.
The composite impact on phenylacrolein stability of mixture of table 2 phenylacrolein and vegetable polysaccharides and ginkgolic flavone glycoside
x,yin same row numerical value have different lowercase subscript person significant difference ( p﹤ 0.05); a-cwith numerical value in a line have different lowercase subscript person significant difference ( p﹤ 0.05).The content when content of phenylacrolein is to prepare revert to 100%.
Test-results
As shown in Table 2: phenylacrolein is highly volatile under the high temperature conditions, and along with the rising phenylacrolein of temperature volatilize faster; In the envrionment temperature of 50 DEG C, 100 DEG C, uncovered placement is after 3 hours, cinnamic aldehyde content difference high 26.39% and 16.13% in not composite group of cinnamic aldehyde content ratio in composite group; The above results shows, after the mixture of phenylacrolein and vegetable polysaccharides and ginkgolic flavone glycoside is composite according to certain ratio, and can the stability of remarkable phenylacrolein.

Claims (6)

1. one kind is improved the method for phenylacrolein stability, it is characterized in that the mixture adding vegetable polysaccharides and ginkgolic flavone glycoside in phenylacrolein carries out composite, wherein phenylacrolein 40 ~ 60 mass parts, vegetable polysaccharides 5 ~ 15 mass parts, ginkgolic flavone glycoside 5 ~ 20 mass parts, can be used as fodder additives and uses after composite mixing.
2. a kind of method improving phenylacrolein stability according to claim 1, is characterized in that, vegetable polysaccharides is the wherein a kind of of Aloe polysaccharide, astragalus polysaccharides or Achyranthan, or the mixture of wherein any two kinds of combinations.
3. a kind of method improving phenylacrolein stability according to claim 2, is characterized in that, be made up of the raw material of following mass parts: phenylacrolein 50 parts, vegetable polysaccharides 10 parts, ginkgolic flavone glycoside 15 parts.
4. a kind of method improving phenylacrolein stability according to claim 3, it is characterized in that, phenylacrolein is preparation method comprise the steps:
(1) take vegetable polysaccharides and ginkgolic flavone glycoside raw material by weight, cross 100 mesh sieves respectively, mix and obtain powders A;
(2) take a certain amount of Chinese cassia tree, cross 60 mesh sieves after pulverizing, add acetone solution, use hyperacoustic method to extract, the time is 25min, and ultrasonic density is 15W/cm 3, solid-liquid ratio is 1:30(g/mL), be then cooled to room temperature, filter with funnel, collect filtrate, obtain Oleum Cinnamomi just extract, more as stated above filter residue is extracted once again, collect filtrate, then low temperature steams acetone, obtains Oleum Cinnamomi;
(3) Oleum Cinnamomi that step (2) extracts is placed in distilling flask, distills, distillation condition is: distillation pressure 110Pa, distillation temperature 65 DEG C-75 DEG C, mass flow 1/s, scrape membrane distillation rotating speed 380r/min, coolant water temperature 3 DEG C, the phenylacrolein purity obtained is greater than 98%;
(4) powders A that step (1) obtains be added in the phenylacrolein that certain mass part step (3) is purified, limit edged stirs, to stirring.
5. a kind of method improving phenylacrolein stability as described in claim 1 or 2 or 3, is characterized in that:
Described phenylacrolein is the phenylacrolein of effective ingredient or the chemical process synthesis of extracting from Chinese cassia tree;
The compound that described vegetable polysaccharides is made up of with α-or β-glycosidic link much identical or different monose;
Described ginkgolic flavone glycoside is the effective ingredient extracted from Ginkgo Leaf.
6. a kind of method improving phenylacrolein stability as claimed in claim 4, it is characterized in that: the composite mixture of phenylacrolein can be applicable in feed, the addition of the composite mixture of phenylacrolein in feed using the method configuration is 150 ~ 750g/t, additive capacity wherein in weanling pig feed is 450 ~ 750g/t, additive capacity in broiler fodder is 225 ~ 450g/t, additive capacity in fleshy duck fodder is 150 ~ 300g/t, and the mode in feed of adding to is for mix step by step.
CN201510797885.7A 2015-11-19 2015-11-19 Method for improving stability of cinnamyl aldehyde Active CN105218336B (en)

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CN106615064A (en) * 2016-09-29 2017-05-10 广西南宁乐蕊生物科技有限责任公司 Mango fresh-keeping agent with sucrose ester and cinnamaldehyde
CN107373130A (en) * 2017-07-25 2017-11-24 广州市信农生物科技有限公司 A kind of alleviation stress of baby pigs caused ablaction replaces anti-feed addictive
CN109329223A (en) * 2018-09-10 2019-02-15 中国农业科学院蚕业研究所 A kind of pathogenetic method of reduction silkworm blood type purulence
CN114304585A (en) * 2021-12-30 2022-04-12 武汉能迈科实业有限公司 Preparation method of cinnamaldehyde not easy to oxidize

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CN104886357A (en) * 2014-09-15 2015-09-09 浙江万方生物科技有限公司 Preparation method of water-soluble cinnamic aldehyde additive for livestock and poultry

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106615064A (en) * 2016-09-29 2017-05-10 广西南宁乐蕊生物科技有限责任公司 Mango fresh-keeping agent with sucrose ester and cinnamaldehyde
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CN109329223A (en) * 2018-09-10 2019-02-15 中国农业科学院蚕业研究所 A kind of pathogenetic method of reduction silkworm blood type purulence
CN114304585A (en) * 2021-12-30 2022-04-12 武汉能迈科实业有限公司 Preparation method of cinnamaldehyde not easy to oxidize

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