CN104888691B - Preparation method of antibacterial attapulgite zearalenone adsorbent - Google Patents
Preparation method of antibacterial attapulgite zearalenone adsorbent Download PDFInfo
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- CN104888691B CN104888691B CN201510285208.7A CN201510285208A CN104888691B CN 104888691 B CN104888691 B CN 104888691B CN 201510285208 A CN201510285208 A CN 201510285208A CN 104888691 B CN104888691 B CN 104888691B
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Abstract
The invention discloses a preparation method of an antibacterial attapulgite zearalenone adsorbent. The preparation method comprises the following steps: performing acidification treatment on attapulgite with a compound acidifier, screening to remove quartz and carbonate impurities, adding an ionic liquid surfactant and performing reaction for 4-12 hour at the temperature of 40-90 DEG C; and separating, washing, drying and crushing the product to obtain the antibacterial attapulgite zearalenone adsorbent. The prepared attapulgite zearalenone adsorbent is not only capable of adsorbing and removing mycotoxin out of feed and also has an antibacterial function and the usage of antibiotics in the feed can be reduced.
Description
Technical field
The present invention relates to have the preparation method of the attapulgite 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent of antibacterial functions, belong to non-gold
Category ore deposit field of deep.
Background technology
The mycotoxin contamination problem that feedstuff and feedstuff are caused because going mouldy becomes global problem.Gibberella zeae alkene
Ketone（Zearalenone, ZEN, chemical entitled 6- (10- hydroxyls -6- epoxides-undecenyl) β-thunder lock acid lactone）It is by cereal
A kind of non-steroid of Fusarium spp. generation, the mycotoxin with estrogen activity, with stronger genotoxicity and teratogenesis
Effect, can cause animal that the hyperfunction disease of estrogen occurs, cause animal infertile or miscarry, can also reduce the immunocompetence of animal, from
And induce Other diseases.Additionally, ZEN is difficult metabolism in animal body, accumulates and remain in animal products, these toxin are entered
After human body, can induce DNA and shrink, cause tumor, cause chromosome not normal, high risks are caused to human body.Therefore, by exploitation
New technique or new material eliminate the potential hazard of 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone, are to concern economic development, food safety, human health and the people
Raw major issue.
Absorption method is to process one of mycotoxin most effective way in feedstuff or raw material.Conventional adsorbent mainly has work
Property charcoal, aluminium silicate salt and yeast cell wall.Wherein, natural aluminium silicate salt mineral material due to its stronger ion-exchange capacity with
And preferably absorption property becomes the preferred material of mycotoxin removal.As 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone is weak polar molecule, with
The joint efficiency of natural aluminium silicate salt mineral material is relatively low.In order to improve active adsorption of the alumino-silicate minerals material to ZEN, lead to
It is modified to which frequently with surfactant.Such as 102658081 A of Chinese patent CN（The modified illiteracy of adsorbable 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone
De- stone and preparation method thereof）Disclose a kind of modified montmorillonite used method for preparing 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent.It is will be natural
Montmorillonite is obtained with cetyl trimethylammonium bromide reaction Jing after the pretreatment such as acid activation.103521173 A of Chinese patent CN
（Being capable of adsorbent of 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone and preparation method thereof in adsorption feed）With galapectite powder as raw material, Jing certain proportions
Stearyl dimethyl benzyl ammonium chloride soaks, stirring, and washing is filtered, and drying, grind into powder obtain 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone
Adsorbent.Applicant's early stage had also once carried out modification to Yi Meng clays using different quaternary ammonium salt surface active agents（CN
103846078 A）, obtained the preferable ZEN adsorbents of effect.
With the continuous improvement of aquaculture intensive degree, in addition to the mycotoxin that feedstuff is produced works the mischief to animal,
The kinds of Diseases of animal itself are also more and more, inevitably using a large amount of antibiotic.But life-time service antibiotic can drop
The multiformity of low intestinal microflora, irreversible destruction dominant microflora fauna finally cause intestine microenvironment to lose
Weighing apparatus, makes that animal more easy infection is various to catch an illness；Antibiotic is also easily caused animal food drug residue, endurance strain and dives
The negative effect such as superinfection, there is potential threat to human health.Therefore, find safe and efficient antibiotic to substitute
Product or reduction usage amount have become one of focus of Animal nutrition and forage science research.
Attapulgite has the microcellular structure and surface activity silanol of similar molecular sieve, while also having stronger
Cation exchange property and absorption property, thus can be used for the removal of mycotoxin.The attapulgite Aspergillus flavus stronger to polarity
Verticillium toxin adsorption rate is typically between 80 ~ 100%, but the 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone weaker to polarity almost no absorbability.How
Change attapulgite surface charge by modification, so as to improve the selective absorption to mycotoxin, while giving one
Fixed antibacterial functions, form with safe efficient, wide spectrum, the new adsorbent of antibacterial, become attapulgite mycotoxin adsorption
Agent key issue urgently to be resolved hurrily.
Ionic Liquid as Surface Active Agent is similar with conventional surfactant, can be self-assembly of glue in aqueous
Beam, can regulate and control its micellization behavior by the species for changing alkyl chain length, anion and cation.Due to azacyclo- in head base
The introducing of characteristic group so that Ionic Liquid as Surface Active Agent has a wider intermolecular force, including electrostatic interaction,
Hydrophobic interaction, hydrogen bond, Van der Waals force, n- π and π-π interact, and its surface activity is substantially better than traditional table and activating agent；Separately
Outward, Ionic Liquid as Surface Active Agent has the property of surfactant and ionic liquid concurrently, can give its modified product preferably
Absorption property.But, it is so far, Ionic Liquid as Surface Active Agent is less for the research that clay mineral is modified, it is domestic
Only montmorillonite and zeolite are modified with C16MIMCl, are not more applied to attapulgite and are modified and to mould in feedstuff
Research and Related product that verticillium toxin is removed.
The content of the invention
For the pollution universality of the red enzyme ketenes of Semen Maydiss in feedstuff, remove the keys such as difficulty, commercially available mildew removing agent be expensive
Problem, it is an object of the invention to：A kind of preparation of the attapulgite 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent with antibacterial functions is provided
Method, the adsorbent obtained using the preparation method effectively reduce the 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone in feedstuff, eliminate because of Gibberella zeae alkene
The breeding performonce fo animals that ketone pollutes and causes decline, immunity reduces disease, while having antibacterial functions, reduce antibiosis in feedstuff
The usage amount of element.
The present invention principle be：From the compound acidulant modification attapulgite clay with certain bacteriostasis,
On the basis of acid activation attapulgite gives absorption and certain bacteria resistance function, then from the ion liquid type with antibacterial functions
Surfactant process acidifying attapulgite, so as to form the attapulgite 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent with antibacterial functions.
The present invention technical solution be this have antibacterial functions attapulgite 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent system
Preparation Method is comprised the following steps：
Step one：Weigh attapulgite clay and be configured to the ore pulp that quality is 20%, be subsequently adding a certain amount of acid modified
Agent, crosses 200 mesh sieves and removes quartzy impurity, obtain acid treatment attapulgite suspension after 4h is stirred at room temperature；
Step 2：In the acid treatment attapulgite suspension of step one, a certain amount of ion liquid type surface is added to live
Property agent, 40-90 DEG C reaction 4-12h, obtain Ionic Liquid as Surface Active Agent modified attapulgite product and be centrifuged；
Step 3：Attapulgite product after step 2 is centrifuged uses water and washing with alcohol successively, remove not with attapulgite
The Ionic Liquid as Surface Active Agent that stone is combined, 105 DEG C are dried crushing after 4h, obtain the attapulgite Semen Maydiss with antibacterial functions
Zeranol adsorbent.
Wherein, described sour modifying agent be mineral acid sulphuric acid, hydrochloric acid, the one kind in phosphoric acid and organic acid Fumaric acid, Herba Marsileae Quadrifoliae
One or more compounding in fruit acid, succinic acid, lactic acid, citric acid, sorbic acid, acetic acid, propanoic acid, formic acid；Compound-acid
Addition for attapulgite clay quality 2 ~ 20%；Mineral acid is 3 with the mass ratio of organic acid:7.
Wherein, the Ionic Liquid as Surface Active Agent is long-chain imidazole salt compound CnmimX (n=12、14、16、
18；X= Cl、Br、PF6 -、BF4 -) in one or two；The addition of Ionic Liquid as Surface Active Agent is glutinous for attapulgite
The 5%-15% of soil property amount.
Wherein, described long-chain imidazole salt compound be bromo -1- dodecyls -3- Methylimidazole .s (C12mimBr),
Bromo -1- myristyls -3- Methylimidazole .s (C14mimBr), bromo -1- cetyls -3- Methylimidazole .s (C16mimBr) or bromine
Generation -1- octadecyls -3- Methylimidazole .s (C18mimBr).
Compared with the conventional method, the present invention has advantages below：
1st, compound acidulant modification attapulgite clay, effectively removes the carbonate of association in attapulgite clay,
The quartzy impurity of removing of sieving, acid activation improve absorbability of the attapulgite to 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone, while giving certain antibacterial
Function.
2nd, compare compared with conventional quaternary ammonium salts, as ion liquid type quaternary ammonium structure is located on imidazole ring, with very strong absorption
The ability of negative charge, and glyoxaline structure can hinder the synthesis of the ergosterol that the formation to cell membrane and function play an important role,
Thus with higher anti-microbial property.
3rd, the preparation method process is simple, process are easily controllable.Product quality is stable, is conducive to large-scale production.
4th, the product for preparing both had had higher absorbability to 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone, had preferable anti-microbial property again, thus
The consumption of antibiotic is reduced in use, realizes the two-in-one effect of antibacterial-detoxification.
Description of the drawings
The surfactant-modified IR spectrograms of Fig. 1 ionic liquids.
Impact of the surfactant-modified attapulgite addition of Fig. 2 different ions liquid types to ZEN removal effects.
Anti-microbial property of the surfactant-modified attapulgite of Fig. 3 different ions liquid types to K88 bacterium solutions.
Specific embodiment
With reference to embodiment to the present invention technical solution be described further, these embodiments it is not intended that
It is the restriction to technical scheme.
Embodiment 1：Weigh 100g attapulgite clay and be configured to the ore pulp that quality is 20%, be subsequently adding attapulgite and stick
The Compound-acid modifying agent of soil property amount 20%（Wherein, the proportioning of sour modifying agent accounts for 30%, formic acid for phosphoric acid and accounts for 10%, citric acid and accounts for
30%th, Fumaric acid accounts for 30%）, 4h is stirred at room temperature, is crossed after 200 mesh sieves remove quartzy impurity and is added attapulgite clay matter
The C12mimBr of amount 15%, is centrifuged after being gradually heating to 40 DEG C of reaction 4h, successively with water and washing with alcohol, after being dried 4h at 80 DEG C
Crush, obtain the attapulgite 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent with antibacterial functions.
Embodiment 2：Weigh 100g attapulgite clay and be configured to the ore pulp that quality is 20%, be subsequently adding attapulgite and stick
10% Compound-acid modifying agent of soil property amount（Wherein, the proportioning of sour modifying agent accounts for 30%, lactic acid for phosphoric acid and accounts for 30%, citric acid and accounts for
20%th, Fumaric acid accounts for 20%）, 4h is stirred at room temperature, is crossed after 200 mesh sieves remove quartzy impurity and is added attapulgite clay quality
10% C14mimBr, is centrifuged after being gradually heating to 60 DEG C of reaction 6h, successively with water and washing with alcohol, powder after being dried 4h at 105 DEG C
It is broken, obtain the attapulgite 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent with antibacterial functions.
Embodiment 3：Weigh 100g attapulgite clay and be configured to the ore pulp that quality is 20%, be subsequently adding attapulgite and stick
5% Compound-acid modifying agent of soil property amount（Wherein, the proportioning of sour modifying agent for sulphuric acid account for 30%, formic acid account for 20%, malic acid account for 30%,
Succinic acid accounts for 20%）, 4h is stirred at room temperature, is crossed after 200 mesh sieves remove quartzy impurity and is added attapulgite clay quality 5%
[C16mim][ PF6 -], it is centrifuged after being gradually heating to 80 DEG C of reaction 8h, successively with water and washing with alcohol, after being dried 4h at 105 DEG C
Crush, obtain the attapulgite 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent with antibacterial functions.
Embodiment 4：Weigh 100g attapulgite clay and be configured to the ore pulp that quality is 20%, be subsequently adding attapulgite and stick
5% Compound-acid modifying agent of soil property amount（Wherein, the proportioning of sour modifying agent accounts for 30%, propanoic acid for phosphoric acid and accounts for 70%）, it is stirred at room temperature
4h, crosses the C16mimCl that attapulgite clay quality 5% is added after 200 mesh sieves remove quartzy impurity, is gradually heating to 80 DEG C of reactions
Be centrifuged after 12h, successively with water and washing with alcohol, crush, obtain the attapulgite with antibacterial functions after 4h being dried at 105 DEG C
6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent.
Embodiment 5：Weigh 100g attapulgite clay and be configured to the ore pulp that quality is 20%, be subsequently adding attapulgite and stick
2% Compound-acid modifying agent of soil property amount（Wherein, the proportioning of sour modifying agent accounts for 30%, acetic acid for hydrochloric acid and accounts for 10%, Fumaric acid and accounts for
20%th, malic acid accounts for 40%）, 4h is stirred at room temperature, is crossed after 200 mesh sieves remove quartzy impurity and is added attapulgite clay quality point
Not Wei 3% C16mimCl and 5% C18mimCl, be gradually heating to 90 DEG C reaction 12h after be centrifuged, washed with water and ethanol successively
Wash, crush, obtain the attapulgite 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent with antibacterial functions after 4h being dried at 105 DEG C.
Embodiment 6：Weigh 100g attapulgite clay and be configured to the ore pulp that quality is 20%, be subsequently adding attapulgite and stick
10% Compound-acid modifying agent of soil property amount（Wherein, the proportioning of sour modifying agent accounts for 30%, formic acid for hydrochloric acid and accounts for 10%, Fumaric acid and accounts for
20%th, sorbic acid accounts for 20%, succinic acid and accounts for 10%, lactic acid and accounts for 10%）, 4h is stirred at room temperature, 200 mesh sieves is crossed and is removed quartzy impurity
The C16mimBr of attapulgite clay quality 5% is added afterwards, is centrifuged, successively with water and ethanol after being gradually heating to 80 DEG C of reaction 12h
Washing, crushes after being dried 4h, obtain the attapulgite 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent with antibacterial functions at 105 DEG C.
Embodiment 7：Weigh 100g attapulgite clay and be configured to the ore pulp that quality is 20%, be subsequently adding attapulgite and stick
10% Compound-acid modifying agent of soil property amount（Wherein, the proportioning of sour modifying agent accounts for 30%, propanoic acid for hydrochloric acid and accounts for 10%, Fumaric acid and accounts for
10%th, malic acid accounts for 10%, sorbic acid and accounts for 10%, citric acid and account for 10%, succinic acid and account for 10%, lactic acid and accounts for 10%）, stir in room temperature
4h is mixed, is crossed after 200 mesh sieves remove quartzy impurity and is added attapulgite clay quality to be respectively 5% C18mimBr, be gradually heating to
Be centrifuged after 90 DEG C of reaction 12h, successively with water and washing with alcohol, crush, obtain with the recessed of antibacterial functions after 4h being dried at 105 DEG C
Convex rod stone 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent.
Claims (2)
1. the preparation method of the attapulgite 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent with antibacterial functions, is characterized in that the preparation method bag
Include following steps：
Step one：Weigh a certain amount of attapulgite clay and be configured to the ore pulp that quality is 20%, be subsequently adding a certain amount of acid modified
Agent, crosses 200 mesh sieves and removes quartzy impurity, obtain acid treatment attapulgite suspension after 4h is stirred at room temperature；Wherein, described acid changes
Property agent be mineral acid sulphuric acid, hydrochloric acid, the one kind in phosphoric acid and organic acid Fumaric acid, malic acid, succinic acid, lactic acid, citric acid,
One or more compounding in sorbic acid, acetic acid, propanoic acid, formic acid；Wherein, sour addition is attapulgite clay quality
2 ~ 20%；Mineral acid is 3 with the mass ratio of organic acid:7；
Step 2：In the acid treatment attapulgite suspension of step one, a certain amount of ion liquid type surface activity is added
Agent, 40-90 DEG C of reaction 4-12h, obtains Ionic Liquid as Surface Active Agent modified attapulgite product and is centrifuged；Described ionic liquid
Build surfactant is long-chain imidazole salt compound CnmimX (n=12,14,16,18；X= Cl、Br、PF6 —、BF4 —) in
One or two；5%-15% of the addition of Ionic Liquid as Surface Active Agent for attapulgite clay quality；
Step 3：Attapulgite product after step 2 is centrifuged uses water and washing with alcohol successively, removes and does not tie with attapulgite
The Ionic Liquid as Surface Active Agent of conjunction, crushes after being dried 4h at 105 DEG C, and the attapulgite Semen Maydiss obtained with antibacterial functions are red
Mould ketenes adsorbent.
2. there is the preparation method of the attapulgite 6-(10-hydroxy-6-oxo-trans-1-undecenyl)-.beta.-resorcylic acid lactone adsorbent of antibacterial functions according to claim 1, its
It is characterized in that：Long-chain imidazole salt compound is bromo -1- dodecyls -3- Methylimidazole .s (C12mimBr), the bromo -1- tetradecanes
Base -3- Methylimidazole .s (C14mimBr), bromo -1- cetyls -3- Methylimidazole .s (C16mimBr) or bromo -1- octadecanes
Base -3- Methylimidazole .s (C18mimBr).
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| CN106076428B (en) * | 2016-06-16 | 2018-12-28 | 常州大学 | It is a kind of for removing the preparation method and application of the recessed soil matrix catalyst of trace amounts of olefin in reformed oil |
| MX354792B (en) * | 2016-06-22 | 2018-03-21 | Nutek S A De C V | Mycotoxin adsorbent based on a betaine derivative for balanced animal foods. |
| CN106306988B (en) * | 2016-07-27 | 2018-07-20 | 江西中成人药业有限公司 | Plant takes off mould dose and preparation method thereof |
| CN106721945B (en) * | 2016-12-09 | 2021-02-19 | 河北工业大学 | Mineral feed mildew removing agent and preparation method thereof |
| CN107159140B (en) * | 2017-06-05 | 2020-03-20 | 中国科学院兰州化学物理研究所盱眙凹土应用技术研发中心 | Preparation method of organic-inorganic composite attapulgite mycotoxin adsorbent |
| CN107149926B (en) * | 2017-06-05 | 2019-12-20 | 中国科学院兰州化学物理研究所盱眙凹土应用技术研发中心 | Preparation method of attapulgite vomitoxin adsorbent |
| CN107243325B (en) * | 2017-06-22 | 2020-03-17 | 中国科学院兰州化学物理研究所盱眙凹土应用技术研发中心 | Preparation method of attapulgite mycotoxin adsorbent with antibacterial function |
| CN109943410B (en) * | 2017-12-21 | 2022-05-31 | 丰益(上海)生物技术研发中心有限公司 | Method for reducing zearalenone in oil |
| CN110200172A (en) * | 2019-07-05 | 2019-09-06 | 江苏神力特生物科技股份有限公司 | One seed shrimp crab feed quality improver and preparation method thereof |
| CN111195285A (en) * | 2020-02-10 | 2020-05-26 | 中国科学院兰州化学物理研究所盱眙凹土应用技术研发中心 | Method for preparing antibacterial agent by using attapulgite to support Chinese herbal medicine |
| CN113292688B (en) * | 2021-04-08 | 2022-04-19 | 珠海中车装备工程有限公司 | Preparation method of composite antibacterial agent and antibacterial plastic |
| CN116814138A (en) * | 2023-05-31 | 2023-09-29 | 韶关市合众化工有限公司 | Self-cleaning UV (ultraviolet) coating and preparation method thereof |
| CN117256728A (en) * | 2023-09-25 | 2023-12-22 | 江苏神力特生物科技股份有限公司 | Attapulgite surfactant, and preparation and application thereof |
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