CN101003006A - Method for preparing SA/APTES hybridization film for separation isomers of phenylalanine - Google Patents
Method for preparing SA/APTES hybridization film for separation isomers of phenylalanine Download PDFInfo
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- CN101003006A CN101003006A CN 200610130493 CN200610130493A CN101003006A CN 101003006 A CN101003006 A CN 101003006A CN 200610130493 CN200610130493 CN 200610130493 CN 200610130493 A CN200610130493 A CN 200610130493A CN 101003006 A CN101003006 A CN 101003006A
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Abstract
A process for preparing the SA/APTES hybrid membrane used to separate phenylalanine isomer includes such steps as preparing the aqueous solution of sodium alginate to obtain solution A, ultrasonic catalytic hydrolyzing of 3-aminopropyltrimethoxy silane to obtain solution B, dropping B into A to obtain filming liquid, laying aside for defoaming, doctor blading on clean glass plate, drying, cross-linking by immersing it in acetone solution of glutaraldehyde and hydrochloric acid, and washing with the aqueous solution of methanol.
Description
Technical field
The present invention relates to a kind of preparation method who is used for the SA/APTES hybridized film of separation isomers of phenylalanine.The technology of preparing that belongs to hybrid organic-inorganic film.
Background technology
The big molecule on the numerous formation vital movement of occurring in nature basis such as protein, polysaccharide, nucleic acid etc. all are chiral materials, also have a large amount of chiral materials in the artificial synthetic medicine.These chiral materials, in the particularly artificial synthesis of chiral product, wherein a kind of usually stereoisomer has drug effect, and its mirror image molecule then has toxic side effect or has opposite drug effect or do not have drug effect.The fractionation of chiral material has very important significance.Because the molecular formula of chiral material is identical, physicochemical properties are extremely similar, and the separating difficulty of chiral material is very big, and the fractionation of chiral material is considered to one of the most difficult process in compound separation field always.
Amino acid is the basis that constitutes protein and other, has chiral isomer mostly.At present, derive mostly earlier again about amino acid whose separation and separate or in organic solvent, split.In fact, amino acid solubility is very little in organic solvent, and has the inactivation problem, thereby, seem very urgent at the chiral material of this class of aqueous phase amino acid separation.It is a kind of high-efficiency energy-saving technology that film separates, but continued operation.Membrane material with efficient separating property is the key that realizes membrane separation process resolving chiral material.Macromolecule polysaccharide with chirality site is the preferred material of separating chiral material, and the membrane material that is usually used in the amino acid separation chiral material at present has macromolecules such as shitosan, sodium alginate, and this single polymeric membrane swellbility is big, and separation factor is low.
Hybrid organic-inorganic film belongs to whole compound from structure, it introduces inorganic particle in organic network, can improve the network structure of film, strengthen its mechanical performance, improve its heat endurance, and then regulate its macromolecular chain network hole and assemble the hole and free volume hole size and distribution, regulate close and distant water balance, regulate permeability and selectivity.An organic inorganic hybrid material is called as the leading material of a new generation; not only combination process is simple, inorganic particulate is uniformly dispersed in organic body; the preparation method is simple and easy, and the adhesion between organic and inorganic is very strong. and this class material is subjected to extensive concern owing to having potential application foreground at aspects such as optics, electronics, protectiveness film and functional materials.
Summary of the invention
The object of the present invention is to provide a kind of sodium alginate of separation isomers of phenylalanine and preparation method of 3-aminopropyl triethoxysilane hybridized film of being used for.With the hybridized film of the method preparation mixture of separating chiral material D-Phe and L-Phe effectively, and its anti-swelling energy and good separation.
The present invention is achieved through the following technical solutions, and a kind of sodium alginate of separation isomers of phenylalanine and preparation method of 3-aminopropyl triethoxysilane hybridized film of being used for is characterized in that comprising following process:
(1) preparation of casting solution: it is 1.6% sodium alginate soln that sodium alginate (SA) is mixed with mass content, is stirred to sodium alginate under 60 ℃ of water-baths and fully dissolves, and removes by filter insoluble part with filter cloth, obtains solution a; By sodium alginate and 3-aminopropyl triethoxysilane (APTES) mass ratio is 1: 0.4～1.7 3-aminopropyl triethoxysilane (APTES) to be added in the entry, with mass fraction is that 25% ammoniacal liquor is made catalyst, regulating the pH value is 12～14, and ultrasonic hydrolysis 30min gets solution b; Under the stirring condition, solution b dropwise is added among the solution a, continues to stir 4 hours, get casting solution c;
(2) preparation of film: with casting solution c with screen filtration to remove impurity, 20～25 ℃ of standing and defoaming are 2 hours then, casting solution is poured on the clean glass plate of horizontal positioned, curtain coating, 20～25 ℃ of dryings after 48 hours, smooth and transparent film;
(3) to be dipped into glutaraldehyde and volume fraction that volume fraction is 10vol.% be in the acetone soln of 0.05vol.% hydrochloric acid to the film that step (2) is prepared, carried out surface-crosslinked 24～48 hours, then use remaining glutaraldehyde and the hydrochloric acid in 50vol.% methanol in water flush away film surface, promptly obtain the SA/APTES hybridized film.
The invention has the advantages that: the preparation method is easy, the anti-swelling energy of sodium alginate that makes and 3-aminopropyl triethoxysilane hybridized film and all better to the fractionation performance of isomers of phenylalanine, and separation factor reaches 1.48.
The specific embodiment
Embodiment one
The sodium alginate (SA) of 1.6g is joined in the aqueous solution of 98.4ml, be stirred to sodium alginate under 60 ℃ of water-baths and fully dissolve, remove by filter insoluble part with filter cloth; Get 0.7g 3-aminopropyl triethoxysilane (APTES) and add in the 2.5ml water, make catalyst with 100 μ l ammoniacal liquor, ultrasonic hydrolysis 30 minutes; Solution behind ultrasonic hydrolysis dropwise joins in the sodium alginate soln that has prepared, fully stirs to get casting solution in 4 hours; This casting solution, is poured on the clean glass plate of horizontal positioned after 2 hours 20 ℃ of following standing and defoaming, and curtain coating after under 20 ℃ dry 48 hours, gets smooth and clear films; Film is dipped in the acetone soln that contains 10vol.% glutaraldehyde (mass fraction is 25%) and 0.05vol.% hydrochloric acid (mass fraction is 36.5%) carried out surface-crosslinked 48 hours, then use remaining glutaraldehyde and the hydrochloric acid in 50vol.% methanol in water flush away film surface, promptly obtain sodium alginate and 3-aminopropyl triethoxysilane hybridized film.(film 1)
Prepared SA/APTES hybridized film is through scanning electron microscope analysis and infrared spectrum analysis, and this film has fine and close structure, and generation significantly is not separated between the organic and inorganic component.When being used to separate the L that concentration is 0.5mM, during the material liquid of D-Phe, separation factor reaches that the swellbility in water is 24% under 1.04,20 ℃.
Embodiment two
The sodium alginate (SA) of 1.6g is joined in the aqueous solution of 98.4ml, be stirred to sodium alginate under 60 ℃ of water-baths and fully dissolve, remove by filter insoluble part with filter cloth; Get 1.7g 3-aminopropyl triethoxysilane (APTES) and add in the 2.5ml water, make catalyst with 100 μ l ammoniacal liquor, ultrasonic hydrolysis 30 minutes; Solution behind ultrasonic hydrolysis dropwise joins in the sodium alginate soln that has prepared, fully stirs to get casting solution in 4 hours; This casting solution, is poured on the clean glass plate of horizontal positioned after 2 hours 20 ℃ of following standing and defoaming, and curtain coating after under 20 ℃ dry 48 hours, gets smooth and clear films; Film is dipped into carried out in the acetone soln that contains 10vol.% glutaraldehyde and 0.05vol.% hydrochloric acid surface-crosslinked 48 hours, then use remaining glutaraldehyde and the hydrochloric acid in 50vol.% methanol in water flush away film surface, promptly obtain sodium alginate and 3-aminopropyl triethoxysilane hybridized film.(film 2)
Prepared SA/APTES hybridized film is through scanning electron microscope analysis and infrared spectrum analysis, and film has fine and close structure, and generation significantly is not separated between the organic and inorganic component.When being used to separate the L that concentration is 0.5mM, during the material liquid of D-Phe, separation factor reaches that the swellbility in water is 18% under 1.48,20 ℃.
Embodiment three
The sodium alginate (SA) of 1.6g is joined in the aqueous solution of 98.4ml, be stirred to sodium alginate under 60 ℃ of water-baths and fully dissolve, remove by filter insoluble part with filter cloth; Get 2.7g 3-aminopropyl triethoxysilane (APTES) and add in the 2.5ml water, make catalyst with 100 μ l ammoniacal liquor, ultrasonic hydrolysis 30 minutes; Solution behind ultrasonic hydrolysis dropwise joins in the sodium alginate soln that has prepared, fully stirs to get casting solution in 4 hours; This casting solution, is poured on the clean glass plate of horizontal positioned after 2 hours 20 ℃ of following standing and defoaming, and curtain coating after under 20 ℃ dry 48 hours, gets smooth and clear films; Film is dipped into carried out in the acetone soln that contains 10vol.% glutaraldehyde and 0.05vol.% hydrochloric acid surface-crosslinked 48 hours, then use remaining glutaraldehyde and the hydrochloric acid in 50vol.% methanol in water flush away film surface, promptly obtain sodium alginate and 3-aminopropyl triethoxysilane hybridized film.(film 3)
Prepared SA/APTES hybridized film is through scanning electron microscope analysis and infrared spectrum analysis, and film has fine and close structure, and generation significantly is not separated between the organic and inorganic component.When being used to separate the L that concentration is 0.5mM, during the material liquid of D-Phe, separation factor reaches that the swellbility in water is 14% under 1.12,20 ℃.
Embodiment four
The preparation of SA/APTES hybrid organic-inorganic film (film 4)
The sodium alginate (SA) of 1.6g is joined in the aqueous solution of 98.4ml, be stirred to sodium alginate under 60 ℃ of water-baths and fully dissolve, remove by filter insoluble part with filter cloth; Get 1.7g 3-aminopropyl triethoxysilane (APTES) and add in the 2.5ml water, make catalyst with 100 μ l ammoniacal liquor, ultrasonic hydrolysis 30 minutes; Solution behind ultrasonic hydrolysis dropwise joins in the sodium alginate soln that has prepared, fully stirs to get casting solution in 4 hours; This casting solution, is poured on the clean glass plate of horizontal positioned after 2 hours 20 ℃ of following standing and defoaming, and curtain coating after under 20 ℃ dry 48 hours, gets smooth and clear films; Film is dipped into carried out in the acetone soln that contains 10vol.% glutaraldehyde and 0.05vol.% hydrochloric acid surface-crosslinked 24 hours, then use remaining glutaraldehyde and the hydrochloric acid in 50vol.% methanol in water flush away film surface, promptly obtain sodium alginate and 3-aminopropyl triethoxysilane hybridized film.(film 4)
Prepared SA/APTES hybridized film is through scanning electron microscope analysis and infrared spectrum analysis, and film has fine and close structure, and generation significantly is not separated between the organic and inorganic component.When being used to separate the L that concentration is 0.5mM, during the material liquid of D-Phe, separation factor reaches that the swellbility in water is 19% under 1.43,20 ℃.
Comparative Examples one
The preparation of pure sodium alginate film
The sodium alginate of 1.6g is joined in the aqueous solution of 98.4ml, be stirred to sodium alginate under 60 ℃ of water-baths and fully dissolve, remove by filter insoluble part, obtain the sodium alginate casting solution with filter cloth.20 ℃ of following standing and defoaming of this casting solution after 2 hours, are poured on the clean glass plate of horizontal positioned, and curtain coating after under 20 ℃ dry 48 hours, gets smooth and clear films; The film that makes is immersed in the acetone soln that contains 10vol.% glutaraldehyde and 0.05vol% hydrochloric acid surface-crosslinked 48 hours, then uses remaining glutaraldehyde and the hydrochloric acid in 50vol.% methanol in water flush away film surface, promptly obtain the sodium alginate film.(film 5)
Prepared sodium alginate film is through scanning electron microscope analysis and infrared spectrum analysis, and this film has fine and close structure.When being used to separate the L that concentration is 0.5mM, during the material liquid of D-Phe, separation factor reaches that the swellbility in water is 42% under 1.07,20 ℃.
Table 1 is depicted as the prepared film 1 of embodiment, film 2, film 3, film 4 and the prepared film 5 of Comparative Examples be used to separate the L that concentration is 0.5mM, the separation factor the during material liquid of D-Phe.
Table 1
| Film | APTES quality (g) | The glutaraldehyde cross-linking time (h) | Swellbility (%) | Separation factor |
| Film 1 film 2 films 3 films 4 films 5 | 0.7 1.7 2.7 1.7 0 | 48 48 48 24 48 | 24 18 14 19 42 | 1.04 1.48 1.12 1.43 1.07 |
Claims (1)
1. one kind is used for the sodium alginate of separation isomers of phenylalanine and the preparation method of 3-aminopropyl triethoxysilane hybridized film, it is characterized in that comprising following process:
(1) preparation of casting solution: it is 1.6% sodium alginate soln that sodium alginate is mixed with mass content, is stirred to sodium alginate under 60 ℃ of water-baths and fully dissolves, and removes by filter insoluble part with filter cloth, obtains solution a; By sodium alginate and 3-aminopropyl triethoxysilane mass ratio is 1: 0.4～1.7 the 3-aminopropyl triethoxysilane to be added in the entry, is that 25% ammoniacal liquor is made catalyst with mass fraction, and regulating pH value is 12～14, and ultrasonic hydrolysis 30min must solution b; Under the stirring condition, solution b dropwise is added among the solution a, continues to stir 4 hours, get casting solution c;
(2) preparation of film: with casting solution c with screen filtration to remove impurity, 20～25 ℃ of standing and defoaming are 2 hours then, casting solution is poured on the clean glass plate of horizontal positioned, curtain coating, 20～25 ℃ of dryings after 48 hours, smooth and transparent film;
(3) to be dipped into volume fraction be that 10% glutaraldehyde and volume fraction are in the acetone soln of 0.05% hydrochloric acid to the film that step (2) is prepared, carried out surface-crosslinked 24～48 hours, then use remaining glutaraldehyde and the hydrochloric acid in 50vol.% methanol in water flush away film surface, promptly obtain the SA/APTES hybridized film.
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| CNB2006101304936A CN100435921C (en) | 2006-12-21 | 2006-12-21 | Method for preparing SA/APTES hybridization film for separation isomers of phenylalanine |
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| CNB2006101304936A CN100435921C (en) | 2006-12-21 | 2006-12-21 | Method for preparing SA/APTES hybridization film for separation isomers of phenylalanine |
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| CN100435921C CN100435921C (en) | 2008-11-26 |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101485973B (en) * | 2009-01-07 | 2011-05-18 | 中国科学院生态环境研究中心 | Preparation and application of alginic acid polymer coated Fe3O4@C18 magnetic nano solid phase extractive agent |
| CN101670270B (en) * | 2009-09-29 | 2012-02-29 | 中国科学院生态环境研究中心 | Preparation and use of magnetic titanic acid nano-pipe Fe3O4/TNs |
| CN103183833A (en) * | 2012-12-14 | 2013-07-03 | 江南大学 | Method for preparing photo-crosslinked sodium alginate/polyvinyl alcohol-styryl pyridinium condensate composite film |
| CN114653223A (en) * | 2022-03-15 | 2022-06-24 | 天津大学 | Pervaporation desalination heterogeneous membrane and preparation method and application thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2758415A1 (en) * | 1977-12-28 | 1979-07-12 | Fraunhofer Ges Forschung | SILICIC ACID HETEROPOLYCONDENSATES, PROCESS FOR THEIR PRODUCTION AND THEIR USE AS MEMBRANES AND ADSORBENTS |
| DE4416330A1 (en) * | 1994-05-09 | 1995-11-16 | Hoechst Ag | Composite membrane and process for its manufacture |
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2006
- 2006-12-21 CN CNB2006101304936A patent/CN100435921C/en not_active Expired - Fee Related
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101485973B (en) * | 2009-01-07 | 2011-05-18 | 中国科学院生态环境研究中心 | Preparation and application of alginic acid polymer coated Fe3O4@C18 magnetic nano solid phase extractive agent |
| CN101670270B (en) * | 2009-09-29 | 2012-02-29 | 中国科学院生态环境研究中心 | Preparation and use of magnetic titanic acid nano-pipe Fe3O4/TNs |
| CN103183833A (en) * | 2012-12-14 | 2013-07-03 | 江南大学 | Method for preparing photo-crosslinked sodium alginate/polyvinyl alcohol-styryl pyridinium condensate composite film |
| CN103183833B (en) * | 2012-12-14 | 2016-02-17 | 江南大学 | The preparation method of a kind of photo-crosslinking sodium alginate and polyvinyl alcohol-styryl pyridinium condenses composite membrane |
| CN114653223A (en) * | 2022-03-15 | 2022-06-24 | 天津大学 | Pervaporation desalination heterogeneous membrane and preparation method and application thereof |
| CN114653223B (en) * | 2022-03-15 | 2024-04-12 | 天津大学 | Pervaporation desalination heterogeneous membrane and preparation method and application thereof |
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Assignee: Cangzhou Bon Adsorber Technology Co.,Ltd. Assignor: Tianjin University Contract fulfillment period: 2009.7.12 to 2014.6.30 contract change Contract record no.: 2009120000137 Denomination of invention: Preparation method of SA/APTES hybrid film for separating phenylalanine isomer Granted publication date: 20081126 License type: Exclusive license Record date: 2009.7.23 |
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Free format text: EXCLUSIVE LICENSE; TIME LIMIT OF IMPLEMENTING CONTACT: 2009.7.12 TO 2014.6.30; CHANGE OF CONTRACT Name of requester: CANGZHOU BON ADSORPTION MATERIAL SCIENCE AND TECHN Effective date: 20090723 |
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