CN1687085A - Ion liquid in phosphine group amino acid - Google Patents
Ion liquid in phosphine group amino acid Download PDFInfo
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- CN1687085A CN1687085A CN 200510072325 CN200510072325A CN1687085A CN 1687085 A CN1687085 A CN 1687085A CN 200510072325 CN200510072325 CN 200510072325 CN 200510072325 A CN200510072325 A CN 200510072325A CN 1687085 A CN1687085 A CN 1687085A
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- amino acid
- ion
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- liquid
- amino
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Abstract
The present invention relates to an amino-acid phosphines ion liquor. The amino-acid, amino-acid derivative or amino-acid structure similar compound and hydroxide (OH-) salt of phosphines compound are undergone the process of neutralization reaction in aqueous solution to lose water molecules and form a new-type amino-acid phosphines ion liquor which can have extensive application in medicine synthesis, phase transfer catalysis and adsorption of acidic gas, etc.
Description
Technical field: the present invention relates to a kind of ion liquid in phosphine group amino acid.
Background technology:
Ionic liquid is a kind of emerging solvent and reaction medium.Because unique physicochemical property such as it are non-volatile, structure can design, ionic liquid has a extensive future fields such as extracting and separating, catalyzed reaction, is expected to replace volatile environmentally harmful conventional organic solvents in 21 century.
Ionic liquid is by negatively charged ion and cation composition.Two kinds of ions can be structurally that this ionic liquid is had is specific functional by connecting functional group.As connecting NH to the glyoxaline cation structure
2-, make it to possess absorption CO
2Function.Organic synthesis is no doubt indispensable, if but can effectively utilize with NH
2-native compound complex functionality ionic liquid, can simplify the synthesis step of ionic liquid, reduce the cost of ionic liquid.In a lot of natural compoundss, all have NH
2-structure, modal is exactly the compound of amino acid, amino acid derivative and similar amino acid structure.Synthetic ionic liquid with amino acid structure has obviously satisfied above-mentioned requirements.
Summary of the invention
The present invention has synthesized a kind of novel amino phosphine class functionalized ion liquid.
Any ionic compound or mixture that ionic liquid among the present invention can be consisted of, is in a liquid state below 373.15K by a kind of cation and a kind of anion or several cation and several anion; Wherein amino acid or amino acid derivativges ion is the phosphine cationoid to ion.The group that connects can be inorganic group on the P atom, such as OH, also can be organic group, and such as the linear paraffin substituting group, the branched paraffin substituting group perhaps has functional group at substituting group, such as two keys, and triple bond or even fragrance or heterocyclic substituted group etc.
With halogen-type ionic liquid presoma such as [P (C
4H
9)
4] aqueous solution of [Br] obtains OH type ionic liquid presoma such as [P (C by strong-base anion-exchange resin (OH type)
4H
9)
4] [OH], carry out neutralization reaction with excess of ammonia base aqueous acid slightly at normal temperature then, the time is 12 hours.Mixed solvent with acetonitrile and methyl alcohol after the product dehydration extracts, and obtains the amino acid class ionic liquid of seeing behind the rotary evaporation removal solvent.
Embodiment:
The present invention illustrates with following embodiment, but the present invention is not limited to following embodiment, and under the scope of described aim, change is included in the technical scope of the present invention before and after not breaking away from.
Embodiment 1
With [P (C
4H
9)
4] [Br] obtain [P (C by strong-base anion-exchange resin (OH type)
4H
9)
4] [OH], carry out neutralization reaction with the glycine of excessive concentrations (gly) aqueous solution slightly at normal temperature then, the time is 12 hours.Mixed solvent with acetonitrile and methyl alcohol after the product dehydration extracts, and rotary evaporation obtains [P (C after removing solvent
4H
9)
4] [gly].
Embodiment 2
With [P (C
4H
9)
4] [Br] obtain [P (C by strong-base anion-exchange resin (OH type)
4H
9)
4] [OH], carry out neutralization reaction with alanine (Ala) aqueous solution at normal temperature, the time is 12 hours.Mixed solvent with acetonitrile and methyl alcohol after the product dehydration extracts, and rotary evaporation is removed solvent final vacuum drying and obtained [P (C
4H
9)
4] [Ala].
Embodiment 3
With [P (C
4H
9)
4] [Br] obtain [P (C by strong-base anion-exchange resin (OH type)
4H
9)
4] [OH], carry out neutralization reaction with lysine (Lys) aqueous solution at normal temperature, the time is 12 hours.Mixed solvent with acetonitrile and methyl alcohol after the product dehydration extracts, and rotary evaporation is removed solvent final vacuum drying and obtained [P (C
4H
9)
4] [Lys].
Embodiment 4
With [P (C
4H
9)
4] [Br] obtain [P (C by strong-base anion-exchange resin (OH type)
4H
9)
4] [OH], carry out neutralization reaction with arginine (Arg) aqueous solution at normal temperature, the time is 12 hours.Mixed solvent with acetonitrile and methyl alcohol after the product dehydration extracts, and rotary evaporation is removed solvent final vacuum drying and obtained [P (C
4H
9)
4] [Arg].
Embodiment 5
With [P (C
4H
9)
4] [Br] obtain [P (C by strong-base anion-exchange resin (OH type)
4H
9)
4] [OH], carry out neutralization reaction with proline (Pro) aqueous solution at normal temperature, the time is 12 hours.Mixed solvent with acetonitrile and methyl alcohol after the product dehydration extracts, and rotary evaporation is removed solvent final vacuum drying and obtained [P (C
4H
9)
4] [Pro].
Embodiment 6
With [P (C
4H
9)
4] [Br] obtain [P (C by strong-base anion-exchange resin (OH type)
4H
9)
4] [OH], carry out neutralization reaction with cystine (Cys) aqueous solution at normal temperature, the time is 12 hours.Mixed solvent with acetonitrile and methyl alcohol after the product dehydration extracts, and rotary evaporation is removed solvent final vacuum drying and obtained [P (C
4H
9)
4] [Cys].
Embodiment 7
With [P (C
4H
9)
4] [Br] obtain [P (C by strong-base anion-exchange resin (OH type)
4H
9)
4] [OH], carry out neutralization reaction with glutamic acid (Glu) aqueous solution at normal temperature, the time is 12 hours.Mixed solvent with acetonitrile and methyl alcohol after the product dehydration extracts, and rotary evaporation is removed solvent final vacuum drying and obtained [P (C
4H
9)
4] [Glu].
Claims (7)
1. an ion liquid in phosphine group amino acid is characterized in that ion liquid negatively charged ion is amino acid, amino acid derivative or similar amino acid structure ion.
2. according to claim 1, the amino acid of employing is that amino acid such as Methionin, Serine, glycine, L-Ala, arginine, amino acid derivative and amino acids are like structural compounds (comprising polypeptide and protein etc.).
3. according to claim 1, employed ionic liquid is any ionic compound or the mixture that is made of a kind of negatively charged ion and a kind of positively charged ion or several negatively charged ion and several cation, ion liquid positively charged ion is the phosphine cationoid, and the group that connects can be an inorganic group on the P atom, as OH, it also can be organic group, as the straight-chain paraffin substituting group, the branched paraffin substituting group perhaps has functional group on substituting group, as two keys, triple bond or even fragrance or heterocyclic substituted group etc.
4. according to claim 1, the synthetic employing ion-exchange preparation of this amino acid ion liquid, but be not limited to said method.
5. according to claim 1, the synthesis temperature of this amino acid ion liquid is between-223K and 473K.
6. according to claim 1, contain basic groups such as amido, guanidine radicals in the amino acids anion structure that this ionic liquid adopts.
7. according to claim 1, contain organic acid and mineral acid groups such as carboxyl, sulfonic group in the amino acids anion structure that this ionic liquid adopts.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510072325 CN1687085A (en) | 2005-05-30 | 2005-05-30 | Ion liquid in phosphine group amino acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510072325 CN1687085A (en) | 2005-05-30 | 2005-05-30 | Ion liquid in phosphine group amino acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1687085A true CN1687085A (en) | 2005-10-26 |
Family
ID=35305127
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200510072325 Pending CN1687085A (en) | 2005-05-30 | 2005-05-30 | Ion liquid in phosphine group amino acid |
Country Status (1)
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|---|---|
| CN (1) | CN1687085A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102190589A (en) * | 2010-03-04 | 2011-09-21 | 中国科学院过程工程研究所 | Amino acid ionic liquid for foodstuffs and medical treatments |
| CN103160853A (en) * | 2011-12-12 | 2013-06-19 | 中国科学院过程工程研究所 | Method for electrolyzing aluminum by using amino-functionalized ionic liquid electrolyte |
| CN104226081A (en) * | 2014-09-04 | 2014-12-24 | 河南师范大学 | Anion functional ion liquid containing acylamino as well as preparation method and application thereof |
| US9018321B2 (en) | 2007-07-26 | 2015-04-28 | Ajinomoto Co., Inc. | Resin composition |
| CN106362549A (en) * | 2016-11-03 | 2017-02-01 | 浙江大学 | Method for capturing nitric oxide by using amino acid anion functional ionic liquid |
| CN114700018A (en) * | 2022-04-08 | 2022-07-05 | 上海交通大学 | Semi-automatic integrated reaction device and preparation method of imidazole amino acid ionic liquid |
-
2005
- 2005-05-30 CN CN 200510072325 patent/CN1687085A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9018321B2 (en) | 2007-07-26 | 2015-04-28 | Ajinomoto Co., Inc. | Resin composition |
| CN102190589A (en) * | 2010-03-04 | 2011-09-21 | 中国科学院过程工程研究所 | Amino acid ionic liquid for foodstuffs and medical treatments |
| CN103160853A (en) * | 2011-12-12 | 2013-06-19 | 中国科学院过程工程研究所 | Method for electrolyzing aluminum by using amino-functionalized ionic liquid electrolyte |
| CN104226081A (en) * | 2014-09-04 | 2014-12-24 | 河南师范大学 | Anion functional ion liquid containing acylamino as well as preparation method and application thereof |
| CN106362549A (en) * | 2016-11-03 | 2017-02-01 | 浙江大学 | Method for capturing nitric oxide by using amino acid anion functional ionic liquid |
| CN106362549B (en) * | 2016-11-03 | 2019-10-08 | 浙江大学 | It is a kind of to trap nitric oxide production method using amino acid anionic functional ionic liquid |
| CN114700018A (en) * | 2022-04-08 | 2022-07-05 | 上海交通大学 | Semi-automatic integrated reaction device and preparation method of imidazole amino acid ionic liquid |
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