Functionalised materials and uses thereof

A compound and selected technology, applied in the direction of silicon oxide, silicon dioxide, silicon organic compounds, etc., can solve problems such as enzyme passivation, and achieve the effects of good stability, high thermal stability, and high reusability

Inactive Publication Date: 2010-10-20
PHOSPHONICS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Such covalent attachment is known, but always r

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0103] A mixture containing 2-aminoethyl hydrochloride 2'-trimethoxysilylethyl sulfide (1.54 mol) and silica (1 kg) in toluene (2.5 L) was refluxed with stirring for 4 hours. The mixture was cooled to room temperature, then filtered. The solid was washed with toluene (1 L), methanol (1 L), aqueous base (2 x 2 L), deionized water (2 L) and methanol (2 L), then dried under reduced pressure to obtain the immobilized aminothioether (1.1 kg) . A mixture of the aminothioether silica (100 g, 0.1 mol) and methyl isothiocyanate (0.25 mol) in toluene (300 mL) was heated with stirring for 3 hours. On cooling, the mixture was filtered and the solid was washed well with water to give thiourea (105 g) of general formula 1, wherein c and d are 0, R 1 , R 2 and R 5 is hydrogen and R is methyl.

Embodiment 2

[0105] A mixture containing 2-aminoethyl hydrochloride 2'-trimethoxysilylethylsulfide (0.154 mol) and silica (100 g) in toluene (250 mL) was refluxed with stirring for 4 hours. The mixture was cooled to room temperature, then filtered. The solid was washed with toluene, methanol, aqueous base, deionized water and methanol, then dried under reduced pressure to obtain immobilized aminothioether (110 g). A mixture of the aminothioether silica (50 g, 0.05 mol) and ethyl isothiocyanate (0.125 mol) in toluene (150 mL) was heated with stirring for 3 hours. On cooling, the mixture was filtered and the solid was washed with water to give thiourea (55 g) of general formula 1, wherein c and d are 0, R 1 , R 2 and R 5 is hydrogen and R is ethyl.

Embodiment 3

[0107] A mixture containing 2-aminoethyl hydrochloride 2'-trimethoxysilylethyl sulfide (0.14 mol) and silica (100 g) in toluene (250 mL) was refluxed with stirring for 4 hours. The mixture was cooled to room temperature, then filtered. The solid was washed with toluene, methanol, aqueous base, deionized water and methanol, then dried under reduced pressure to obtain immobilized aminothioether (110 g). A mixture of the aminothioether silica (50 g, 0.05 mol) and phenylisothiocyanate (0.125 mol) in toluene (150 mL) was heated with stirring for 3 hours. On cooling, the mixture is filtered and the solids are washed well with water to obtain thioureas of general formula 1, wherein c and d are 0, R 1 , R 2 and R 5 is hydrogen and R is phenyl.

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PUM

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Abstract

[(O3/2)Si CH2CH2SX] a [Si (O4/2)] b [WSi (O3/2)] c [VSi (O3/2)] d wherein X is selected from (CR1R2)eNR5 CO NHR, (CR1R2)eNR5 CS NHR, W when present is selected from (CR6R7)e ZR, (CH2)3 SR1 (CH2)3 NRR1, (CH2)e SR8, CH2CH2S (CR1R2)fNR5 CO NHR, CH2CH2S (CR1R2),NR5 CS NHR, CH2CH2S (CH2)f OR; Z is O or S, R, R1-7 are independently selected from hydrogen, alkyl group, aryl group or alkylaryl group, R8 is selected from [CH2CH2NR1]P R2 and (CR1R2)m SR9 where R9 is hydrogen, C1-22-alkyl group, and V is a group which is optionally substituted and selected from a C1-22-alkyl group, C2-22-alkenyl group, a C2-22-alkynyl group or an aryl group. The compounds are useful as immobilisation materials for bio-molecules including enzymes, cation and anion exchangers, organic and inorganic compound scavengers, solid phase purification or extraction materials, removal and purification of biological compounds including endotoxins, anti-microbial agents, hydrophilicity modifiers, flame proofing agents, antistatic agents, coatings for biomedical devices, water repellent films and coatings, solid phase synthesis materials and chromatography materials.

Description

technical field [0001] The present invention relates to new functionalized materials and their uses. The materials of the invention can be used in a wide range of applications, for example as immobilization materials for biomolecules (including enzymes), cation and anion exchangers, scavengers for organic and inorganic compounds, solid phase purification or extraction materials, biological compounds (including Endotoxin) removal and purification, recovery of precious metals, antimicrobial agents, hydrophilic modifiers, flame-resistant agents, antistatic agents, coatings for biomedical devices, waterproof membranes and coatings, solid-phase synthetic materials and chromatographic materials. The invention also relates to precursors of these new products and their preparation. Background technique [0002] The use of functionalized solids is rapidly developing for many different applications such as liquid phase synthesis, solid phase synthesis, solid phase extraction, catalys...

Claims

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Application Information

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IPC IPC(8): C07F7/21C08G77/28C08G77/50A61K9/14C01B33/14
CPCA61K47/24A61K47/34C07F7/21A61P31/04
Inventor J·R·H·韦尔森N·格拉夫S·P·曼R·韦尔克斯
Owner PHOSPHONICS
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