Nothing Special   »   [go: up one dir, main page]

CN109133071B - A kind of preparation method of organic hybrid silica aerogel - Google Patents

A kind of preparation method of organic hybrid silica aerogel Download PDF

Info

Publication number
CN109133071B
CN109133071B CN201810888615.0A CN201810888615A CN109133071B CN 109133071 B CN109133071 B CN 109133071B CN 201810888615 A CN201810888615 A CN 201810888615A CN 109133071 B CN109133071 B CN 109133071B
Authority
CN
China
Prior art keywords
silica aerogel
organic hybrid
hybrid silica
preparation
aerogel
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN201810888615.0A
Other languages
Chinese (zh)
Other versions
CN109133071A (en
Inventor
孙敏
冯娟娟
田雨
王秀琴
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
University of Jinan
Original Assignee
University of Jinan
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by University of Jinan filed Critical University of Jinan
Priority to CN201810888615.0A priority Critical patent/CN109133071B/en
Publication of CN109133071A publication Critical patent/CN109133071A/en
Application granted granted Critical
Publication of CN109133071B publication Critical patent/CN109133071B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01BNON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B33/00Silicon; Compounds thereof
    • C01B33/113Silicon oxides; Hydrates thereof
    • C01B33/12Silica; Hydrates thereof, e.g. lepidoic silicic acid
    • C01B33/14Colloidal silica, e.g. dispersions, gels, sols
    • C01B33/157After-treatment of gels
    • C01B33/158Purification; Drying; Dehydrating
    • C01B33/1585Dehydration into aerogels
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B05SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05DPROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D7/00Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
    • B05D7/20Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials to wires
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B05SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05DPROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D7/00Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
    • B05D7/24Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials for applying particular liquids or other fluent materials

Landscapes

  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Inorganic Chemistry (AREA)
  • Silicon Compounds (AREA)
  • Silicon Polymers (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)

Abstract

本发明公开了一种有机杂化二氧化硅气凝胶的制备方法,特别涉及利用两端带有三甲氧基硅烷基团的有机硅烷对二氧化硅气凝胶进行杂化改性。这种新方法的特征在于选用氯丙基三甲氧基硅烷和氨丙基三甲氧基硅烷制备两端带有三甲氧基硅烷基团的有机硅烷分子,将其与硅酸乙酯反应制备有机杂化二氧化硅气凝胶,利用硅密封胶将有机杂化二氧化硅气凝胶材料涂覆到金属丝表面制备了固相微萃取纤维。本发明制备的有机杂化二氧化硅气凝胶作为涂层的固相微萃取纤维具有较高的萃取性能、优异的机械强度、优良的稳定性,在环境检测、食品检测和药物分析等领域中具有很好的应用潜力。

Figure 201810888615

The invention discloses a preparation method of an organic hybrid silica aerogel, in particular to the hybridization modification of the silica aerogel by using an organic silane with trimethoxysilane groups at both ends. The new method is characterized in that chloropropyltrimethoxysilane and aminopropyltrimethoxysilane are used to prepare organosilane molecules with trimethoxysilane groups at both ends, and they are reacted with ethyl silicate to prepare organohybrid Silica aerogel was synthesized, and the organic hybrid silica aerogel material was coated on the surface of the metal wire by using the silica sealant to prepare the solid phase microextraction fiber. The organic hybrid silica aerogel prepared by the invention has high extraction performance, excellent mechanical strength and excellent stability as the coating solid phase micro-extraction fiber, and can be used in the fields of environmental detection, food detection, drug analysis and the like. has good application potential.

Figure 201810888615

Description

Preparation method of organic hybrid silica aerogel
Technical Field
The invention relates to a technology for preparing organic hybrid silica aerogel.
Background
Solid phase micro-extraction is a novel sample pretreatment technology which has been developed in the nineties of the last century, compared with the traditional sample pretreatment technology, the method has the advantages of no need of organic solvent, simple and convenient operation, low cost, strong enrichment capacity, rapidness, high efficiency, easy combination with a chromatographic instrument and the like, can integrate sampling, extraction, concentration and sample introduction, and is applied to the fields of environmental analysis, food detection, pesticide residue, medicine detection and analysis and the like. The core of solid phase microextraction is an extraction coating, and the performance of the extraction coating limits the extraction efficiency. Therefore, the preparation of the extraction material with higher extraction performance, and the preparation of the extraction material with higher specific surface area, excellent mechanical strength and excellent stability is an important research direction of solid-phase microextraction research. The fiber which is commercialized has the defects that quartz fiber is fragile, the extraction performance of a coating is poor, and the like, and the extraction fiber which is mainly developed at present is a coating with excellent extraction performance which is modified on the surface of a metal wire.
The aerogel is a solid material with a space network structure formed by leaving a large number of gaps in the gel after a large amount of solvents and byproducts in the gel are removed, has a high specific surface area, and has been widely researched and applied in the fields of heat insulation and adsorption. The aerogel is divided into inorganic aerogel and organic aerogel according to chemical compositions, the inorganic aerogel is good in stability but poor in mechanical strength, the organic aerogel is excellent in mechanical strength but poor in temperature resistance, and organic-inorganic hybridization is an important means for effectively improving respective defects. Silica aerogel was the earliest developed aerogel and poor mechanical strength was the main factor hindering its development. Organic hybridization can effectively improve the defect of poor mechanical strength of silica aerogel, and researches have been made on bonding short-chain alkane onto the silica aerogel, wherein the long-chain alkyl chain is also physically doped or is used as a terminal carbon chain to hybridize the silica aerogel, so that the mechanical strength is remarkably improved. However, the stability of the hybrid aerogel physically doped or bonded with terminal carbon chains is still to be improved, and the long carbon chain coupling agent is embedded into the silica aerogel in a manner of bonding two ends, so that the mechanical strength is effectively enhanced and the adsorption and extraction capacity is improved. According to the invention, the long carbon chain coupling agent with trimethoxy silane at two ends is formed by reacting amino silane and chloro silane, and the two ends are embedded into the silica aerogel through chemical bonding, so that the high-performance organic hybrid silica aerogel is obtained.
Disclosure of Invention
The invention aims to provide a technology for preparing organic hybrid silica aerogel. The invention is based on bonding modification of organosilane coupling agent and aerogel to obtain organic hybrid silica aerogel, which is used as a coating to prepare solid-phase micro-extraction fiber, and the preparation steps are as follows:
(1) preparation of composite organosilane coupling agent
In a reactor, 3-aminopropyl trimethoxy silane and 3-chloropropyl trimethoxy silane are uniformly mixed according to the molar ratio of 1:3-5, dimethyl formamide is used as a reaction solvent, triethylamine is used as a catalyst, the temperature is raised to 90-120 ℃, and the mixture is stirred and refluxed for 8-12 hours to prepare the composite organosilane coupling agent;
(2) preparation of organic hybrid silica aerogel
Mixing a composite organosilane coupling agent and tetraethoxysilane according to a mass ratio of 1:1-3, adding ethanol to enable the volume fraction of the mixture to be 40-60%, uniformly stirring to obtain a mixed solution, adding oxalic acid to adjust the pH of the mixed solution to be 2-3, standing for 4-8 hours to form sol, adding ammonia water to adjust the pH to be 7-8, raising the temperature to be 40-60 ℃, standing for reaction for 1-3 hours to form gel, performing solvent replacement by using ethanol, and freeze-drying the gel to obtain the organic hybrid silica aerogel.
In the preparation step of the composite organosilane coupling agent, the volume fraction of the dimethyl formamide is 60-80%, and the volume fraction of the triethylamine is 2%.
In the preparation step of the organic hybrid silica aerogel, the oxalic acid is added to properly accelerate the hydrolysis of silane, and the concentration of the oxalic acid is 0.5-1 mol/L.
The addition of the ammonia water in the preparation step of the organic hybrid silica aerogel is beneficial to increasing the mechanical strength of the aerogel, and the concentration of the ammonia water is 0.05-0.1 mol/L.
The invention also aims to grind and crush the provided organic hybrid silica aerogel, coat the organic hybrid silica aerogel on the surface of a stainless steel wire by using glue to prepare the organic hybrid silica aerogel coating solid-phase microextraction fiber, and the organic hybrid silica aerogel coating solid-phase microextraction fiber is combined with gas chromatography to be applied to analysis and detection of polycyclic aromatic hydrocarbons which are volatile organic pollutants in an environmental water sample.
The organic hybrid silica aerogel prepared by the invention and the method for applying the organic hybrid silica aerogel to the solid-phase microextraction fiber coating have the following advantages:
(1) the hybridization of the organic coupling agent improves the mechanical strength of the silicon dioxide aerogel and improves the extraction efficiency at the same time. (2) The two ends of the long carbon chain organic coupling agent are both trimethoxy silane groups, and the long carbon chain is embedded into the dioxide aerogel in a chemical bonding mode for hybridization to form a more compact spatial network structure.
Drawings
FIG. 1 is a schematic diagram of a reaction for preparing an organosilane coupling agent.
Detailed Description
For a better understanding of the invention, the description is given by way of example:
example 1:
(1) preparation of composite organosilane coupling agent
In a reactor, 3-aminopropyl trimethoxy silane and 3-chloropropyl trimethoxy silane are uniformly mixed according to the molar ratio of 1:3, dimethylformamide is added as a reaction solvent, the volume fraction is 60%, triethylamine is added as a catalyst, the volume fraction is 2%, the temperature is raised to 120 ℃, the mixture is stirred and refluxed for reaction for 8 hours, and the composite organosilane coupling agent is prepared;
(2) preparation of organic hybrid silica aerogel
Mixing a composite organosilane coupling agent and tetraethoxysilane according to a mass ratio of 1:1, adding ethanol to enable the volume fraction of the mixture to be 60%, uniformly stirring to obtain a mixed solution, adding 1 mol/L oxalic acid to adjust the pH of the mixed solution to be 2-3, standing for 4 hours to form sol, adding 0.1 mol/L ammonia water to adjust the pH to be 7-8, raising the temperature to 40 ℃, standing for reaction for 3 hours to form gel, performing solvent replacement by using ethanol, and freeze-drying the gel to obtain the organic hybrid silica aerogel.
Example 2:
(1) preparation of composite organosilane coupling agent
In a reactor, 3-aminopropyl trimethoxy silane and 3-chloropropyl trimethoxy silane are uniformly mixed according to the molar ratio of 1:4, dimethylformamide is added as a reaction solvent, the volume fraction is 70%, triethylamine is added as a catalyst, the volume fraction is 2%, the temperature is raised to 100 ℃, and the mixture is stirred and refluxed for reaction for 10 hours to prepare the composite organosilane coupling agent;
(2) preparation of organic hybrid silica aerogel
Mixing a composite organosilane coupling agent and tetraethoxysilane according to a mass ratio of 1:2, adding ethanol to enable the volume fraction of the mixture to be 50%, uniformly stirring to obtain a mixed solution, adding 0.8 mol/L oxalic acid to adjust the pH of the mixed solution to be 2-3, standing for 6 hours to form sol, adding 0.03 mol/L ammonia water to adjust the pH to be 7-8, raising the temperature to 50 ℃, standing for 2 hours to react to form gel, performing solvent replacement by using ethanol, and freeze-drying the gel to obtain the organic hybrid silica aerogel.
Example 3:
(1) preparation of composite organosilane coupling agent
In a reactor, 3-aminopropyl trimethoxy silane and 3-chloropropyl trimethoxy silane are uniformly mixed according to the molar ratio of 1:5, dimethylformamide is added as a reaction solvent, the volume fraction is 80%, triethylamine is added as a catalyst, the volume fraction is 2%, the temperature is raised to 90 ℃, the mixture is stirred and refluxed for reaction for 12 hours, and the composite organosilane coupling agent is prepared;
(2) preparation of organic hybrid silica aerogel
Mixing a composite organosilane coupling agent and tetraethoxysilane according to a mass ratio of 1:3, adding ethanol to enable the volume fraction of the mixture to be 40%, uniformly stirring to obtain a mixed solution, adding 0.5 mol/L oxalic acid to adjust the pH of the mixed solution to be 2-3, standing for 8 hours to form sol, adding 0.05 mol/L ammonia water to adjust the pH to be 7-8, raising the temperature to 60 ℃, standing for reaction for 1 hour to form gel, performing solvent replacement by using ethanol, and freeze-drying the gel to obtain the organic hybrid silica aerogel.
The invention also aims to grind and crush the provided organic hybrid silica aerogel, coat the organic hybrid silica aerogel on the surface of a stainless steel wire by using glue to prepare the organic hybrid silica aerogel coating solid-phase microextraction fiber, and the organic hybrid silica aerogel coating solid-phase microextraction fiber is combined with gas chromatography to be applied to analysis and detection of polycyclic aromatic hydrocarbons which are volatile organic pollutants in an environmental water sample.

Claims (5)

1.一种有机杂化二氧化硅气凝胶的制备方法,其特征在于,该方法具有以下工艺步骤:1. a preparation method of organic hybrid silica aerogel, is characterized in that, the method has following processing steps: (1)复合有机硅烷偶联剂的制备(1) Preparation of composite organosilane coupling agent 在反应器中,将3-氨丙基三甲氧基硅烷和3-氯丙基三甲氧基硅烷按摩尔比为1:3-5混合均匀,用二甲基甲酰胺作为反应溶剂,用三乙胺作为催化剂,温度升至90-120℃,搅拌回流反应8-12小时,制备得到复合有机硅烷偶联剂;In the reactor, mix 3-aminopropyltrimethoxysilane and 3-chloropropyltrimethoxysilane in a molar ratio of 1:3-5, and use dimethylformamide as the reaction solvent and triethyl Amine is used as a catalyst, the temperature is raised to 90-120°C, and the reaction is stirred and refluxed for 8-12 hours to prepare a composite organosilane coupling agent; (2)有机杂化二氧化硅气凝胶的制备(2) Preparation of organohybrid silica aerogels 将复合有机硅烷偶联剂与正硅酸乙酯按照质量比为1:1-3混合,加入乙醇使其体积分数为40-60%,搅拌均匀后得到混合液,加入草酸调节混合液pH为2-3,静置4-8小时形成溶胶,再加入氨水调节pH为7-8,升高温度至40-60℃之间,静置反应1-3小时形成凝胶,用乙醇进行溶剂置换,将凝胶进行冷冻干燥得到有机杂化二氧化硅气凝胶。Mix the composite organosilane coupling agent and ethyl orthosilicate according to the mass ratio of 1:1-3, add ethanol to make the volume fraction be 40-60%, stir evenly to obtain a mixed solution, and add oxalic acid to adjust the pH of the mixed solution to 2-3, let stand for 4-8 hours to form a sol, then add ammonia water to adjust the pH to 7-8, raise the temperature to between 40-60 °C, let stand for 1-3 hours to form a gel, and replace the solvent with ethanol , the gel was freeze-dried to obtain an organic hybrid silica aerogel. 2.根据权利要求1中所述的一种有机杂化二氧化硅气凝胶的制备方法,其特征在于,步骤(1)中,使二甲基甲酰胺的体积分数为60-80%,使三乙胺的体积分数为2%。2. The method for preparing an organic hybrid silica aerogel according to claim 1, wherein in step (1), the volume fraction of dimethylformamide is 60-80%, The volume fraction of triethylamine was made 2%. 3.根据权利要求1中所述的一种有机杂化二氧化硅气凝胶的制备方法,其特征在于,步骤(2)中所述草酸的加入适当加快硅烷的水解,草酸的浓度为0.5-1 mol/L。3 . The method for preparing an organic hybrid silica aerogel according to claim 1 , wherein the addition of oxalic acid in step (2) appropriately accelerates the hydrolysis of silane, and the concentration of oxalic acid is 0.5 -1 mol/L. 4.根据权利要求1中所述的一种有机杂化二氧化硅气凝胶的制备方法,其特征在于,步骤(2)中所述氨水的加入有助于增加气凝胶的机械强度,氨水的浓度为0.05-0.1 mol/L。4 . The method for preparing an organic hybrid silica aerogel according to claim 1 , wherein the addition of ammonia water in step (2) helps to increase the mechanical strength of the aerogel, 5 . The concentration of ammonia water is 0.05-0.1 mol/L. 5.根据权利要求1中所述的一种有机杂化二氧化硅气凝胶的制备方法所制备的有机杂化二氧化硅气凝胶。5. The organohybrid silica aerogel prepared according to the preparation method of a kind of organohybrid silica aerogel described in claim 1.
CN201810888615.0A 2018-08-07 2018-08-07 A kind of preparation method of organic hybrid silica aerogel Active CN109133071B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201810888615.0A CN109133071B (en) 2018-08-07 2018-08-07 A kind of preparation method of organic hybrid silica aerogel

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201810888615.0A CN109133071B (en) 2018-08-07 2018-08-07 A kind of preparation method of organic hybrid silica aerogel

Publications (2)

Publication Number Publication Date
CN109133071A CN109133071A (en) 2019-01-04
CN109133071B true CN109133071B (en) 2021-10-22

Family

ID=64792036

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201810888615.0A Active CN109133071B (en) 2018-08-07 2018-08-07 A kind of preparation method of organic hybrid silica aerogel

Country Status (1)

Country Link
CN (1) CN109133071B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114195156B (en) * 2021-12-03 2023-10-10 晋江精纯科技有限公司 Preparation method of surface hybridization high-strength silicon dioxide microspheres

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007024925A2 (en) * 2005-08-25 2007-03-01 Keller Companies, Inc. Aerogel and method of manufacturing same
CN101072727A (en) * 2004-01-06 2007-11-14 白杨气凝胶股份有限公司 Organically modified silica aerogels containing silicon-bonded linear polymers
CN102372851A (en) * 2010-08-23 2012-03-14 中国科学院化学研究所 Bridged polysilsesquioxane aerogel and preparation method thereof
CN103028382A (en) * 2011-10-09 2013-04-10 中国科学院生态环境研究中心 Method for preparing solid-phase microextraction fiber from chemical bonded stationary aggregate ion liquid coating
CN103706342A (en) * 2013-12-17 2014-04-09 南京工业大学 Amino hybridized SiO2Aerogel materials and uses thereof
CN105566673A (en) * 2015-12-17 2016-05-11 中国科学院兰州化学物理研究所 Preparation method of multifunctional cellulose elastic aerogel

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4975050B2 (en) * 2009-02-05 2012-07-11 株式会社豊田中央研究所 Method for producing silica structure

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101072727A (en) * 2004-01-06 2007-11-14 白杨气凝胶股份有限公司 Organically modified silica aerogels containing silicon-bonded linear polymers
WO2007024925A2 (en) * 2005-08-25 2007-03-01 Keller Companies, Inc. Aerogel and method of manufacturing same
CN102372851A (en) * 2010-08-23 2012-03-14 中国科学院化学研究所 Bridged polysilsesquioxane aerogel and preparation method thereof
CN103028382A (en) * 2011-10-09 2013-04-10 中国科学院生态环境研究中心 Method for preparing solid-phase microextraction fiber from chemical bonded stationary aggregate ion liquid coating
CN103706342A (en) * 2013-12-17 2014-04-09 南京工业大学 Amino hybridized SiO2Aerogel materials and uses thereof
CN105566673A (en) * 2015-12-17 2016-05-11 中国科学院兰州化学物理研究所 Preparation method of multifunctional cellulose elastic aerogel

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
"Synthesis of lightweight polymer-reinforced silica aerogels with improved mechanical and thermal insulation properties for space applications";Hajar Maleki et al;《Microporous and Mesoporous Materials》;20140614;第116-129页 *
"Tailoring Mechanical Properties of Aerogels for Aerospace "Applications;Jason P. Randall et al;《ACS Appl. Mater. Interfaces》;20110301;第613-626页 *
"有机-无机杂化柔性硅气凝胶的制备与表征";曲康 等;《化工学报》;20140115;第65卷(第1期);第346-351页 *
"溶胶-凝胶固相微萃取涂层及其在农药残留分析中的应用";陈良壁 等;《分析实验室》;20091015;第83-87页 *

Also Published As

Publication number Publication date
CN109133071A (en) 2019-01-04

Similar Documents

Publication Publication Date Title
CN111116869A (en) A kind of liquid epoxy functionalized POSS modified epoxy resin and preparation method thereof
CN101613476B (en) Silicon-hydrogen bond containing hyperbranched polyorganosiloxane and preparation method thereof
CN102416313B (en) Bisphenol A dummy template molecularly imprinted stir bar and preparation method thereof
CN109490264B (en) Homogeneous label-free detection method for double-ended complementary nucleic acid aptamer probe and aflatoxin B1 based on aggregated luminescence
CN109133071B (en) A kind of preparation method of organic hybrid silica aerogel
CN109173981A (en) A kind of preparation method of polyethyleneimine functionalized SiO 2 aeroge coating solid phase micro-extraction fiber
CN106589401B (en) A kind of preparation method of P-containing silica gel loaded PAMAM type dendrimer
CN101747478A (en) 'One-pot' preparation of organic-inorganic hybridization porous monolithic material
CN102173398A (en) Low-molecular carbon-free polysilazane and liquid-phase synthesis method thereof
Peng et al. A highly efficient and recyclable catalyst—dendrimer supported chiral salen Mn (iii) complexes for asymmetric epoxidation
CN105833849A (en) Anti-phase-strong cation exchange mixing mechanism chromatographic stationary phase preparation method
CN108164707B (en) Polysiloxane-based ionic liquid and application thereof
CN110711571A (en) A kind of preparation method of agarose boronic acid affinity material suitable for fish tropomyosin purification
CN105886611A (en) Preparation method and application of magnetic graphene oxide-nanogold label-free complex
CN108906008B (en) A kind of polydentate amino polar embedded mixed mode high performance liquid chromatography packing and its preparation method and application
CN107641466B (en) Organic silicon solvent-free impregnating varnish and preparation method thereof
CN105368339B (en) Additional organosilicon is bonded and sealed glue tackifier, preparation method and composition therefor
CN109704985B (en) Method for synthesizing condensed ring aromatic alkyl amide embedded liquid chromatography stationary phase
Choi et al. Electrostatic interaction effect for human DNA separation with functionalized mesoporous silicas
JPWO2006001300A1 (en) High durability liquid chromatography packing
Chu et al. Synthesis of hyperbranched polycarbosilane modified with cyclodextrin derivatives and its application in coated capillary electrophoresis columns
CN101892216A (en) Preparation method of polyamide-amine dendritic molecule as carrier material for aminoacylase immobilization
CN110614089A (en) Preparation method of functionalized polyamide-amine dendrimer adsorbent
CN102676493A (en) Mesoporous biomaterial containing porcine pancreatic lipase and preparation method thereof
CN107189442B (en) Modified methyl phenyl silicone resin based on nano attapulgite and preparation method thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
CB03 Change of inventor or designer information

Inventor after: Sun Min

Inventor after: Feng Juanjuan

Inventor after: Tian Yu

Inventor after: Wang Xiuqin

Inventor before: Tian Yu

Inventor before: Sun Min

Inventor before: Feng Juanjuan

Inventor before: Wang Xiuqin

CB03 Change of inventor or designer information
GR01 Patent grant
GR01 Patent grant