CN108445155A - A kind of test paper of detection benzene reagent - Google Patents

A kind of test paper of detection benzene reagent Download PDF

Info

Publication number
CN108445155A
CN108445155A CN201810216107.8A CN201810216107A CN108445155A CN 108445155 A CN108445155 A CN 108445155A CN 201810216107 A CN201810216107 A CN 201810216107A CN 108445155 A CN108445155 A CN 108445155A
Authority
CN
China
Prior art keywords
test paper
benzene
calixarenes
detection
solution
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.)
Granted
Application number
CN201810216107.8A
Other languages
Chinese (zh)
Other versions
CN108445155B (en
Inventor
苗瑞祥
刘冬青
任顺
朱泽晛
李珂
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.)
Tianjin Polytechnic University
Original Assignee
Tianjin Polytechnic University
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 Tianjin Polytechnic University filed Critical Tianjin Polytechnic University
Priority to CN201810216107.8A priority Critical patent/CN108445155B/en
Publication of CN108445155A publication Critical patent/CN108445155A/en
Application granted granted Critical
Publication of CN108445155B publication Critical patent/CN108445155B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or sheets
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2301/00—Characterised by the use of cellulose, modified cellulose or cellulose derivatives
    • C08J2301/08—Cellulose derivatives
    • C08J2301/10—Esters of organic acids
    • C08J2301/12—Cellulose acetate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2327/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers
    • C08J2327/02—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers not modified by chemical after-treatment
    • C08J2327/12—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C08J2327/16—Homopolymers or copolymers of vinylidene fluoride
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2477/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Food Science & Technology (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Immunology (AREA)
  • Pathology (AREA)
  • Physics & Mathematics (AREA)
  • Materials Engineering (AREA)
  • Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)

Abstract

The present invention relates to a kind of test paper and preparation method thereof of detection benzene reagent, belong to macromolecule parents self assembly and field of new material preparation.Invention is reacted using calixarenes chloride derivative with piperazine, and linear poly- (calixarenes piperazine) amide is prepared.There is calixarenes block on the polyamide macromolecular main chain, thus benzene and its derivative can be complexed.After polyamide is complexed with benzene, chain can be shunk and torsional deformation, that is, generates " stimuli responsive " reaction.This feature can be used to the presence of detection benzene and its derivative.This polyamide is mixed into film with other high polymers, tablet test paper shape detection material is prepared, for quickly detecting benzene and its derivative in environment.This method provides a simplicity, practical new departure for the detection of benezene material.

Description

A kind of test paper of detection benzene reagent
Technical field
The present invention relates to a kind of preparation of polyamide and its preparation of solution blending material, the inspection for fragrant organic molecule It surveys, is related to a kind of technology of preparing of stimulation-responsive materials.
Background technology
Aromatic hydrocarbon with phenyl ring all has certain harm to environment and human body, nervous system, hematological system to people, Digestive system and skin can all generate harm.Especially hematological system, a line operating personnel very sensitive to benezene material Long Term Contact benezene material can lead to each organ systems disease.Thus benzene is particularly significant in the detection of environment and solution etc., Quickly and easily detection benzene there are technology and materials, and research and development are made.And it can quickly and easily detect the fragrance such as benzene The test paper of hydrocarbon structure is a kind of product with market potential.
This patent by with can the organic solution of monomer calixarenes diacid chloride of reaction active groups gathered with piperazine It closes, prepares linear poly- (calixarenes-piperazine) amide.The polyamide is by fragrant rigid macrocyclic kind building block and small-molecular-weight heterocycle The characteristics of polymer chain architecture made of link, a variety of contrast factors are alternately presented on macromolecular chain, assign its self assembly and Abundant stimulation-respondent behavior.After such polymer is contacted with benzene class reagent, because of π-π interactions, strand generates acute The behavior of the stimulations-response such as strong contraction and flexion torsion.Poly- (calixarenes-piperazine) amide can after being blended with other polymers It is uniformly distributed in casting solution, after wet method knifing, is uniformly distributed in film inside and film surface.Film is smooth in dry conditions The scraps of paper dress.After benezene material is contacted with the blend film, phenyl ring enters the richness of calixarenes under the driving that π-π interact Pi-electron cavity lures the contraction of polyamide molecule chain and flexion torsion into, eventually leads to entire blend flat sheet membrane and generates deformation, shows To the potentiality of the noxious materials oriented detection such as benzene class.
Invention content
The purpose of the present invention is overcome the deficiencies of the prior art and provide a kind of preparation method of detection benzene reagent test strip.
Technical scheme of the present invention is summarized as follows：
A kind of test paper of detection benzene reagent, it is characterised in that polymerize with piperazine by calixarenes monomer I, generate polymer III.Polymer III is dissolved in organic solvent, polymer A is added, is uniformly mixed to obtain casting solution, it is solidifying to use deionized water Gu bath prepares plate membrane by phase inversion, obtains benezene material Test paper.
The structural formula of calixarenes monomer I is following monomer I1~I6In one kind and/or several mixing：
High polymer A is the mixture of one or both of Kynoar and/or cellulose acetate；Organic solvent is N, One kind in dinethylformamide, n,N-dimethylacetamide, N-Methyl pyrrolidone and/or dimethyl sulfoxide (DMSO) and/or several The mixing of kind.
Description of the drawings
Fig. 1 is the test paper that can detect benzene class reagent described in embodiment 9, and Fig. 2 is test paper described in embodiment 9 to toluene Detection result figure, Fig. 3 are detection result figure of the test paper described in embodiment 9 to aniline reagents.
Embodiment
Polymer III1-8Synthesis
All examples
Embodiment 1
By the I of a concentration of 5mg/mL of 5mL1Solution is added drop-wise to the piperazine solution of a concentration of 30mg/mL of 10mL, reaction 5 Min collects interfacial polymerization product.It is dry with alternately washing 3 times of 20mL n-hexanes and 20mL deionized waters, obtain white powder Polymer III12mg。
Embodiment 2
By the I of a concentration of 5mg/mL of 5mL3Solution is added drop-wise to the piperazine solution of a concentration of 30mg/mL of 10mL, reaction 5 Min collects interfacial polymerization product.It is washed by n-hexane and deionized water, it is dry, obtain pale yellow powder shaped polymer III22.2 mg。
Embodiment 3
By the I of a concentration of 5mg/mL of 5mL5Solution is added drop-wise to the piperazine solution of a concentration of 30mg/mL of 10mL, reaction 5 Min collects interfacial polymerization product.It is washed by n-hexane and deionized water, it is dry, obtain pale yellow powder shaped polymer III32.1 mg。
Embodiment 4
It is the I of 5mg/mL by concentration1And I2Solution be configured to 5mL solution of acid chloride at 1: 1 by volume, be added drop-wise to 10mL The piperazine solution of a concentration of 30mg/mL reacts 5min, collects interfacial polymerization product.It is washed by n-hexane and deionized water, It is dry, obtain pale yellow powder shaped polymer III42.6mg。
Embodiment 5
By the piperazine solution of a concentration of 30mg/mL of 10mL, it is added drop-wise to the I of a concentration of 5mg/mL of 5mL2In solution, 100 r/ Min rotating speeds at the uniform velocity stir 10min, it is made to generate polymerisation in solution product, collect polymerisation in solution product.By n-hexane and go from Sub- water washing, it is dry, obtain faint yellow sheet polymer III52.6mg。
Embodiment 6
By the piperazine solution of a concentration of 30mg/mL of 10mL, it is added drop-wise to the I of a concentration of 5mg/mL of 5mL4In solution, 100 r/ Min rotating speeds at the uniform velocity stir 10min, it is made to generate polymerisation in solution product, collect polymerisation in solution product.By n-hexane and go from Sub- water washing, it is dry, obtain faint yellow sheet polymer III62.8mg。
Embodiment 7
By the piperazine solution of a concentration of 30mg/mL of 10mL, it is added drop-wise to the I of a concentration of 5mg/mL of 5mL6In solution, 100 r/ Min rotating speeds at the uniform velocity stir 10min, it is made to generate polymerisation in solution product, collect polymerisation in solution product.By n-hexane and go from Sub- water washing, it is dry, obtain faint yellow sheet polymer III72.9mg。
Embodiment 8
By the piperazine solution of a concentration of 30mg/mL of 10mL, it is added drop-wise to the I of a concentration of 5mg/mL of 5mL1In solution, 100 r/ Min rotating speeds at the uniform velocity stir 10min, it is made to generate polymerisation in solution product, collect polymerisation in solution product.By n-hexane and go from Sub- water washing, it is dry, obtain white plates polymer III82.8mg。
The preparation of test paper
Embodiment 9
By polymer III1It is dissolved in n,N-Dimethylformamide, prepares the solution of a concentration of 0.5mg/mL of 4mL.It is added 500mg closes object A, stirring, and vacuum defoamation, strike-off stick film is put into deionized water and solidifies, dry, and the examination of benzene class can be detected by being made The test paper of agent.(test paper is shown in Figure of description to the detection result of benzene class reagent.)
Embodiment 10
Prepare 4mL polymer III20.5mg/mL N-Methyl pyrrolidone solution.500mg polymer A are added, stir It mixes, vacuum defoamation, strike-off stick film is put into deionized water and solidifies, dry to get to the test paper that can detect benzene class reagent.
Embodiment 11
Prepare 4mL polymer III30.5mg/mL n,N-dimethylacetamide solution.500mg polymer A are added, Stirring, vacuum defoamation, strike-off stick film is put into deionized water and solidifies, dry to get to the test paper that can detect benzene class reagent.
Embodiment 12
Prepare 4mL polymer III40.5mg/mL dimethyl sulphoxide solution.500mg polymer A are added, stir, very Empty deaeration, strike-off stick film, is put into deionized water and solidifies, dry to get to the test paper that can detect benzene class reagent.
Embodiment 13
Prepare 4mL polymer III5Concentration be 0.5mg/mL n,N-Dimethylformamide and dimethyl sulfoxide (DMSO) mixing Solution (n,N-Dimethylformamide and dimethyl sulfoxide (DMSO) 1: 1 mixing by volume).500mg polymer A are added, stir, very Empty deaeration, strike-off stick film, is put into deionized water and solidifies, dry to get to the test paper that can detect benzene class reagent.
Embodiment 14
Prepare 4mL polymer III60.5mg/mL N-Methyl pyrrolidone solution.500mg polymer A are added, stir It mixes, vacuum defoamation, strike-off stick film is put into deionized water and solidifies, dry to get to the test paper that can detect benzene class reagent.
Embodiment 15
Prepare 4mL polymer III70.5mg/mL N-Methyl pyrrolidone and n,N-dimethylacetamide solution (N- Methyl pyrrolidone and n,N-dimethylacetamide 1: 1 mixing by volume).500mg polymer A, stirring is added, vacuum takes off Bubble, strike-off stick film is put into deionized water and solidifies, dry to get to the test paper that can detect benzene class reagent.
Embodiment 16
Prepare 4mL polymer III80.5mg/mL dimethyl sulphoxide solution.500mg polymer A are added, stir, very Empty deaeration, strike-off stick film, is put into deionized water and solidifies, dry to get to the test paper that can detect benzene class reagent.

Claims (3)

1. a kind of test paper of detection benzene reagent, it is characterised in that polymerize with piperazine by calixarenes monomer I, generate polymer III. Polymer III is dissolved in organic solvent, polymer A is added, casting solution is uniformly mixed to obtain, uses deionized water for coagulating bath, Plate membrane is prepared by phase inversion, obtains benezene material Test paper.
2. according to claim 1, the structural formula of calixarenes monomer I is following monomer I1~I6In one kind and/or several Mixing：
3. according to claim 1, the high polymer A is the mixed of one or both of Kynoar and/or cellulose acetate Close object；Organic solvent is that n,N-Dimethylformamide, n,N-dimethylacetamide, N-Methyl pyrrolidone and/or dimethyl are sub- One kind in sulfone and/or several mixing.
CN201810216107.8A 2018-03-13 2018-03-13 Test paper for detecting benzene reagent Expired - Fee Related CN108445155B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201810216107.8A CN108445155B (en) 2018-03-13 2018-03-13 Test paper for detecting benzene reagent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201810216107.8A CN108445155B (en) 2018-03-13 2018-03-13 Test paper for detecting benzene reagent

Publications (2)

Publication Number Publication Date
CN108445155A true CN108445155A (en) 2018-08-24
CN108445155B CN108445155B (en) 2021-01-15

Family

ID=63194652

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201810216107.8A Expired - Fee Related CN108445155B (en) 2018-03-13 2018-03-13 Test paper for detecting benzene reagent

Country Status (1)

Country Link
CN (1) CN108445155B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109251331A (en) * 2018-09-19 2019-01-22 天津工业大学 A kind of Polyamine capsule dispersion liquid removing underwater gold category ion

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110045597A1 (en) * 2009-08-18 2011-02-24 Chebrolu Pulla Rao Chemical sensors of zinc, nickel, and copper ions
US8034622B2 (en) * 2009-06-30 2011-10-11 Indian Institute Of Technology Bombay Selective detection of Hg2+ by calix[4]arenes
US20130001153A1 (en) * 2011-07-01 2013-01-03 International Business Machines Corporation Thin film composite membranes embedded with molecular cage compounds
CN102276481B (en) * 2011-04-29 2014-05-14 苏州大学 Calixarene derivative and metal complex thereof, and preparation method and application of calixarene derivative and metal complex thereof
CN104628939A (en) * 2013-11-14 2015-05-20 中国科学院理化技术研究所 Novel water-soluble polymer capable of selectively recognizing mercury ion as well as preparation method and application thereof
CN107663211A (en) * 2016-07-29 2018-02-06 沈阳药科大学 Carbazole calixarenes tetracyclic and its preparation method and application

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8034622B2 (en) * 2009-06-30 2011-10-11 Indian Institute Of Technology Bombay Selective detection of Hg2+ by calix[4]arenes
US20110045597A1 (en) * 2009-08-18 2011-02-24 Chebrolu Pulla Rao Chemical sensors of zinc, nickel, and copper ions
CN102276481B (en) * 2011-04-29 2014-05-14 苏州大学 Calixarene derivative and metal complex thereof, and preparation method and application of calixarene derivative and metal complex thereof
US20130001153A1 (en) * 2011-07-01 2013-01-03 International Business Machines Corporation Thin film composite membranes embedded with molecular cage compounds
CN104628939A (en) * 2013-11-14 2015-05-20 中国科学院理化技术研究所 Novel water-soluble polymer capable of selectively recognizing mercury ion as well as preparation method and application thereof
CN107663211A (en) * 2016-07-29 2018-02-06 沈阳药科大学 Carbazole calixarenes tetracyclic and its preparation method and application

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
ASEEL K. HASSAN等: "Chemical sensors for the detection of organic pollutants", 《SMART STRUCTURES ANDMATERIALS 1999: SMART ELECTRONICS AND MEMS》 *
HYUN JUNG KIM等: "Host–guest sensing by calixarenes on the surfaces", 《CHEM. SOC. REV.》 *
刘壮等: "分子识别响应型智能膜的研究进展", 《科学通报》 *
唐橙橙等: "具有离子识别功能的新型智能膜研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》 *
张力婉等: "界面聚合制备含杯芳烃结构的交联膜", 《河南工程学院学报( 自然科学版)》 *
王栩等: "杯芳烃衍生物在主一客体识别荧光分析中的应用及进展", 《分析科学学报》 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109251331A (en) * 2018-09-19 2019-01-22 天津工业大学 A kind of Polyamine capsule dispersion liquid removing underwater gold category ion

Also Published As

Publication number Publication date
CN108445155B (en) 2021-01-15

Similar Documents

Publication Publication Date Title
Alizadeh et al. A new molecularly imprinted polymer (MIP)-based electrochemical sensor for monitoring 2, 4, 6-trinitrotoluene (TNT) in natural waters and soil samples
Luo et al. Synthesis of hydrophilic and conductive molecularly imprinted polyaniline particles for the sensitive and selective protein detection
Parmpi et al. Biomimetic glucose recognition using molecularly imprinted polymer hydrogels
Niu et al. Efficient one-pot synthesis of hydrophilic and fluorescent molecularly imprinted polymer nanoparticles for direct drug quantification in real biological samples
Khattab et al. Co-encapsulation of enzyme and tricyanofuran hydrazone into alginate microcapsules incorporated onto cotton fabric as a biosensor for colorimetric recognition of urea
Wizeman et al. Molecularly imprinted polymer hydrogels displaying isomerically resolved glucose binding
Zhao et al. Synthesis of water-compatible surface-imprinted polymer via click chemistry and RAFT precipitation polymerization for highly selective and sensitive electrochemical assay of fenitrothion
Virtanen et al. Aggregation in aqueous poly (N-isopropylacrylamide)-block-poly (ethylene oxide) solutions studied by fluorescence spectroscopy and light scattering
Mougin et al. Hybrid capsules via self‐assembly of thermoresponsive and interfacially active bionanoparticle–polymer conjugates
Tong et al. Molecular imprinting-based fluorescent chemosensor for histamine using zinc (II)–protoporphyrin as a functional monomer
Feng et al. Surface molecular imprinting on dye–(NH2)–SiO2 NPs for specific recognition and direct fluorescent quantification of perfluorooctane sulfonate
Sergeyeva et al. Towards development of colorimetric test-systems for phenols detection based on computationally-designed molecularly imprinted polymer membranes
Karimian et al. On/off-switchable electrochemical folic acid sensor based on molecularly imprinted polymer electrode
Luo et al. Preparation of water-compatible molecular imprinted conductive polyaniline nanoparticles using polymeric micelle as nanoreactor for enhanced paracetamol detection
CN106317335A (en) Molecularly imprinted polymer sensing material suitable for biological samples and preparation method of sensing material
Abou-Yousef et al. Novel cellulose-based halochromic test strips for naked-eye detection of alkaline vapors and analytes
Bostan et al. Controlled release of 5-aminosalicylicacid from chitosan based pH and temperature sensitive hydrogels
CN103044688A (en) Preparation method of thermo-sensitive graphene oxide with improved replacement rate by triggering polymerization through advanced modification
CN102962471A (en) Glucose responsive gold nanoparticle and preparation method and application thereof
CN108445155A (en) A kind of test paper of detection benzene reagent
CN104558419B (en) A kind of preparation method of environment sensitive type cyclodextrine derivatives hydrogel
Oliveira et al. Molecular imprinting of 5-fluorouracil in particles with surface RAFT grafted functional brushes
Li et al. Nanozymatic magnetic nanomixers for enzyme immobilization and multiplexed detection of metabolic disease biomarkers
Du et al. Micelle-encapsulated fluorescent probe: Chemoselective and enantioselective recognition of lysine in aqueous solution
Wolfel et al. Post-synthesis modification of hydrogels. Total and partial rupture of crosslinks: Formation of aldehyde groups and re-crosslinking of cleaved hydrogels

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
GR01 Patent grant
GR01 Patent grant
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20210115

Termination date: 20210313

CF01 Termination of patent right due to non-payment of annual fee