CN110698447A - Aromatic carboxylic acid and application method thereof in formaldehyde-free crease-resistant finishing of cotton fabric - Google Patents
Aromatic carboxylic acid and application method thereof in formaldehyde-free crease-resistant finishing of cotton fabric Download PDFInfo
- Publication number
- CN110698447A CN110698447A CN201911017507.7A CN201911017507A CN110698447A CN 110698447 A CN110698447 A CN 110698447A CN 201911017507 A CN201911017507 A CN 201911017507A CN 110698447 A CN110698447 A CN 110698447A
- Authority
- CN
- China
- Prior art keywords
- carboxylic acid
- formaldehyde
- aromatic carboxylic
- reaction
- finishing
- 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.)
- Pending
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
- C07D307/89—Benzo [c] furans; Hydrogenated benzo [c] furans with two oxygen atoms directly attached in positions 1 and 3
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/325—Amines
- D06M13/342—Amino-carboxylic acids; Betaines; Aminosulfonic acids; Sulfo-betaines
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/20—Treatment influencing the crease behaviour, the wrinkle resistance, the crease recovery or the ironing ease
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The invention discloses aromatic carboxylic acid and an application method thereof in formaldehyde-free crease-resistant finishing of cotton fabrics.
Description
Technical Field
The invention belongs to the technical field of textile chemistry and finishing engineering, and particularly relates to aromatic carboxylic acid and an application method thereof in formaldehyde-free crease-resistant finishing of cotton fabrics.
Background
The cotton fabric is popular with people due to the advantages of excellent wearability, low price and the like, but the cotton fabric is easy to wrinkle and needs frequent ironing in the wearing and washing processes, which brings inconvenience to life. In order to overcome the defect that pure cotton clothes wrinkle in the wearing process, the cotton fabric needs to be subjected to crease-resistant non-ironing finishing.
Currently, N-methylolamide finishing agents are mainly used in the dyeing and finishing industry, and among them, the application of the ethylene urea-formaldehyde resin (2D resin) and the modified 2D resin is the most extensive. However, the 2D resin contains a hydroxymethyl structure, and after the 2D resin is processed and treated on a fabric, a valence bond is easy to break, so that the problem of formaldehyde release exists, and the human health is harmed. In recent years, studies on low-formaldehyde 2D resins have been conducted, and the formaldehyde emission amount has been significantly reduced, but the problem of formaldehyde emission has not been solved fundamentally.
The research on formaldehyde-free crease-resistant finishing agents is numerous, and at present, polycarboxylic acid finishing agents which have the most industrial application prospect are acknowledged to be polycarboxylic acid finishing agents. The aromatic carboxylic acid crease-resistant finishing method has the advantages that the treated fabric has good strength retention rate, and the application of the treated fabric on cotton fabrics is limited due to the problems of poor water solubility and the like. As reported by Hou et al in 2013, 3',4,4' -benzophenonetetracarboxylic acid (BPTCA, 3',4,4' -benzophenone tetracarboxylic acid) is used for formaldehyde-free crease-resistant finishing of cotton fabrics, and has good crease-resistant effect and ultraviolet resistance.
In the patent, aliphatic dicarboxylic acid with good water solubility is introduced into an aromatic carboxylic acid structure, a series of aromatic carboxylic acids with good water solubility and high crease-resistant crosslinking efficiency are designed and synthesized, and the aromatic carboxylic acids are used for crease-resistant finishing of cotton fabrics. This study is not reported in the literature.
Disclosure of Invention
Aiming at the problems of high cost, poor crosslinking effect and poor water solubility of a fabric finishing agent in the prior art, the invention provides the aromatic carboxylic acid which can improve the water solubility of the aromatic carboxylic acid, is formaldehyde-free and can be used for formaldehyde-free crease-resistant finishing of cotton fabrics and the application method thereof in formaldehyde-free crease-resistant finishing of cotton fabrics.
In order to achieve the technical purpose, the invention adopts the technical scheme that:
an aromatic carboxylic acid comprising a modified benzene carboxylic acid having a formula of formula (BMA-1) or formula (BMA-2):
formula (BMA-1);
formula (BMA-2).
Further, the modified benzene carboxylic acid is synthesized by taking PDMA and succinic acid containing active hydrogen as raw materials, and the reaction formula is as follows:
preferably, the reaction process of the PDMA and the succinic acid containing active hydrogen is as follows: dissolving PMDA and active hydrogen-containing succinic acid in a reaction solvent phase; then heating and reacting; obtaining reaction liquid, and then carrying out decompression spin-drying on the reaction liquid to obtain a crude modified benzene carboxylic acid product.
Preferably, the active hydrogen-containing succinic acid is malic acid or aspartic acid.
Preferably, the feeding molar ratio of the PDMA to the succinic acid containing active hydrogen is 1.0: 1.1-1.5.
Preferably, the heating temperature of the reaction treatment is 30-80 ℃, and the reaction time is 6-24 h.
The formaldehyde-free crease-resistant finishing agent comprises the aromatic carboxylic acid, a catalyst and a protective agent, and comprises the following components in percentage by concentration:
0.1-0.5 mol/L of modified benzene carboxylic acid;
0-20 g/L of catalyst;
0-20 g/L of protective agent.
Further, the catalyst is more than one of sodium hydroxide and sodium hypophosphite.
Further, a rolling and baking finishing process is used for finishing the cotton fabric by using the formaldehyde-free crease-resistant finishing agent, wherein the pre-baking temperature is 80-100 ℃, and the baking temperature is 160-190 ℃.
Preferably, the rolling baking finishing process at least comprises the following steps: padding the cotton fabric at normal temperature, at least two times of padding and two times of rolling, wherein the rolling residue rate is 60-90%, and the method further comprises the steps of pre-drying for 3-10 min at the temperature of 80-100 ℃ and drying for 2-4 min at the temperature of 160-190 ℃.
By adopting the technical scheme, compared with the prior art, the invention has the beneficial effects that: the aromatic carboxylic acid prepared by the scheme of the invention has good water solubility and low cost, and can effectively realize crease-resistant cross-linking finishing treatment of cotton fabrics.
Drawings
The invention will be further explained with reference to the drawings and the detailed description below:
FIG. 1 is a hydrogen spectrum characterization of the aromatic carboxylic acid of example 1;
FIG. 2 is a carbon spectrum characterization of the aromatic carboxylic acid of example 1.
Detailed Description
An aromatic carboxylic acid comprising a modified benzene carboxylic acid having a formula of formula (BMA-1) or formula (BMA-2):
formula (BMA-1);
formula (BMA-2).
The modified benzene carboxylic acid is synthesized by taking PDMA and succinic acid containing active hydrogen as raw materials, and the reaction formula is as follows:
further, the reaction process of the PDMA (pyromellitic dianhydride) and the succinic acid containing active hydrogen is as follows: dissolving PMDA and active hydrogen-containing succinic acid in a reaction solvent phase; then heating and reacting; obtaining reaction liquid, and then carrying out reduced pressure spin drying on the reaction liquid to obtain a modified benzene carboxylic acid crude product; as one preferable implementation, the active hydrogen-containing succinic acid is malic acid or aspartic acid.
In addition, the feeding molar ratio of the PDMA to the succinic acid containing active hydrogen is 1.0: 1.1-1.5; preferably, the heating temperature of the reaction treatment is 30-80 ℃, and the reaction time is 6-24 h.
The formaldehyde-free crease-resistant finishing agent comprises the aromatic carboxylic acid, a catalyst and a protective agent, and comprises the following components in percentage by concentration:
0.1-0.5 mol/L of modified benzene carboxylic acid;
0-20 g/L of catalyst;
0-20 g/L of protective agent.
Further, the catalyst is more than one of sodium hydroxide and sodium hypophosphite.
The method comprises the following steps of using a rolling and baking finishing process to finish the cotton fabric by using a formaldehyde-free crease-resistant finishing agent, wherein the pre-baking temperature is 80-100 ℃, and the baking temperature is 160-190 ℃; as one of the preferable implementations, preferably, the rolling baking finishing process at least comprises: padding the cotton fabric at normal temperature, at least two times of padding and two times of rolling, wherein the rolling residue rate is 60-90%, and the method further comprises the steps of pre-drying for 3-10 min at the temperature of 80-100 ℃ and drying for 2-4 min at the temperature of 160-190 ℃.
Example 1
Dissolving 2.18g (10mmol) of pyromellitic dianhydride in 20ml of anhydrous tetrahydrofuran, adding 1.34g (10mmol) of malic acid for mixing, placing in an oil bath, carrying out stirring reaction treatment at the temperature of 70 ℃, after the reaction, drying a reaction product (reaction liquid) in a rotating manner to obtain a crude product, and then recrystallizing by using methanol-diethyl ether to obtain a pure product, wherein the yield is about 75%, and the chemical structural formula of the product is as follows:
the obtained product is characterized to obtain a hydrogen spectrum and a carbon spectrum shown in figures 1 and 2, and the result is as follows:
1H NMR(300MHz,dmso)δ13.02(s,2H),7.94(d,J＝3.4Hz,2H),5.45(dd,J＝6.0,5.4Hz,1H),2.89(d,J＝5.7Hz,2H).13C NMR(75MHz,dmso)δ168.51,167.66,165.28,165.03,164.69,162.67,133.69,133.03,132.58,132.56,130.13,126.73,67.68,33.48。
testing
The prepared product modified benzene carboxylic acid is mixed with a catalyst (sodium hypophosphite) and a protective agent to prepare a formaldehyde-free crease-resistant finishing agent, and the formula is as follows: BMA-10.20mol/L, Sodium Hypophosphite (SHP)20g/L, strong protective agent 20g/L, treated fabric (plain poplin 40Sx40S) 10g, test conditions and results as follows:
according to the data analysis, the synthesized modified benzene carboxylic acid BMA-1 has better crease-resistant effect, and the strength and whiteness of the fabric after finishing are kept better.
Example 2
This example is the same as example 1 except that malic acid was replaced with aspartic acid to produce a product having the formula:
testing
The prepared product modified benzene carboxylic acid is mixed with a catalyst (sodium hypophosphite) and a protective agent to prepare a formaldehyde-free crease-resistant finishing agent, and the formula is as follows: BMA-20.20mol/L, Sodium Hypophosphite (SHP)20g/L, strong protective agent 20g/L, treated fabric (plain poplin 40Sx40S) 10g, test conditions and results as follows:
the analysis of the data also shows that the synthesized modified benzene carboxylic acid BMA-2 has better crease-resistant effect, and the strength and whiteness of the fabric after finishing are kept better.
While only the preferred embodiments of the invention have been disclosed, it is to be understood that variations and modifications of the disclosed embodiments may be possible, and that alternative and equivalent various components of the embodiments may be known to those skilled in the art, and it will be apparent to those skilled in the art that the invention may be embodied in other forms, structures, arrangements, proportions, and with the use of specific elements thereof, without departing from the spirit or essential characteristics thereof.
Claims (10)
1. An aromatic carboxylic acid characterized by: the modified benzene carboxylic acid is represented by a formula (BMA-1) or a formula (BMA-2):
2. an aromatic carboxylic acid according to claim 1, wherein: the modified benzene carboxylic acid is synthesized by taking PDMA and succinic acid containing active hydrogen as raw materials, and the reaction formula is as follows:
3. an aromatic carboxylic acid according to claim 2, wherein: the reaction process of the PDMA and the succinic acid containing active hydrogen is as follows: dissolving PMDA and active hydrogen-containing succinic acid in a reaction solvent phase; then heating and reacting; obtaining reaction liquid, and then carrying out decompression spin-drying on the reaction liquid to obtain a crude modified benzene carboxylic acid product.
4. An aromatic carboxylic acid according to claim 3, wherein: the active hydrogen-containing succinic acid is malic acid or aspartic acid.
5. An aromatic carboxylic acid according to claim 3, wherein: the feeding molar ratio of the PDMA to the succinic acid containing active hydrogen is 1.0: 1.1-1.5.
6. An aromatic carboxylic acid according to claim 3, wherein: the heating temperature of the reaction treatment is 30-80 ℃, and the reaction time is 6-24 h.
7. A formaldehyde-free crease-resistant finishing agent is characterized in that: which comprises the aromatic carboxylic acid, the catalyst and the protective agent as defined in any one of claims 1 to 6, and the components and the concentration ratio are as follows:
0.1-0.5 mol/L of modified benzene carboxylic acid;
0-20 g/L of catalyst;
0-20 g/L of protective agent.
8. The formaldehyde-free crease-resistant finishing agent according to claim 1, characterized in that: the catalyst is more than one of sodium hydroxide and sodium hypophosphite.
9. The method of application of the formaldehyde-free crease-resistant finish according to claim 8, characterized in that: the formaldehyde-free crease-resistant finishing agent is used for finishing cotton fabrics by using a rolling and baking finishing process, wherein the pre-baking temperature is 80-100 ℃, and the baking temperature is 160-190 ℃.
10. The method of application of the formaldehyde-free crease-resistant finish according to claim 9, characterized in that: the rolling baking finishing process at least comprises the following steps: padding the cotton fabric at normal temperature, at least two times of padding and two times of rolling, wherein the rolling residue rate is 60-90%, and the method further comprises the steps of pre-drying for 3-10 min at the temperature of 80-100 ℃ and drying for 2-4 min at the temperature of 160-190 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911017507.7A CN110698447A (en) | 2019-10-24 | 2019-10-24 | Aromatic carboxylic acid and application method thereof in formaldehyde-free crease-resistant finishing of cotton fabric |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911017507.7A CN110698447A (en) | 2019-10-24 | 2019-10-24 | Aromatic carboxylic acid and application method thereof in formaldehyde-free crease-resistant finishing of cotton fabric |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110698447A true CN110698447A (en) | 2020-01-17 |
Family
ID=69201490
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201911017507.7A Pending CN110698447A (en) | 2019-10-24 | 2019-10-24 | Aromatic carboxylic acid and application method thereof in formaldehyde-free crease-resistant finishing of cotton fabric |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110698447A (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050040360A1 (en) * | 2003-08-18 | 2005-02-24 | Green Tex Chem Co., Ltd. | Formaldehyde-free durable press finishing agent |
| WO2014151592A1 (en) * | 2013-03-15 | 2014-09-25 | The Regents Of The University Of California | Formaldehyde-free finishing of fabric materials |
| CN104195822A (en) * | 2014-07-08 | 2014-12-10 | 东华大学 | Method using acryloyl succinic acid in cotton fabric formaldehyde-free crease resistant finishing |
| CN104499277A (en) * | 2014-12-16 | 2015-04-08 | 东华大学 | Cotton fabric polybasic carboxylic acid crease-resisting finishing liquid and finishing method thereof |
| CN108441161A (en) * | 2018-04-10 | 2018-08-24 | 广东华粘新材料研究有限公司 | A kind of bi-component solvent-free reaction type polyurethane hot melt adhesive and its application method applied to textile industry |
-
2019
- 2019-10-24 CN CN201911017507.7A patent/CN110698447A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050040360A1 (en) * | 2003-08-18 | 2005-02-24 | Green Tex Chem Co., Ltd. | Formaldehyde-free durable press finishing agent |
| WO2014151592A1 (en) * | 2013-03-15 | 2014-09-25 | The Regents Of The University Of California | Formaldehyde-free finishing of fabric materials |
| CN104195822A (en) * | 2014-07-08 | 2014-12-10 | 东华大学 | Method using acryloyl succinic acid in cotton fabric formaldehyde-free crease resistant finishing |
| CN104499277A (en) * | 2014-12-16 | 2015-04-08 | 东华大学 | Cotton fabric polybasic carboxylic acid crease-resisting finishing liquid and finishing method thereof |
| CN108441161A (en) * | 2018-04-10 | 2018-08-24 | 广东华粘新材料研究有限公司 | A kind of bi-component solvent-free reaction type polyurethane hot melt adhesive and its application method applied to textile industry |
Non-Patent Citations (1)
| Title |
|---|
| H.QI ET AL.: "Anti-wrinkle and UV protective performance of cotton fabrics finished with 5-(carbonyloxy succinic)-benzene-1,2,4-tricarboxylic acid", 《CARBOHYDRATE POLYMERS》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101956322B (en) | Formaldehydeless permanent press finishing agent for fabric and preparation method and application thereof | |
| Hou et al. | Multifunctional finishing of cotton fabrics with 3, 3′, 4, 4′-benzophenone tetracarboxylic dianhydride: reaction mechanism | |
| CN102031698A (en) | Preparation method of non-ironing finishing agent of modified self-crosslinking organosilicon anti-wrinkle microemulsion | |
| CN105541648B (en) | A kind of supercritical CO2With the synthetic method of anthraquinone type reactive disperse dyes presoma | |
| CN111690072B (en) | Preparation and application of polyaldehyde anti-crease finishing agent for cotton fabric | |
| CN107620206B (en) | Process for amidooximation of cyano compounds | |
| CN104762817A (en) | PAA-TEOS-OA combined treatment-based finishing method for polyester or polyamide hydrophobic fabric | |
| Yang et al. | Chemical analysis of 1, 2, 3, 4-butanetetracarboxylic acid | |
| CN104195822A (en) | Method using acryloyl succinic acid in cotton fabric formaldehyde-free crease resistant finishing | |
| CN110698447A (en) | Aromatic carboxylic acid and application method thereof in formaldehyde-free crease-resistant finishing of cotton fabric | |
| CN104358116B (en) | Using carbamide as the polybasic carboxylic acid ironing-free technology Non-water washing method of additive | |
| Liu et al. | Study on novel eco-friendly anti-creasing agents for natural silk fabric | |
| CN103435492B (en) | Method for synthesizing 1-nitroanthraquinone by nitration of nitrogen pentoxide | |
| CN110904678B (en) | In-situ non-ironing method for cotton fabric by using silane coupling agent and hydroxyethyl methacrylate | |
| CN106149087A (en) | A kind of preparation method of polyimide fiber | |
| CN106854162A (en) | A kind of nitroaniline of 2,3 dichloro 6 and preparation method thereof | |
| CN115369667B (en) | Polyester cotton one-bath soaping agent and preparation method thereof | |
| CN105541896A (en) | Caprolactamyl silane and preparation method thereof | |
| CN103897423A (en) | Black vat dye and preparation method thereof | |
| CN110820338B (en) | Method for in-situ non-ironing finishing of cotton fabric by acrylic acid and glyoxal | |
| CN111992133B (en) | Tricarboxy amphoteric surfactant and preparation method thereof | |
| CN107779976A (en) | A kind of preparation method of PIPD-ODA composite fibres | |
| CN115161795A (en) | Antibacterial fabric and preparation process thereof | |
| CN102924361A (en) | Synthetic method for N,N-Ethylene-Bis(bromophthalimide) | |
| CN110643274A (en) | Inorganic-polymer composite conductive waterborne polyurethane emulsion coating agent and preparation method and application 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 | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20200117 |
|
| RJ01 | Rejection of invention patent application after publication |