CN115198556A - Melamine resin curing agent and preparation method thereof - Google Patents
Melamine resin curing agent and preparation method thereof Download PDFInfo
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- CN115198556A CN115198556A CN202111045285.7A CN202111045285A CN115198556A CN 115198556 A CN115198556 A CN 115198556A CN 202111045285 A CN202111045285 A CN 202111045285A CN 115198556 A CN115198556 A CN 115198556A
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- melamine resin
- acid
- curing agent
- organic acid
- urea
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/46—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/47—Condensation polymers of aldehydes or ketones
- D21H17/49—Condensation polymers of aldehydes or ketones with compounds containing hydrogen bound to nitrogen
- D21H17/51—Triazines, e.g. melamine
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses a melamine resin curing agent and a preparation method thereof, which take alkyl sulfonate, organic acid, inorganic acid, alcohol amine and urea as raw materials, and the prepared curing agent has good normal-temperature latency, avoids the curing of melamine resin at normal temperature or non-curing temperature, improves the service performance of melamine resin and melamine resin impregnated paper, and can also reduce the emission of formaldehyde in the melamine resin and improve the environmental protection of the melamine resin and the melamine resin impregnated paper.
Description
Technical Field
The invention belongs to the field of C08L61/28, and particularly relates to a melamine resin curing agent and a preparation method thereof.
Background
The development of melamine impregnated paper industry is driven by the wide application of melamine impregnated paper in the field of home decoration. The melamine impregnated paper can simplify the production process of the plate-type furniture and improve the aesthetic degree of the furniture. The quality of the melamine impregnated paper is closely related to melamine resin, additives and the like. In order to solve the problems of too high curing speed, uneven resin layer, poor pollution resistance, low resin latency and the like of the melamine impregnated paper, the applicant discloses a curing agent in Chinese patent No. CN111592686A, wherein the curing agent is prepared by taking ammonia, hydrochloric acid, diethanolamine and triethanolamine as raw materials, but the curing agent can reduce the curing capability of the curing agent after the raw materials react in the using process, so that the curing time of the melamine resin is prolonged. Based on this, the applicant discloses a melamine resin curing agent and a preparation method thereof.
Disclosure of Invention
The invention provides a melamine resin curing agent in a first aspect, which comprises the following raw materials: alkyl sulfonate, organic acid, inorganic acid, alcohol amine and urea.
In a preferred embodiment, the organic acid is a complex of an aromatic organic acid and an aliphatic organic acid.
In a preferred embodiment, the mass ratio of the aromatic organic acid to the aliphatic organic acid is (1-1.6): (2.5-5).
In a preferred embodiment, the aromatic organic acid is selected from at least one of benzoic acid, terephthalic acid, phthalic acid, isophthalic acid, sodium phenylmethanesulfonate, p-toluenesulfonic acid.
In a preferred embodiment, the aromatic organic acid is p-toluenesulfonic acid.
In a preferred embodiment, the aliphatic organic acid is selected from at least one of formic acid, acetic acid, propionic acid, butyric acid, valeric acid, oxalic acid, glycolic acid, succinic acid, malonic acid, tartaric acid.
In a preferred embodiment, the aliphatic organic acid is oxalic acid.
In a preferred embodiment, the mass ratio of the aromatic organic acid to the aliphatic organic acid is (1.2 to 1.6): (2.8-4.6).
In a preferred embodiment, the mass ratio of the aromatic organic acid to the aliphatic organic acid is 4:15.
in a preferred embodiment, the inorganic acid is selected from at least one of hydrochloric acid, sulfuric acid, phosphoric acid, nitric acid.
In a preferred embodiment, the mineral acid is sulfuric acid.
In a preferred embodiment, the sulfuric acid is a 50 to 70wt% aqueous sulfuric acid solution.
In a preferred embodiment, the sulfuric acid is a 50wt% aqueous sulfuric acid solution.
In a preferred embodiment, the mass ratio of the mineral acid to the urea is (3-6): 1.
in a preferred embodiment, the mass ratio of the mineral acid to urea is 3.
In a preferred embodiment, the alcohol amine is a secondary and/or tertiary amine alcohol.
In a preferred embodiment, the tertiary amine alcohol is selected from at least one of triethanolamine, triisopropanolamine, N-butyldiethanolamine, N-dibutylethanolamine, N-ethyldiethanolamine, N-isobutyldiethanolamine, N-butyldiisopropylamine, N- (3-aminopropyl) diethanolamine.
In a preferred embodiment, the tertiary amine alcohol is a combination of triethanolamine and triisopropanolamine.
In a preferred embodiment, the mass ratio of triethanolamine to triisopropanolamine is (5-10): 1.5.
in a preferred embodiment, the weight ratio of triethanolamine to triisopropanolamine is 8.
In a preferred embodiment, the raw materials comprise, by mass: 10-26% of alkyl sulfonate, 14-22% of organic acid, 15-28% of inorganic acid, 4-11% of urea and the balance of alcohol amine.
In a preferred embodiment, the raw materials comprise, by mass: 10-20% of alkyl sulfonate, 14-18% of organic acid, 20-28% of inorganic acid, 6-11% of urea and the balance of alcohol amine.
In a preferred embodiment, the raw materials comprise 10% of alkyl sulfonate, 15% of organic acid, 24% of inorganic acid, 8% of urea and the balance of alcohol amine by mass percentage.
In a preferred embodiment, the alkyl sulfonate is sodium dodecyl sulfonate.
The applicant finds that the curing agent prepared by the invention is good in stability, and can interact with substances such as organic acid in the system by adding triethanolamine and triisopropanolamine when the mass ratio of triethanolamine to triisopropanolamine is 8:1.5, so that the latency of the curing agent of the system at normal temperature is improved, inorganic ammonium salt can be generated by adding inorganic acid and urea in the system, the viscosity of melamine resin is improved, the service performance of melamine impregnated paper is improved, the compatibility of the curing agent and the melamine resin can be improved by adding alkyl sulfonate in the curing agent of the system, the emission of formaldehyde in the melamine resin can be reduced by adding the inorganic acid, the environmental protection performance of the melamine resin is improved, and the application field and the environmental protection degree of the melamine impregnated paper are also expanded and improved.
The second aspect of the invention provides a preparation method of a melamine resin curing agent, which comprises the following steps: adding alcohol amine into a reaction kettle, adding urea, adding inorganic acid, organic acid and alkyl sulfonate, and uniformly stirring to obtain the curing agent.
Compared with the prior art, the invention has the following beneficial effects:
1. the curing agent prepared by the invention takes inorganic acid, organic acid, urea, alcohol amine and alkyl sulfonate as raw materials, improves the latency of the curing agent at normal temperature, avoids the curing of melamine resin at normal temperature or non-curing temperature, and improves the stability and surface smoothness of melamine resin impregnated paper. When the required curing temperature is reached, the curing agent can react with the melamine resin to promote the curing of the melamine resin.
2. The curing agent prepared by the invention can reduce the formaldehyde emission in the melamine resin and improve the environmental protection of the melamine resin and the melamine resin impregnated paper.
3. The curing agent prepared by the invention has the advantages of simple and easily obtained raw materials, simple preparation method, strong operability and wide application field, and is particularly suitable for dipping the melamine resin for paper.
Detailed Description
The raw materials used in the invention are all commercial products, and the purchasing manufacturers are not specially limited.
Example 1
The first aspect of the invention provides a melamine resin curing agent, which comprises the following raw materials, by mass, 10% of sodium dodecyl sulfate, 15% of organic acid, 24% of sulfuric acid, 8% of urea and the balance of alcohol amine.
Wherein the organic acid is a compound substance of p-toluenesulfonic acid and oxalic acid, and the mass ratio of the p-toluenesulfonic acid to the oxalic acid is 4.
The alcohol amine is a compound substance of triethanolamine and triisopropanolamine, and the mass ratio of the triethanolamine to the triisopropanolamine is 8.
The sulfuric acid is 50wt% sulfuric acid aqueous solution.
The second aspect of the invention provides a preparation method of a melamine resin curing agent, which comprises the following steps: adding alcohol amine into a reaction kettle, adding urea, adding sulfuric acid, organic acid and sodium dodecyl sulfate, and uniformly stirring to obtain the curing agent.
Example 2
The first aspect of the invention provides a melamine resin curing agent, which comprises the following raw materials, by mass, 10% of sodium dodecyl sulfate, 15% of organic acid, 24% of sulfuric acid, 8% of urea and the balance of alcohol amine.
Wherein the organic acid is a compound substance of p-toluenesulfonic acid and oxalic acid, and the mass ratio of the p-toluenesulfonic acid to the oxalic acid is 4.
The alcohol amine is triethanolamine.
The sulfuric acid is 50wt% sulfuric acid aqueous solution.
The second aspect of the invention provides a preparation method of a melamine resin curing agent, which comprises the following steps: adding alcohol amine into a reaction kettle, adding urea, adding sulfuric acid, organic acid and sodium dodecyl sulfate, and uniformly stirring to obtain the curing agent.
Example 3
The first aspect of the invention provides a melamine resin curing agent, which comprises the following raw materials, by mass, 10% of sodium dodecyl sulfate, 25% of organic acid, 8% of urea and the balance of alcohol amine.
Wherein the organic acid is a compound substance of p-toluenesulfonic acid and oxalic acid, and the mass ratio of the p-toluenesulfonic acid to the oxalic acid is 15.
The alcohol amine is a compound substance of triethanolamine and triisopropanolamine, and the mass ratio of the triethanolamine to the triisopropanolamine is 1.5.
The second aspect of the invention provides a preparation method of a melamine resin curing agent, which comprises the following steps: adding alcohol amine into a reaction kettle, adding urea, adding sulfuric acid, organic acid and sodium dodecyl sulfate, and uniformly stirring to obtain the curing agent.
Example 4
The first aspect of the invention provides a melamine resin curing agent, which comprises the following raw materials, by mass, 10% of sodium dodecyl sulfate, 15% of organic acid, 24% of sulfuric acid, 8% of urea and the balance of alcohol amine.
Wherein the organic acid is a compound substance of p-toluenesulfonic acid and oxalic acid, and the mass ratio of the p-toluenesulfonic acid to the oxalic acid is 4.
The alcohol amine is a compound substance of triethanolamine and triisopropanolamine, and the mass ratio of the triethanolamine to the triisopropanolamine is 8.
The sulfuric acid is 50wt% sulfuric acid aqueous solution.
The second aspect of the invention provides a preparation method of a melamine resin curing agent, which comprises the following steps: adding alcohol amine into a reaction kettle, adding urea, adding sulfuric acid, organic acid and sodium dodecyl sulfate, and uniformly stirring to obtain the curing agent.
Performance testing
The curing agent prepared in the example and the commercially available melamine resin are compounded according to the mass ratio of 1. The data are recorded in table 1.
1. Curing time
The compounded composition is put into a transparent glass tube and placed at 130 ℃ to observe the whitening condition of the composition. When the composition is completely and uniformly whitish, it is defined as complete curing of the composition. The time required for the composition to completely whiten was recorded.
2. Stability of
And (3) coating the compounded composition on the surface of impregnated paper, placing the impregnated paper at room temperature, testing the service performance of the impregnated paper once in 1 month, and recording the time when the impregnated paper has bubbling and uneven glossiness in the use process.
TABLE 1
| Curing time(s) | Stability (moon) | |
| Example 1 | 83 | 8 |
| Example 2 | 85 | 7 |
| Example 3 | 96 | 6 |
| Example 4 | 88 | 7 |
Claims (10)
1. The melamine resin curing agent is characterized by comprising the following raw materials: alkyl sulfonate, organic acid, inorganic acid, alcohol amine and urea.
2. The curing agent for melamine resin according to claim 1, wherein the organic acid is a complex of an aromatic organic acid and an aliphatic organic acid.
3. The melamine resin curing agent according to claim 2, wherein the mass ratio of the aromatic organic acid to the aliphatic organic acid is (1-1.6): (2.5-5).
4. The curing agent for melamine resin according to claim 1, wherein said inorganic acid is at least one selected from the group consisting of hydrochloric acid, sulfuric acid, phosphoric acid and nitric acid.
5. The melamine resin curing agent according to claim 1, wherein the mass ratio of the inorganic acid to urea is (3-6): 1.
6. the melamine resin curing agent according to claim 1, wherein the alcohol amine is a secondary amine alcohol and/or a tertiary amine alcohol.
7. The curing agent for melamine resin according to claim 6, wherein said tertiary amine alcohol is at least one selected from the group consisting of triethanolamine, triisopropanolamine, N-butyldiethanolamine, N-dibutylethanolamine, N-ethyldiethanolamine, N-isobutyldiethanolamine, N-butyldiisopropylethylamine and N- (3-aminopropyl) diethanolamine.
8. The melamine resin curing agent according to claim 1, wherein the raw materials comprise, in mass percent: 10-26% of alkyl sulfonate, 14-22% of organic acid, 15-28% of inorganic acid, 4-11% of urea and the balance of alcohol amine.
9. The melamine resin curing agent according to claim 8, wherein the raw materials comprise, in mass percent: 10-20% of alkyl sulfonate, 14-18% of organic acid, 20-28% of inorganic acid, 6-11% of urea and the balance of alcohol amine.
10. A method for preparing the melamine resin curing agent according to any one of claims 1 to 9, comprising the steps of: adding alcohol amine into a reaction kettle, adding urea, adding inorganic acid, organic acid and alkyl sulfonate, and uniformly stirring to obtain the curing agent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111045285.7A CN115198556B (en) | 2021-09-07 | 2021-09-07 | Melamine resin curing agent and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111045285.7A CN115198556B (en) | 2021-09-07 | 2021-09-07 | Melamine resin curing agent and preparation method thereof |
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| Publication Number | Publication Date |
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| CN115198556A true CN115198556A (en) | 2022-10-18 |
| CN115198556B CN115198556B (en) | 2023-08-29 |
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Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008009464A1 (en) * | 2006-07-21 | 2008-01-24 | Ami Agrolinz Melamine International Gmbh | Thermoplastically processable thermoset molding materials with improved property spectrum |
| CN102719209A (en) * | 2012-06-05 | 2012-10-10 | 滁州斯迈特复合材料有限公司 | Urea-formaldehyde glue latent curing agent for impregnated paper and preparation method thereof |
| JP2013006956A (en) * | 2011-06-24 | 2013-01-10 | Dic Corp | Amine-based curing agent, epoxy resin composition containing the amine-based curing agent, and cured product thereof |
| CN103225229A (en) * | 2013-04-07 | 2013-07-31 | 苏州市建诚装饰材料有限公司 | Preparation method of melamine resin curing agent |
| JP2014098105A (en) * | 2012-11-15 | 2014-05-29 | Mitsui Chemicals Inc | Ethylated melamine resin, method for producing the same, curing agent for coating, resin composition, coating film, and laminate |
| CN109642138A (en) * | 2016-07-27 | 2019-04-16 | 催化系统C.E.D.有限责任公司 | The hardening of bonding system |
| CN111592686A (en) * | 2020-06-01 | 2020-08-28 | 杭州临安迪恩化工有限公司 | Curing agent and melamine resin composition containing same |
| CN112029063A (en) * | 2020-09-07 | 2020-12-04 | 江苏湘园化工有限公司 | Liquid polyurethane curing agent composition and application method thereof |
-
2021
- 2021-09-07 CN CN202111045285.7A patent/CN115198556B/en active Active
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008009464A1 (en) * | 2006-07-21 | 2008-01-24 | Ami Agrolinz Melamine International Gmbh | Thermoplastically processable thermoset molding materials with improved property spectrum |
| JP2013006956A (en) * | 2011-06-24 | 2013-01-10 | Dic Corp | Amine-based curing agent, epoxy resin composition containing the amine-based curing agent, and cured product thereof |
| CN102719209A (en) * | 2012-06-05 | 2012-10-10 | 滁州斯迈特复合材料有限公司 | Urea-formaldehyde glue latent curing agent for impregnated paper and preparation method thereof |
| JP2014098105A (en) * | 2012-11-15 | 2014-05-29 | Mitsui Chemicals Inc | Ethylated melamine resin, method for producing the same, curing agent for coating, resin composition, coating film, and laminate |
| CN103225229A (en) * | 2013-04-07 | 2013-07-31 | 苏州市建诚装饰材料有限公司 | Preparation method of melamine resin curing agent |
| CN109642138A (en) * | 2016-07-27 | 2019-04-16 | 催化系统C.E.D.有限责任公司 | The hardening of bonding system |
| CN111592686A (en) * | 2020-06-01 | 2020-08-28 | 杭州临安迪恩化工有限公司 | Curing agent and melamine resin composition containing same |
| CN112029063A (en) * | 2020-09-07 | 2020-12-04 | 江苏湘园化工有限公司 | Liquid polyurethane curing agent composition and application method thereof |
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| CN115198556B (en) | 2023-08-29 |
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