CN114920895A - Preparation method of cold-resistant furan resin - Google Patents
Preparation method of cold-resistant furan resin Download PDFInfo
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- CN114920895A CN114920895A CN202210717097.2A CN202210717097A CN114920895A CN 114920895 A CN114920895 A CN 114920895A CN 202210717097 A CN202210717097 A CN 202210717097A CN 114920895 A CN114920895 A CN 114920895A
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- 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
- C08G16/00—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00
- C08G16/02—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes
- C08G16/04—Chemically modified polycondensates
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- 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
- C08G16/00—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00
- C08G16/02—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes
- C08G16/025—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with heterocyclic organic compounds
- C08G16/0256—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with heterocyclic organic compounds containing oxygen in the ring
- C08G16/0262—Furfuryl alcohol
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
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Abstract
The invention belongs to the field of furan resin production, and provides a preparation method of cold-resistant furan resin, wherein a cold-resistant agent is used for reacting with furfuryl alcohol formaldehyde, the main content of the cold-resistant agent is rosin, and 1 part of rosin is dissolved in 4 parts of ethylene glycol to prepare the cold-resistant agent. The cold-resistant furan resin can effectively improve the stability of the furan resin in a low-temperature environment, can enhance the weather resistance of the furan resin after a cold-resistant agent is added, and can be used under most severe conditions, so that the performances of the furan resin in all aspects are improved, the synthesis process is easy to control, the gel curing is not easy, the content of free formaldehyde is low, and the normal use of the furan resin in the low-temperature environment is realized.
Description
Technical Field
The invention belongs to the technical field of furan resin production, and particularly relates to a preparation method of cold-resistant furan resin.
Background
The information in this background section is only for enhancement of understanding of the general background of the invention and is not necessarily to be construed as an admission or any form of suggestion that this information forms the prior art that is already known to a person of ordinary skill in the art.
With the continuous development of science and technology, the application field of furan resin is more and more extensive, and the furan resin is widely applied to the production of medium-sized complex castings in various fields such as nuclear power, automobiles, machine tools, wind power, ships and the like at present. In recent years, with the rapid development of new energy automobiles and wind power industries, the market demand of furan resin is driven to rise, and further the continuous rise of the yield of furan resin is promoted. With the continuous increase of the yield, the resin suitable for different castings is produced. In some areas, the temperature is low in winter, the lowest temperature reaches minus 10 ℃, partial coagulation phenomenon and even freezing state can be generated in the use process of the resin, the currently general method is to add methanol into the resin to reduce the freezing point of the resin, and the addition amount of the methanol or the ethanol must reach a certain proportion to achieve the ideal effect. This not only reduces the strength of the resin and increases the brittleness of the resin, which is disadvantageous for casting. And also causes danger due to an excessively high methanol content.
Disclosure of Invention
In order to solve the technical problems, the invention provides a preparation method of cold-resistant furan resin, which is characterized in that a cold-resistant agent is used for reacting with furfuryl alcohol formaldehyde to obtain the cold-resistant furan resin, so that the stability of the furan resin in a low-temperature environment can be effectively improved, the weather resistance of the furan resin can be enhanced after the cold-resistant agent is added, the furan resin can be used under most severe conditions, the ignition loss of resin sand is reduced, the performances of the furan resin in all aspects are improved, the synthesis process is easy to control, gel solidification is difficult, the content of free formaldehyde is low, and the furan resin can be normally used in the low-temperature environment. The cold-resistant agent mainly contains rosin and glycol mixed solution, and 1 part of rosin is dissolved in 4 parts of glycol to prepare the cold-resistant agent.
In order to achieve the purpose, the invention adopts the following technical scheme:
the invention provides a cold-resistant furan resin, which comprises the following raw materials in parts by weight: 5-30 parts of liquid formaldehyde, 5-10 parts of paraformaldehyde, 6-18 parts of urea, 40-70 parts of furfuryl alcohol, 2-4 parts of a cold-resistant agent, 0.5-1 part of maleic anhydride, 0.2-3 parts of an aldehyde removing agent and 0.2-0.6 part of a coupling agent;
the cold-resistant agent is: rosin and ethylene glycol mixtures.
According to the invention, the organic resin is modified by adopting the material with excellent cold resistance and insulativity, so that the properties of the furan resin in all aspects can be effectively improved, and the requirements of different environments can be met.
In a second aspect of the present invention, there is provided a method for preparing a cold-resistant furan resin, comprising:
uniformly mixing a formaldehyde solution, paraformaldehyde and part of furfuryl alcohol, adding a cold-resistant agent, and adjusting the pH value to 3-4 to obtain a mixed solution;
heating the mixed solution to 80-90 ℃, preserving heat for 2-3 hours, continuously heating to 110-120 ℃, preserving heat for 3-4 hours, cooling to about 80 ℃, adding urea and part of furfuryl alcohol, adjusting the pH value to 8-9, reacting at 90-95 ℃, adjusting the pH value to 4-5, and continuously reacting for 1-1.5 hours; adding the residual furfuryl alcohol, cooling to 56-60 ℃, adding an aldehyde removing agent and a coupling agent, and uniformly mixing; adjusting the pH value to be neutral, mixing uniformly, and discharging to obtain the product.
The invention has the advantages of
(1) According to the invention, the cold-resistant furan resin is obtained by reacting the cold-resistant agent with furfuryl alcohol formaldehyde, so that the stability of the furan resin in a low-temperature environment can be effectively improved, and the weather resistance of the furan resin can be enhanced after the cold-resistant agent is added, and the furan resin can be used under most severe conditions, so that various performances of the furan resin are improved, the synthesis process is easy to control, gel solidification is not easy, the content of free formaldehyde is low, and the furan resin can be normally used in a low-temperature environment. The cold-resistant agent mainly contains rosin and glycol mixed solution, and 1 part of rosin is dissolved in 4 parts of glycol to prepare the cold-resistant agent.
(2) The preparation method is simple, strong in practicability and easy to popularize.
Detailed Description
It should be noted that the following detailed description is exemplary and is intended to provide further explanation of the disclosure. Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this application belongs.
The preparation method of the cold-resistant furan resin comprises the following steps:
(1) adding 37% formaldehyde solution, paraformaldehyde and part of furfuryl alcohol into a reaction kettle, stirring and mixing, adding a cold-resistant agent, and adjusting the pH value to be about 3-4 by using organic acid (maleic anhydride and p-toluenesulfonic acid);
(2) then heating to 80 ℃ and preserving heat for 2-3 hours, continuing heating to 110 ℃ and preserving heat for 3-4 hours,
(3) cooling to about 80 ℃, adding urea and furfuryl alcohol, adjusting the pH to 8-9 by using liquid alkali, reacting at 90-95 ℃,
the pH was adjusted to 4-5 with acid anhydride and the reaction was continued for 1 hour. Adding the residual furfuryl alcohol, cooling to 56 ℃, adding the aldehyde removing agent and the coupling agent, and stirring and mixing uniformly;
(4) adjusting the pH value to be neutral, continuously stirring uniformly, and discharging to obtain the product.
In some embodiments, the cold tolerance agent is: rosin (gum rosin) and ethylene glycol mixture (1: 4).
In some embodiments, the aldehyde scavenging agent is: 18% ammonia water.
In some embodiments, the coupling agent is: n-beta- (aminoethyl) -gamma-aminopropylmethyldimethoxysilane.
In some embodiments, the weight parts of the raw materials in each reaction stage are: 5-30 parts of liquid formaldehyde, 5-10 parts of paraformaldehyde, 6-18 parts of urea, 40-70 parts of furfuryl alcohol, 2-4 parts of a cold-resistant agent, 0.5-1 part of maleic anhydride, 0.2-3 parts of an aldehyde removing agent and 0.2-0.6 part of a coupling agent.
The present invention is described in further detail below with reference to specific examples, which should be construed as illustrative rather than restrictive.
In the following examples, the aldehyde-removing agent was: 18% ammonia water.
Example 1:
a preparation method of cold-resistant furan resin comprises the following steps:
(1) adding a 37% formaldehyde solution, paraformaldehyde and part of furfuryl alcohol (30 parts) into a reaction kettle, stirring and mixing, adding a cold-resistant agent, and adjusting the pH value to 3 by using maleic anhydride;
(2) then heating to 80 ℃ and preserving heat for 2 hours, continuing heating to 110 ℃ and preserving heat for 3 hours,
(3) cooling to about 80 ℃, adding urea and furfuryl alcohol (15 parts), adjusting the pH to 8 by using liquid alkali, reacting at 90-95 ℃, and preserving heat for 1 hour; the pH was adjusted to 4 with an acid anhydride and the reaction was continued for 1 hour. Adding the rest furfuryl alcohol (25 parts), cooling to 56 ℃, adding the aldehyde removing agent and the coupling agent, and stirring and mixing uniformly;
(4) adjusting the pH value to be neutral, continuously stirring uniformly, and discharging to obtain the product.
The raw materials in each reaction stage comprise the following components in parts by weight: 6 parts of liquid formaldehyde, 5 parts of paraformaldehyde, 6 parts of urea, 70 parts of furfuryl alcohol, 2 parts of a cold-resistant agent, 1 part of maleic anhydride, 0.2 part of an aldehyde removing agent and 0.2 part of a coupling agent.
Wherein the adding amount of furfuryl alcohol in the step (1) and the step (3) is 3: 1.
The solid formaldehyde is paraformaldehyde with low polymerization degree, and the content of the solid formaldehyde is 93%.
The coupling agent is N- (beta-aminoethyl) -gamma-aminopropylmethyldimethoxysilane.
The maleic anhydride content was 99%.
The concentration of the sodium hydroxide solution is 30%.
Rosin (gum rosin) and ethylene glycol mixture (1: 4).
Example 2:
a preparation method of cold-resistant furan resin comprises the following steps:
(1) adding a 37% formaldehyde solution, paraformaldehyde and part of furfuryl alcohol (20 parts) into a reaction kettle, stirring and mixing, adding a cold-resistant agent, and adjusting the pH value to 4 by using maleic anhydride;
(2) then heating to 80 ℃ and preserving heat for 3 hours, continuing heating to 110 ℃ and preserving heat for 4 hours,
(3) cooling to about 80 ℃, adding urea and 11 parts of furfuryl alcohol, adjusting the pH to 9 by using liquid alkali, reacting at 95 ℃, and preserving heat for 1 hour; the pH was adjusted to 4 with an acid anhydride and the reaction was continued for 1 hour. Adding the rest furfuryl alcohol (19 parts), cooling to 60 ℃, adding the aldehyde removing agent and the coupling agent, and stirring and mixing uniformly;
(4) adjusting the pH value to be neutral, continuously stirring uniformly, and discharging to obtain the product.
The raw materials in each reaction stage comprise the following components in parts by weight: 23 parts of liquid formaldehyde, 5 parts of paraformaldehyde, 13 parts of urea, 50 parts of furfuryl alcohol, 3 parts of a cold-resistant agent, 0.8 part of maleic anhydride, 1.5 parts of an aldehyde removing agent and 0.3 part of a coupling agent.
The adding amount of furfuryl alcohol in the step (1) and the step (3) is 3: 1.
The solid formaldehyde is paraformaldehyde with low polymerization degree, and the content of the solid formaldehyde is 93%.
The coupling agent is N- (beta-aminoethyl) -gamma-aminopropylmethyldimethoxysilane.
The maleic anhydride content was 99%.
The concentration of the sodium hydroxide solution is 30%.
Rosin (gum rosin) and ethylene glycol mixture (1: 4)
Example 3:
a preparation method of cold-resistant furan resin comprises the following steps:
(1) adding a 37% formaldehyde solution, paraformaldehyde and part of furfuryl alcohol (13 parts) into a reaction kettle, stirring and mixing, adding a cold-resistant agent, and adjusting the pH value to 3.5 by using p-toluenesulfonic acid;
(2) then heating to 80 ℃ and preserving heat for 2.5 hours, continuously heating to 110 ℃ and preserving heat for 3.5 hours,
(3) cooling to about 80 ℃, adding urea and furfuryl alcohol (7 parts), adjusting the pH to 9 by using liquid alkali, reacting at 92 ℃, and preserving heat for 1 hour; the pH was adjusted to 3.3 with acid anhydride and the reaction was continued for 1 hour. Adding the residual furfuryl alcohol, cooling to 60 ℃, adding an aldehyde removing agent and a coupling agent, and stirring and mixing uniformly;
(4) adjusting the pH value to be neutral, continuously stirring uniformly, and discharging to obtain the product.
The raw materials in each reaction stage comprise the following components in parts by weight: 30 parts of liquid formaldehyde, 6 parts of paraformaldehyde, 18 parts of urea, 30 parts of furfuryl alcohol, 3 parts of a cold-resistant agent, 0.5 part of maleic anhydride, 2 parts of an aldehyde removing agent and 0.6 part of a coupling agent.
The adding amount of furfuryl alcohol in the step (1) and the step (3) is 3: 1.
The solid formaldehyde is paraformaldehyde with low polymerization degree, and the content of the solid formaldehyde is 93%.
The coupling agent is N- (beta-aminoethyl) -gamma-aminopropylmethyldimethoxysilane.
The maleic anhydride content was 99%.
The concentration of the sodium hydroxide solution is 30%.
Rosin (gum rosin) and ethylene glycol mixture (1: 3).
Comparative example 1
The difference from example 1 is that no cold resistance agent was added.
Comparative example 2
The difference from example 1 is that the cold resistant agent is ethylene glycol.
Comparative example 3
The difference from example 2 is that no cold resistance agent was added.
Comparative example 4
The difference from example 2 is that the cold resistant agent is ethylene glycol.
Comparative example 5
The difference from example 3 is that no cold resistance agent was added.
Comparative example 6
The difference from example 3 is that the cold resistant agent is ethylene glycol.
TABLE 1
TABLE 2
TABLE 3
And (3) analysis: through data analysis of tables 1, 2 and 3, after the cold-resistant agent is added, the stability of the examples 1-3 is obviously higher than that of the resin without the cold-resistant agent in a low-temperature environment (refrigeration is carried out for 4 hours at-5, -10, -15, -20 and-25 ℃ respectively), and the ignition loss of the reclaimed sand can be reduced after the cold-resistant agent is added (the detection method is referred to GB/T7531-2008), so that the reduction of gas generation and the reduction of the resin addition during core sand mixing in the using process are facilitated, and the casting quality is improved. The content of free formaldehyde (the detection method is referred to as JB/T7526-2008) is also obviously lower, and the working environment of the casting shop workers is improved. The tensile strength of the new resin (JB/T7526-2008) remained substantially unchanged, and was slightly better than that of the normal resin.
The above description is only a preferred embodiment of the present application and is not intended to limit the present application, and various modifications and changes may be made by those skilled in the art. Any modification, equivalent replacement, improvement and the like made within the spirit and principle of the present application shall be included in the protection scope of the present application.
Claims (10)
1. The cold-resistant furan resin is characterized by comprising the following raw materials in parts by weight: 5-30 parts of liquid formaldehyde, 5-10 parts of paraformaldehyde, 6-18 parts of urea, 40-70 parts of furfuryl alcohol, 2-4 parts of a cold-resistant agent, 0.5-1 part of maleic anhydride, 0.2-3 parts of an aldehyde removing agent and 0.2-0.6 part of a coupling agent;
the cold-resistant agent is: rosin and ethylene glycol mixtures.
2. The cold-resistant furan resin of claim 1, wherein the mass ratio of rosin to ethylene glycol in the mixture of rosin and ethylene glycol is 1: 3 to 4.
3. The cold-resistant furan resin of claim 1, wherein said aldehyde scavenger is 16% to 18% ammonia.
4. The cold-resistant furan resin of claim 1, wherein said coupling agent is N- β - (aminoethyl) - γ -aminopropylmethyldimethoxysilane.
5. A method for preparing cold-resistant furan resin is characterized by comprising the following steps:
uniformly mixing a formaldehyde solution, paraformaldehyde and part of furfuryl alcohol, adding a cold-resistant agent, and adjusting the pH value to 3-4 to obtain a mixed solution;
heating the mixed solution to 80-90 ℃, preserving heat for 2-3 hours, continuously heating to 110-120 ℃, preserving heat for 3-4 hours, cooling to about 80 ℃, adding urea and part of furfuryl alcohol, adjusting the pH value to 8-9, reacting at 90-95 ℃, adjusting the pH value to 4-5, and continuously reacting for 1-1.5 hours; adding the residual furfuryl alcohol, cooling to 56-60 ℃, adding an aldehyde removing agent and a coupling agent, and uniformly mixing; adjusting the pH value to be neutral, mixing uniformly, and discharging to obtain the product.
6. The method for producing a cold-resistant furan resin of claim 5, wherein the concentration of the formaldehyde solution is 35 to 40%.
7. The method for producing a cold-resistant furan resin of claim 5, wherein the pH is adjusted to 3 to 4 with an organic acid; the organic acid is maleic anhydride or p-toluenesulfonic acid.
8. The method for preparing cold-resistant furan resin according to claim 5, wherein the cold-resistant agent is prepared by the following steps: dissolving rosin in ethylene glycol, and mixing uniformly to obtain the rosin.
9. The method according to claim 5, wherein the pH is adjusted to 8-9 by using liquid alkali, the liquid alkali is sodium hydroxide solution, and the concentration of the sodium hydroxide solution is 20-30%.
10. The method of claim 5, wherein the paraformaldehyde is present in an amount of 90.0-99.9%.
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