CN114933669A - Preparation method of dispersing force adjustable sodium polycarboxylate dispersant for rubber - Google Patents
Preparation method of dispersing force adjustable sodium polycarboxylate dispersant for rubber Download PDFInfo
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- CN114933669A CN114933669A CN202210786081.7A CN202210786081A CN114933669A CN 114933669 A CN114933669 A CN 114933669A CN 202210786081 A CN202210786081 A CN 202210786081A CN 114933669 A CN114933669 A CN 114933669A
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
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Abstract
The invention provides a sodium polycarboxylate dispersant, a preparation method and application thereof, and belongs to the technical field of dispersants. The invention introduces styrene segments into the dispersant, can optimize and regulate the composition structure of the dispersant, improves the glass transition temperature of the dispersant, overcomes the defects of low use temperature and the like of the original polymaleic anhydride-acrylic acid polymerization system, and can be suitable for the field of stripping and dispersing of solution-polymerized rubber with higher temperature. The invention provides the preparation method of the sodium polycarboxylate dispersant, which combines the polymerization process and the saponification process, thereby reducing the production cost and facilitating the industrialization. In addition, the invention utilizes oil-water separation, saves energy consumption, simplifies the preparation process, improves the product purity, is green in the preparation process, obtains the sodium polycarboxylate with adjustable dispersion force, and has good application prospect in the technical field of stripping and dispersing of the solution polymerized rubber.
Description
Technical Field
The invention relates to the technical field of dispersants, and particularly relates to a sodium polycarboxylate dispersant, and a preparation method and application thereof.
Background
Compared with inorganic dispersants or organic dispersants such as alkyl benzene sulfonate, alkylphenol ethoxylates, naphthalene sulfonate formaldehyde condensate, lignosulfonate and the like, the copolymer dispersant of alpha-olefin and maleic anhydride is a more environment-friendly dispersant, can increase electrostatic repulsion on the surface of particles, and can enhance steric hindrance effect by increasing the thickness of a high-molecular adsorption layer, so that a more excellent dispersing effect is achieved. At present, copolymerization systems of styrene-maleic anhydride, dicyclopentadiene-maleic anhydride, vinyl acetate-maleic anhydride and the like are widely applied to industries of coal water slurry, building concrete, fuel and the like. The acrylic acid-maleic anhydride copolymerization system has the advantages of long carbon chain, multiple active adsorption points in the formed copolymerization system, stable steric hindrance effect and the like, has more excellent dispersion effect, but has lower glass transition temperature and is difficult to resist the impact of high-temperature use.
The Chinese patent CN102532382A and the U.S. Pat. No. 4,2725367 introduce a third component into a copolymerization system of maleic anhydride and acrylic acid, wherein the former introduces acrylic ester, and the latter introduces divinylbenzene, which improves the temperature resistance, but the glass transition temperature is still difficult to further improve.
Disclosure of Invention
The invention aims to provide a sodium polycarboxylate dispersant, a preparation method and application thereof.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides a sodium polycarboxylate dispersant which has a structure shown in a formula 1:
in the formula 1, m is equal to n, and x is more than 0 and less than or equal to (0.01-0.1) x m;
the crosslinking degree of the sodium polycarboxylate dispersant is 10.0-15.5%, the glass transition temperature Tg is 83.5-88.5 ℃, and the dispersing force is 85-145 mgMnO 2 /100mL。
The invention provides a preparation method of the sodium polycarboxylate dispersant in the scheme, which comprises the following steps:
mixing maleic anhydride, acrylic acid, styrene, an initiator and an organic solvent, and carrying out polymerization reaction to obtain a polymerization system; the molar ratio of the maleic anhydride to the acrylic acid to the styrene is 1:1.2 (0.015-0.15);
adding a sodium hydroxide solution into the polymerization system, and performing saponification reaction to obtain a saponification system; the molar ratio of sodium hydroxide to maleic anhydride in the sodium hydroxide solution is 2: 1;
and standing the saponification system, separating oil from water, and filtering the obtained lower layer solution to obtain the sodium polycarboxylate dispersant with the structure shown in the formula 1.
Preferably, the polymerization reaction temperature is 65-70 ℃, and the time is 3-6 h.
Preferably, the saponification reaction is carried out at the temperature of 95-99 ℃ for 2-3 h.
Preferably, the initiator is one or more of benzoyl peroxide, lauroyl peroxide, hydrogen peroxide and cumene hydroperoxide; the mass of the initiator is 0.5-1% of the total mass of maleic anhydride, acrylic acid and styrene.
Preferably, the organic solvent is one or more of benzene, toluene, xylene and ethyl acetate.
Preferably, the volume ratio of the organic solvent to acrylic acid is 1:1.
preferably, the filtering is filter pressing, the adopted filter material is diatomite, and the particle size of the diatomite is 120-180 meshes.
Preferably, the polymerization reaction is carried out under the protection of nitrogen.
The invention provides application of the sodium polycarboxylate dispersant prepared by the preparation method in the scheme or in stripping and dispersing of the solution polymerized rubber.
The invention provides a sodium polycarboxylate dispersant which has a structure shown in a formula 1:
in the formula 1, m is equal to n, and x is more than 0 and less than or equal to (0.01-0.1) x m;
the sodium polycarboxylate dispersant has a crosslinking degree of 10.0-15.5%, a glass transition temperature Tg of 83.5-88.5 ℃, and a dispersing power of 85 ℃ -145mgMnO 2 /100mL。
The invention introduces styrene segments into the dispersant, can optimize and regulate the composition structure of the dispersant, improves the glass transition temperature of the dispersant, overcomes the defects of low use temperature and the like of the original polymaleic anhydride-acrylic acid polymerization system, and can be suitable for the field of stripping and dispersing of solution-polymerized rubber with higher temperature.
The invention provides the preparation method of the sodium polycarboxylate dispersant, which combines the polymerization process and the saponification process, thereby reducing the production cost and facilitating the industrialization. The process for preparing the maleic anhydride-acrylic acid copolymer salt by the existing method is complex and is used for separately carrying out polymerization and saponification.
In addition, the invention utilizes oil-water separation, saves energy consumption, simplifies the preparation process, improves the product purity, is green in the preparation process, obtains the sodium polycarboxylate with adjustable dispersion force, and has good application prospect in the technical field of stripping and dispersing of the solution polymerized rubber. In the prior art, the organic solvent is removed by a distillation method, energy consumption is high, the organic solvent is difficult to remove completely, the components of the copolymer are unadjustable, more impurities are generated, the dispersing force is difficult to regulate and control, and the requirement of a high-temperature use environment cannot be met.
Detailed Description
The invention provides a sodium polycarboxylate dispersant which has a structure shown in a formula 1:
in the formula 1, m is equal to n, and x is more than 0 and less than or equal to (0.01-0.1) x m;
the sodium polycarboxylate dispersant has a crosslinking degree of 10.0-15.5%, a glass transition temperature Tg of 83.5-88.5 ℃, and a dispersing power of 85-145 mgMnO 2 /100mL。
The invention introduces styrene segments into the dispersant, can optimize and regulate the composition structure of the dispersant, improves the glass transition temperature of the dispersant, overcomes the defects of low use temperature and the like of the original polymaleic anhydride-acrylic acid polymerization system, and can be suitable for the field of stripping and dispersing of solution-polymerized rubber with higher temperature.
The invention provides a preparation method of the sodium polycarboxylate dispersant in the scheme, which comprises the following steps:
mixing maleic anhydride, acrylic acid, styrene, an initiator and an organic solvent, and carrying out polymerization reaction to obtain a polymerization system; the molar ratio of the maleic anhydride to the acrylic acid to the styrene is 1:1.2 (0.015-0.15);
adding a sodium hydroxide solution into the polymerization system, and performing saponification reaction to obtain a saponification system; the molar ratio of sodium hydroxide to maleic anhydride in the sodium hydroxide solution is 2: 1;
and standing the saponification system, separating oil from water, and filtering the obtained lower layer solution to obtain the sodium polycarboxylate dispersant with the structure shown in the formula 1.
In the present invention, the starting materials used are all commercially available products well known in the art, unless otherwise specified.
The invention mixes maleic anhydride, acrylic acid, styrene, initiator and organic solvent to carry out polymerization reaction, thus obtaining a polymerization system.
In the invention, the molar ratio of the maleic anhydride to the acrylic acid to the styrene is 1:1.2 (0.015-0.15), preferably 1:1.2 (0.05-0.10).
In the present invention, the initiator is preferably one or more of benzoyl peroxide, lauroyl, hydrogen peroxide and cumene hydroperoxide; the mass of the initiator is preferably 0.5-1%, and more preferably 0.7-0.8% of the total mass of maleic anhydride, acrylic acid and styrene.
In the present invention, the organic solvent is preferably one or more of benzene, toluene, xylene and ethyl acetate; in the present invention, the volume ratio of the organic solvent to acrylic acid is preferably 1:1. the invention has no special requirements on the mixing process, and adopts a mode which is well known in the field and can be uniformly mixed. In the present invention, the mixing is preferably carried out in a reaction apparatus equipped with a thermometer, an electric stirrer and a condenser tube.
In the invention, the polymerization reaction temperature is preferably 65-70 ℃, and the time is preferably 3-6 hours. In the present invention, the polymerization reaction is preferably carried out under stirring conditions; the polymerization is preferably carried out under nitrogen protection.
After a polymerization system is obtained, the method does not carry out any post-treatment, and the sodium hydroxide solution is directly added into the polymerization system for saponification reaction to obtain a saponification system.
In the present invention, the molar ratio of sodium hydroxide to maleic anhydride in the sodium hydroxide solution is 2: 1. In the invention, the mass concentration of the sodium hydroxide solution is preferably 15-20%.
In the invention, the temperature of the saponification reaction is preferably 95-99 ℃, and the time is preferably 2-3 h.
After the saponification reaction is finished, the method does not carry out any post-treatment, directly stands the obtained saponification system, and filters the lower layer solution after oil-water separation to obtain the sodium polycarboxylate dispersant with the structure shown in the formula 1.
In the invention, the standing time is preferably 2-3 h. The invention has no special requirements on the oil-water separation process, and can adopt the oil-water separation process well known in the field. In the invention, the filtration is preferably filter pressing, the adopted filter material is preferably diatomite, and the particle size of the diatomite is preferably 120-180 meshes.
The invention provides application of the sodium polycarboxylate dispersant prepared by the preparation method in the scheme or in stripping and dispersing of the solution polymerized rubber.
The sodium polycarboxylate dispersants provided by the present invention, their preparation and use are described in detail below with reference to the examples, but they should not be construed as limiting the scope of the present invention.
In the following examples and comparative examples, MAH is maleic anhydride, AA is acrylic acid, and St is styrene.
Example 1:
monomers are mixed according to a molar ratio of MAH: AA: adding solvent benzene and initiator benzoyl peroxide (accounting for 0.8 percent of the total mass of MAH, AA and St) into a reaction device provided with a thermometer, an electric stirrer and a condenser tube according to the ratio of St being 1:1.2:0.015, controlling the polymerization temperature to be 65-70 ℃, carrying out polymerization reaction for 3 hours, adding NaOH solution (the mass concentration is 15 percent) with 2 times of MAH molar weight into a polymerization system after the polymerization reaction is finished, saponifying the mixture at 80 ℃ for 2 hours, standing the saponified system for 3 hours, carrying out oil-water separation to obtain a lower layer solution, mixing the lower layer solution with 120-mesh diatomite, and carrying out suction filtration to obtain a light yellow transparent solution.
Example 2:
monomers are mixed according to a molar ratio of MAH: AA: adding toluene as solvent and benzoyl peroxide as initiator (0.8% of total mass of MAH, AA and St) into a reaction device provided with a thermometer, an electric stirrer and a condenser tube according to the ratio of St being 1:1.2:0.050, controlling the polymerization temperature to be 65-70 ℃, controlling the polymerization time to be 3h, adding NaOH solution (the mass concentration is 15%) with 2 times of MAH molar quantity into the polymerization system after the polymerization reaction is finished, and saponifying for 2h at 80 ℃. And standing the saponified system for 3h, performing oil-water separation to obtain a lower-layer solution, mixing the lower-layer solution with 180-mesh diatomite, and performing suction filtration to obtain a light yellow transparent solution.
Example 3:
monomers are mixed according to the molar ratio of MAH: AA: adding a solvent xylene and an initiator benzoyl peroxide (accounting for 0.8 percent of the total mass of MAH, AA and St) into a reaction device provided with a thermometer, an electric stirrer and a condenser pipe according to the ratio of St to 1:1.2:0.080, controlling the polymerization temperature at 65-70 ℃, carrying out polymerization reaction for 3h, adding a NaOH solution (the mass concentration is 15 percent) with 2 times of the molar weight of MAH into a polymerization system after the polymerization reaction is finished, saponifying the mixture at 80 ℃ for 2h, standing the saponified system for 3h, carrying out oil-water separation to obtain a lower layer solution, mixing the lower layer solution with 120-mesh diatomite, and carrying out suction filtration to obtain a light yellow transparent solution.
Example 4:
monomers are mixed according to a molar ratio of MAH: AA: adding a solvent ethyl acetate and an initiator benzoyl peroxide (accounting for 0.8 percent of the total mass of MAH, AA and St) into a reaction device with a thermometer, an electric stirrer and a condenser pipe according to the ratio of St to 1:1.2:0.100, controlling the polymerization temperature to be 65-70 ℃, carrying out polymerization reaction for 3 hours, adding a NaOH solution (the mass concentration is 15 percent) with 2 times of the molar weight of MAH into a polymerization system after the polymerization reaction is finished, saponifying the mixture at 80 ℃ for 2 hours, standing the saponified system for 3 hours, carrying out oil-water separation to obtain a lower layer solution, mixing the lower layer solution with 180-mesh diatomite, and carrying out suction filtration to obtain a light yellow transparent solution.
Example 5:
monomers are mixed according to a molar ratio of MAH: AA: adding a solvent (toluene and xylene in a ratio of 1:1.2: 0.120), an initiator benzoyl peroxide (accounting for 0.8% of the total mass of MAH, AA and St) into a reaction device provided with a thermometer, an electric stirrer and a condenser pipe, controlling the polymerization temperature to be 65-70 ℃, carrying out polymerization reaction for 3 hours, adding a NaOH solution (the mass concentration is 15%) in an amount which is 2 times of the molar weight of MAH into a polymerization system after the polymerization reaction is finished, saponifying the mixture at 80 ℃ for 2 hours, standing the saponified system for 3 hours, carrying out oil-water separation to obtain a lower layer solution, mixing the lower layer solution with 120-mesh diatomite, and carrying out suction filtration to obtain a light yellow transparent solution.
Example 6:
monomers are mixed according to a molar ratio of MAH: AA: adding a solvent xylene and an initiator benzoyl peroxide (accounting for 0.8 percent of the total mass of MAH, AA and St) into a reaction device provided with a thermometer, an electric stirrer and a condenser tube according to the ratio of St to 1:1.2:0.150, controlling the polymerization temperature to be 65-70 ℃, carrying out polymerization reaction for 3 hours, adding a NaOH solution (the mass concentration is 15 percent) with 2 times of the molar weight of MAH into a polymerization system after the polymerization reaction is finished, saponifying the mixture at 80 ℃ for 2 hours, standing the saponified system for 3 hours, carrying out oil-water separation to obtain a lower layer solution, mixing the lower layer solution with 180-mesh diatomite, and carrying out suction filtration to obtain a light yellow transparent solution.
Comparative example 1:
monomers are mixed according to a molar ratio of MAH: AA: adding St which is 1:1.2:0, solvent benzene and initiator benzoyl peroxide (accounting for 0.8 percent of the total mass of MAH, AA and St) into a reaction device provided with a thermometer, an electric stirrer and a condenser tube, controlling the polymerization temperature at 65-70 ℃, carrying out polymerization reaction for 3 hours, adding NaOH solution (the mass concentration is 15 percent) with 2 times of the molar weight of MAH into a polymerization system after the polymerization reaction is finished, saponifying at 80 ℃ for 2 hours, standing the saponified system for 2-3 hours, carrying out oil-water separation to obtain a lower layer solution, mixing the lower layer solution with 120-mesh diatomite, and carrying out suction filtration to obtain a light yellow transparent solution.
Comparative example 2:
monomers are mixed according to the molar ratio of MAH: AA: adding a solvent xylene and an initiator benzoyl peroxide (accounting for 0.8 percent of the total mass of MAH, AA and St) into a reaction device provided with a thermometer, an electric stirrer and a condenser tube according to the ratio of St to 1:1.2:0.180, controlling the polymerization temperature to be 65-70 ℃, carrying out polymerization reaction for 3 hours, adding a NaOH solution (the mass concentration is 15 percent) with 2 times of the molar weight of MAH into a polymerization system after the polymerization reaction is finished, saponifying the mixture at 80 ℃ for 2 hours, standing the saponified system for 3 hours, dividing the whole system into 3 layers, mixing the lower 2 layers of solution with 180-mesh diatomite, and carrying out suction filtration to obtain 2 light yellow transparent solutions respectively.
The structural and performance data for the examples and comparative examples are shown in table 1.
The standard for the dispersancy test is referred to GB/T5550-1998.
TABLE 1 Structure and Performance data for the examples and comparative examples
| MAH:AA:St | m:n:x | Degree of crosslinking/%) | Tg/℃ | Dispersing force | |
| Example 1 | 1:1.2:0.015 | 1:1:0.010 | 10.0 | 83.5 | 85 |
| Example 2 | 1:1.2:0.050 | 1:1:0.037 | 11.6 | 84.6 | 106 |
| Example 3 | 1:1.2:0.080 | 1:1:0.064 | 13.1 | 86.1 | 137 |
| Example 4 | 1:1.2:0.100 | 1:1:0.071 | 14.2 | 87.3 | 145 |
| Example 5 | 1:1.2:0.120 | 1:1:0.082 | 15.1 | 88.1 | 110 |
| Example 6 | 1:1.2:0.150 | 1:1:0.100 | 15.5 | 88.5 | 108 |
| Comparative example 1 | 1:1.2:0 | 1:1:0 | 0 | 78.2 | 78 |
| Comparative example 2 | 1:1.2:0.180 | Is divided into 2 phases | / | 78.3/92.7 | 74 |
As is clear from the results in Table 1, the sodium polycarboxylate dispersants prepared by the present invention have a degree of crosslinking of 10.0 to 15.5%, a glass transition temperature Tg of 83.5 to 88.5 ℃ and a dispersing power of 85 to 145mgMnO 2 100 mL; comparative example 1 has poor dispersion force without styrene modification and also has a low glass transition temperature; comparative example 2 shows that styrene is more likely to phase separate and cannot be one phase.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (10)
1. A sodium polycarboxylate dispersant having the structure shown in formula 1:
in the formula 1, m is n, and x is more than 0 and less than or equal to (0.01-0.1) x m;
the crosslinking degree of the sodium polycarboxylate dispersant is 10.0-15.5%, the glass transition temperature Tg is 83.5-88.5 ℃, and the dispersing force is 85-145 mgMnO 2 /100mL。
2. The method of claim 1 for preparing a sodium polycarboxylate dispersant, comprising the steps of:
mixing maleic anhydride, acrylic acid, styrene, an initiator and an organic solvent, and carrying out polymerization reaction to obtain a polymerization system; the molar ratio of the maleic anhydride to the acrylic acid to the styrene is 1:1.2 (0.015-0.15);
adding a sodium hydroxide solution into the polymerization system, and performing saponification reaction to obtain a saponification system; the molar ratio of sodium hydroxide to maleic anhydride in the sodium hydroxide solution is 2: 1;
and standing the saponification system, separating oil from water, and filtering the obtained lower layer solution to obtain the sodium polycarboxylate dispersant with the structure shown in the formula 1.
3. The method according to claim 2, wherein the polymerization reaction is carried out at a temperature of 65 to 70 ℃ for 3 to 6 hours.
4. The method according to claim 2, wherein the saponification reaction is carried out at a temperature of 95-99 ℃ for 2-3 hours.
5. The method of claim 2, wherein the initiator is one or more of benzoyl peroxide, lauroyl peroxide, hydrogen peroxide and cumene hydroperoxide; the mass of the initiator is 0.5-1% of the total mass of maleic anhydride, acrylic acid and styrene.
6. The method of claim 2, wherein the organic solvent is one or more of benzene, toluene, xylene, and ethyl acetate.
7. The production method according to claim 2 or 6, wherein the volume ratio of the organic solvent to acrylic acid is 1:1.
8. the preparation method according to claim 2, wherein the filtering is filter pressing, the adopted filter material is diatomite, and the particle size of the diatomite is 120-180 meshes.
9. The method according to claim 2, wherein the polymerization is carried out under nitrogen.
10. Use of the sodium polycarboxylate dispersant as defined in claim 1 or as prepared by the process of any one of claims 2 to 9 for stripping and dispersing solution-polymerized rubber.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN118184866A (en) * | 2024-04-07 | 2024-06-14 | 宜兴市湖景化工有限公司 | Preparation method and application method of polycarboxylic acid sodium salt dispersing agent with adjustable dispersing force for rubber |
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| CN109776710A (en) * | 2018-12-27 | 2019-05-21 | 苏州世名科技股份有限公司 | Structure containing phenylethylene-maleic anhydride and the waterborne pigment dispersant and preparation method thereof of graft modification |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105131162A (en) * | 2015-10-12 | 2015-12-09 | 宜兴市湖景化工有限公司 | Water-soluble low-crosslinking polymaleic anhydride-diisobutylene copolymer salt dispersant and preparation method thereof |
| CN109234070A (en) * | 2018-09-18 | 2019-01-18 | 邢台格默森化工科技有限公司 | It is a kind of containing Styrene And Chloroalkyl Acrylates-copolymer-maleic anhydride cleaning product and its application |
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| CN118184866A (en) * | 2024-04-07 | 2024-06-14 | 宜兴市湖景化工有限公司 | Preparation method and application method of polycarboxylic acid sodium salt dispersing agent with adjustable dispersing force for rubber |
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