CN107988447B - High-binding leather fatting agent and preparation method thereof - Google Patents

High-binding leather fatting agent and preparation method thereof Download PDF

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Publication number
CN107988447B
CN107988447B CN201711084836.4A CN201711084836A CN107988447B CN 107988447 B CN107988447 B CN 107988447B CN 201711084836 A CN201711084836 A CN 201711084836A CN 107988447 B CN107988447 B CN 107988447B
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long
fatty alcohol
chain fatty
cooling
leather
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CN107988447A (en
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邹祥龙
任便利
许晓红
柴玉叶
兰云军
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Wenzhou University
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Wenzhou University
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    • CCHEMISTRY; METALLURGY
    • C14SKINS; HIDES; PELTS; LEATHER
    • C14CCHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C9/00Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
    • C14C9/02Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes using fatty or oily materials, e.g. fat liquoring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/32Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/08Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F218/00Copolymers 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 an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
    • C08F218/02Esters of monocarboxylic acids
    • C08F218/04Vinyl esters
    • C08F218/08Vinyl acetate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00Copolymers 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 carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/04Anhydrides, e.g. cyclic anhydrides
    • C08F222/06Maleic anhydride
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00Chemical modification by after-treatment
    • C08F8/14Esterification

Abstract

The invention discloses a high-associativity leather fatting agent and a preparation method thereof, and the method comprises the following steps: (1) adding a certain amount of long-chain aliphatic alcohol and maleic anhydride into a reactor, and heating to 80-90 ℃ for esterification reaction to obtain a product A; (2) cooling the product A to 70-75 ℃, adding a certain amount of initiator azodiisobutyronitrile, and then dropwise adding a certain amount of monomer vinyl acetate to perform polymerization reaction to obtain a product B; (3) heating the product B to 100-110 ℃, and adding a certain amount of long-chain fatty alcohol to perform esterification reaction to obtain a product C; (4) and cooling the product C to 65-70 ℃, neutralizing the pH of the reactant to 7.0 by using a sodium hydroxide aqueous solution with the mass concentration of 30%, then adding a certain amount of sulfite aqueous solution, carrying out sulfitation reaction at the temperature of 80-90 ℃, and cooling to obtain the high-binding leather fatliquor. The invention has the advantages of simple process, cleanness and environmental protection, and the prepared product has excellent acid resistance stability, fat-liquoring effect, filling performance, solvent extraction resistance and the like, and can reduce the COD content of the waste liquid.

Description

High-binding leather fatting agent and preparation method thereof
Technical Field
The invention relates to a preparation method of a leather fatting agent, in particular to a high-associativity leather fatting agent and a preparation method thereof.
Background
The fatliquor is one of chemicals with the largest use amount in the leather making process. The traditional fatting agent is mainly a micromolecular fatting agent which is a natural animal and vegetable fat modified product, has the function of lubricating leather fibers and endows leather with soft and comfortable hand feeling. The micromolecular fatting agent has weaker binding capacity with leather fibers, is easy to migrate in the leather storage and use processes, reduces the softness of the leather, hardens the leather, makes the fibers brittle, and is limited to be applied to high-grade leather such as automobile cushion leather, washable leather and the like. Compared with the micromolecule fatting agent, the polymer fatting agent has the advantages of large molecular weight, more polar groups on molecules and strong binding capacity with leather fibers, and is applied to high-grade leather such as automobile cushion leather and the like.
The preparation routes of the polymer fatliquor mainly comprise two types: the method is characterized in that acrylic acid higher alcohol ester or methacrylic acid higher alcohol ester is used as a lipophilic monomer to be copolymerized with hydrophilic monomers, namely acrylic acid and methacrylic acid, to prepare the polymer fatliquor, the acrylic acid higher alcohol ester and the methacrylic acid higher alcohol ester are hydrophobic monomers, an organic solvent is required in the polymerization process, and the environmental protection performance is not strong in the synthesis and use processes. In addition, the lipophilic monomers need to be prepared by a special process and are relatively high in price, so that the wide application of the products is limited. The other is aqueous solution copolymerization of hydrophilic monomer long-chain fatty alcohol maleic acid monoester and acrylic acid, and the long-chain fatty alcohol maleic acid monoester has low reaction activity and high unreacted monomer proportion, so that the performance of the obtained product is poor.
Disclosure of Invention
The technical problem to be solved by the embodiment of the invention is to provide a high-associativity leather fatliquor, which has excellent acid resistance, fat liquor effect, solvent extraction resistance and other properties, and can reduce the COD content of waste liquid when being used for leather fatliquor.
The second purpose of the invention is to provide a preparation method of the high-associativity leather fatliquor, which has simple process, cleanness and environmental protection.
In order to realize the first invention purpose of the invention, the technical scheme is that the catalyst comprises the following components in parts by mole of long-chain alkyl R contained in the components:
3-5 molar parts of disodium salt of fatty alcohol sulfosuccinate;
5-7 parts by mole of vinyl acetate maleic anhydride copolymer fatty alcohol ester;
wherein the chemical structural formula of the disodium salt of the fatty alcohol sulfosuccinate is shown in the specificationIn the formula, R is long-chain alkyl of C8-C18;
vinyl acetate horseThe chemical structural formula of the maleic anhydride copolymer fatty alcohol ester is shown in the specificationWherein n is more than or equal to 16 and less than or equal to 43, and R is long alkane of C8-C18.
In order to achieve the second object of the invention, the technical scheme is a preparation method of the high-associativity leather fatliquor, which comprises the following steps:
(1) putting long-chain fatty alcohol and maleic anhydride into a reactor, and carrying out esterification reaction for 1-2 h at the temperature of 80-90 ℃ to obtain an intermediate product A, wherein the molar ratio of the long-chain fatty alcohol to the maleic anhydride is 0.3-0.5: 1;
(2) cooling the intermediate product A to 70-75 ℃, adding an initiator azodiisobutyronitrile, dropwise adding vinyl acetate for polymerization reaction, wherein the dropwise adding time is 1.5-2.0 h, after the vinyl acetate is dropwise added, heating to 80-85 ℃, and carrying out heat preservation reaction for 2h to obtain an intermediate product B, wherein the dosage of the initiator accounts for 1-4% of the mass of the intermediate product A, and the dosage of the vinyl acetate is the difference between the molar numbers of the maleic anhydride and the long-chain fatty alcohol in the step (1);
(3) heating the intermediate product B to 100-110 ℃, adding long-chain fatty alcohol for esterification reaction for 2-3 hours to obtain an intermediate product C, wherein the dosage of the long-chain fatty alcohol is the difference between the mole numbers of the maleic anhydride and the long-chain fatty alcohol in the step (1);
(4) cooling the intermediate product C to 65-70 ℃, neutralizing the pH value to 6.5-7.5 by using a sodium hydroxide aqueous solution with the mass concentration of 20-40%, then adding a sulfite aqueous solution with the mass concentration of 30-40%, carrying out sulfitation reaction at the temperature of 80-90 ℃, reacting for 2-4 h, and cooling to obtain the high-binding leather fatliquor, wherein the molar ratio of sulfite to the long-chain fatty alcohol in the step (1) is 1.0-1.1: 1.
the method is further provided with that the long-chain fatty alcohol in the steps (1) and (3) is one or a combination of more than one of C8-18 long-chain fatty alcohols.
It is further provided that the sulfite in step (3) is sodium bisulfite or potassium bisulfite.
The chemical reaction process and mechanism of the invention are as follows:
by chemical reaction (sulfite takes sodium bisulfite as an example)
Step (1): and reacting the long-chain fatty alcohol with excessive maleic anhydride to obtain long-chain fatty alcohol maleic acid ester, wherein the molar ratio of the long-chain fatty alcohol to the maleic anhydride is 0.3-0.5: 1.
Step (2): and (2) carrying out alternating copolymerization reaction on the vinyl acetate and the excessive maleic anhydride in the step (1) to obtain a vinyl acetate maleic anhydride alternating copolymer.
And (3): and (3) carrying out esterification reaction on the long-chain fatty alcohol and the copolymerization product in the step (2) to obtain the fatty alcohol ester of the vinyl acetate maleic anhydride copolymer.
And (4): and (3) carrying out sulfitation reaction on the sulfite and the long-chain fatty alcohol maleic acid ester generated in the step (1) to obtain fatty alcohol sulfosuccinate disodium salt.
Wherein, R: is C8-C18 long-chain alkyl, and AIBN is initiator azobisisobutyronitrile.
The invention has the advantages and beneficial effects that:
(1) the invention skillfully utilizes the characteristic that the long-chain fatty alcohol maleic acid ester produced in the step (1) is not only an effective component of the product but also difficult to polymerize as a dispersion medium for copolymerization reaction of vinyl acetate and maleic anhydride in the step (2), realizes preparation of the high-associativity leather fatting agent containing the polymer component without using an organic solvent, and has environment-friendly and economic production process.
(2) The product contains a fatty alcohol sulfosuccinate disodium salt component with strong acid resistance and electrolyte resistance and a vinyl acetate maleic anhydride copolymer fatty alcohol ester polymer component with strong binding capacity with the leather fiber, overcomes the defects of weak acid resistance and electrolyte resistance of the traditional polymer fatting agent, and enlarges the application range of the traditional polymer fatting agent;
(3) the product contains polymer components with large molecular weight, more binding groups, strong binding capacity with the leather fibers and high absorption rate, and can reduce the COD content of the fatliquoring waste liquid.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention will be described in further detail below.
Example 1:
a preparation method of a high-associativity leather fatting agent specifically comprises the following steps:
(1) adding 0.5mol of dodecanol and 1mol of maleic anhydride into a reactor, heating to 90 ℃, and carrying out esterification reaction for 2 hours to obtain an intermediate product A;
(2) cooling the intermediate product A to 70 ℃, adding 3.82g of azodiisobutyronitrile, slowly dropwise adding 0.5mol of vinyl acetate for 1.5-2.0 h, heating to 80 ℃ after dropwise adding, and carrying out heat preservation reaction for 2h to obtain an intermediate product B;
(3) heating the intermediate product B to 100 ℃, adding 0.5mol of dodecanol, and reacting at 100 ℃ for 2 hours to obtain an intermediate product C.
(4) And cooling the intermediate product C to 65 ℃, neutralizing the pH value to 7.0 by using 133g of 30% sodium hydroxide aqueous solution, adding 173g of 30% sodium bisulfite aqueous solution, reacting at 85 ℃ for 3h, and cooling to obtain the high-binding leather fatliquor.
Example 2:
a preparation method of a high-associativity leather fatting agent specifically comprises the following steps:
(1) adding 0.5mol of hexadecanol and 1mol of maleic anhydride into a reactor, heating to 90 ℃, and carrying out esterification reaction for 2 hours to obtain an intermediate product A;
(2) cooling the intermediate product A to 70 ℃, adding 3.82g of azodiisobutyronitrile, slowly dropwise adding 0.5mol of vinyl acetate for 1.5-2.0 h, heating to 80 ℃ after dropwise adding, and carrying out heat preservation reaction for 2h to obtain an intermediate product B;
(3) heating the intermediate product B to 100 ℃, adding 0.5mol of hexadecanol, and reacting for 2 hours at 100 ℃ to obtain an intermediate product C.
(4) And cooling the intermediate product C to 65 ℃, neutralizing the pH value to 7.0 by using 133g of 30% sodium hydroxide aqueous solution, adding 173g of 30% sodium bisulfite aqueous solution, reacting at 85 ℃ for 3h, and cooling to obtain the high-binding leather fatliquor.
Example 3:
a preparation method of a high-associativity leather fatting agent specifically comprises the following steps:
(1) adding 0.5mol of octadecanol and 1mol of maleic anhydride into a reactor, heating to 90 ℃, and carrying out esterification reaction for 2 hours to obtain an intermediate product A;
(2) cooling the intermediate product A to 70 ℃, adding 3.82g of azodiisobutyronitrile, slowly dropwise adding 0.5mol of vinyl acetate for 1.5-2.0 h, heating to 80 ℃ after dropwise adding, and carrying out heat preservation reaction for 2h to obtain an intermediate product B;
(3) heating the intermediate product B to 100 ℃, adding 0.5mol of octadecanol, and reacting for 2 hours at 100 ℃ to obtain an intermediate product C.
(4) And cooling the intermediate product C to 65 ℃, neutralizing the pH value to 7.0 by using 133g of 30% sodium hydroxide aqueous solution, adding 173g of 30% sodium bisulfite aqueous solution, reacting at 85 ℃ for 3h, and cooling to obtain the high-binding leather fatliquor.
Example 4:
a preparation method of a high-associativity leather fatting agent specifically comprises the following steps:
(1) adding 0.3mol of dodecanol and 1mol of maleic anhydride into a reactor, heating to 90 ℃, and carrying out esterification reaction for 2 hours to obtain an intermediate product A;
(2) cooling the intermediate product A to 70 ℃, adding 3.82g of azodiisobutyronitrile, slowly dropwise adding 0.7mol of vinyl acetate for 1.5-2.0 h, heating to 80 ℃ after dropwise adding, and carrying out heat preservation reaction for 2h to obtain an intermediate product B;
(3) heating the intermediate product B to 100 ℃, adding 0.7mol of dodecanol, and reacting at 100 ℃ for 2 hours to obtain an intermediate product C.
(4) And cooling the intermediate product C to 65 ℃, neutralizing the pH value to 7.0 by using 133g of 30% sodium hydroxide aqueous solution, adding 104g of 30% sodium bisulfite aqueous solution, reacting at 85 ℃ for 3h, and cooling to obtain the high-binding leather fatliquor.
Example 5:
a preparation method of a high-associativity leather fatting agent specifically comprises the following steps:
(1) adding 0.3mol of hexadecanol and 1mol of maleic anhydride into a reactor, heating to 90 ℃, and carrying out esterification reaction for 2 hours to obtain an intermediate product A;
(2) cooling the intermediate product A to 70 ℃, adding 3.82g of azodiisobutyronitrile, slowly dropwise adding 0.7mol of vinyl acetate for 1.5-2.0 h, heating to 80 ℃ after dropwise adding, and carrying out heat preservation reaction for 2h to obtain an intermediate product B;
(3) heating the intermediate product B to 100 ℃, adding 0.7mol of hexadecanol, and reacting for 2 hours at 100 ℃ to obtain an intermediate product C.
(4) And cooling the intermediate product C to 65 ℃, neutralizing the pH value to 7.0 by using 133g of 30% sodium hydroxide aqueous solution, adding 104g of 30% sodium bisulfite aqueous solution, reacting at 85 ℃ for 3h, and cooling to obtain the high-binding leather fatliquor. Example 6:
a preparation method of a high-associativity leather fatting agent specifically comprises the following steps:
(1) adding 0.3mol of octadecanol and 1mol of maleic anhydride into a reactor, heating to 90 ℃, and carrying out esterification reaction for 2 hours to obtain an intermediate product A;
(2) cooling the intermediate product A to 70 ℃, adding 3.82g of azodiisobutyronitrile, slowly dropwise adding 0.7mol of vinyl acetate for 1.5-2.0 h, heating to 80 ℃ after dropwise adding, and carrying out heat preservation reaction for 2h to obtain an intermediate product B;
(3) and heating the intermediate product B to 100 ℃, adding 0.7mol of octadecanol, and reacting for 2 hours at 100 ℃ to obtain an intermediate product C.
(4) And cooling the intermediate product C to 70 ℃, neutralizing the pH value to 7.0 by using 133g of 30% sodium hydroxide aqueous solution, adding 104g of 30% sodium bisulfite aqueous solution, reacting at 85 ℃ for 3h, and cooling to obtain the high-binding leather fatliquor. Practice of
Performance testing
The examples 1 to 6 and the combined fatting agent SCF (brother science and technology limited) were used in the leather fatting process, wherein the amount of the prepared high-combined fatting agent was 10% of the mass fraction of wet blue leather, and the properties of the prepared high-combined fatting agent SCF were measured respectively by using the SCF accounting for 10% of the mass fraction of wet blue leather as a control group, as shown in table 1:
TABLE 1
Acid resistance Effect of fat liquoring Filling Property Resistance to grease extraction COD content of waste liquid
Example 1 Good taste 4 4 4 Is lower than
Example 2 Good taste 4.5 4.5 4.5 Is lower than
Example 3 Good taste 5 5 4.5 Is lower than
Example 4 Is preferably used 4 4.5 5 Is low in
Example 5 Is preferably used 5 5 5 Is low in
Example 6 Is preferably used 5 5 5 Is low in
SCF Good taste 4 1 2.5 Is higher than
The scoring criteria were 5 points: the best score is 5, and the worst score is 1.
The detection method comprises the following steps:
acid resistance: preparing a product water solution with the mass fraction of 10% by using distilled water, adjusting the pH to 2.5 by using dilute sulfuric acid with the mass fraction of 10%, standing for 24 hours, and observing whether a precipitate or a floating object exists;
fatliquoring effect and filling properties: sensory evaluation;
grease extraction resistance: QBT 2718-;
the COD content of the waste liquid is as follows: GB 11914-89;
as shown in Table 1, the high-binding fat liquor prepared by the invention contains a high proportion of polymer components, so that the product has good fat liquor effect, filling property and grease extraction resistance, and the COD content of the waste liquor is low. Compared with a control group of micromolecule fatliquoring SCF, the fat liquoring agent prepared by the invention has the advantages that the oil fat extraction resistance, the filling performance and the COD content in the waste liquid are obviously improved. In general, the high-associativity fat-liquoring agent disclosed by the invention has excellent application performance.
The above disclosure is only for the purpose of illustrating the preferred embodiments of the present invention, and it is therefore to be understood that the invention is not limited by the scope of the appended claims.

Claims (3)

1. A preparation method of a high-associativity leather fatliquor is characterized by comprising the following steps:
(1) putting long-chain fatty alcohol and maleic anhydride into a reactor, and carrying out esterification reaction for 1-2 h at the temperature of 80-90 ℃ to obtain an intermediate product A, wherein the molar ratio of the long-chain fatty alcohol to the maleic anhydride is 0.3-0.5: 1;
(2) cooling the intermediate product A to 70-75 ℃, adding an initiator azodiisobutyronitrile, dropwise adding vinyl acetate for polymerization reaction, wherein the dropwise adding time is 1.5-2.0 h, after the vinyl acetate is dropwise added, heating to 80-85 ℃, and carrying out heat preservation reaction for 2h to obtain an intermediate product B, wherein the dosage of the initiator accounts for 1-4% of the mass of the intermediate product A, and the dosage of the vinyl acetate is the difference between the molar numbers of the maleic anhydride and the long-chain fatty alcohol in the step (1);
(3) heating the intermediate product B to 100-110 ℃, adding long-chain fatty alcohol for esterification reaction for 2-3 hours to obtain an intermediate product C, wherein the dosage of the long-chain fatty alcohol is the difference between the mole numbers of the maleic anhydride and the long-chain fatty alcohol in the step (1);
(4) cooling the intermediate product C to 65-70 ℃, neutralizing the pH value to 6.5-7.5 by using a sodium hydroxide aqueous solution with the mass concentration of 20-40%, then adding a sulfite aqueous solution with the mass concentration of 30-40%, carrying out sulfitation reaction at the temperature of 80-90 ℃, reacting for 2-4 h, and cooling to obtain the high-binding leather fatliquor, wherein the molar ratio of sulfite to the long-chain fatty alcohol in the step (1) is 1.0-1.1: 1.
2. the method for preparing the high-associativity leather fatliquor according to claim 1, wherein: the long-chain fatty alcohol in the steps (1) and (3) is one or a combination of more of C8-18 long-chain fatty alcohols.
3. The method for preparing the high-associativity leather fatliquor according to claim 1, wherein: the sulfite in the step (3) is sodium bisulfite or potassium bisulfite.
CN201711084836.4A 2017-11-07 2017-11-07 High-binding leather fatting agent and preparation method thereof Active CN107988447B (en)

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CN111087328A (en) * 2019-11-07 2020-05-01 广州宏茂实业有限公司 Preparation method of fatty alcohol sulfosuccinic acid monoester disodium salt

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101457262A (en) * 2008-12-19 2009-06-17 温州大学 Method for preparing leather retanning fat-liquoring agent
CN101760570A (en) * 2009-12-29 2010-06-30 温州大学 Composite leather greasing agent and preparation method thereof
CN104804120A (en) * 2015-05-12 2015-07-29 四川德赛尔化工实业有限公司 Preparation method for polymer fat-liquoring agent containing sulfosuccinate salt structure

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101457262A (en) * 2008-12-19 2009-06-17 温州大学 Method for preparing leather retanning fat-liquoring agent
CN101760570A (en) * 2009-12-29 2010-06-30 温州大学 Composite leather greasing agent and preparation method thereof
CN104804120A (en) * 2015-05-12 2015-07-29 四川德赛尔化工实业有限公司 Preparation method for polymer fat-liquoring agent containing sulfosuccinate salt structure

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