CN101186951A - Method for preparing polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent - Google Patents
Method for preparing polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent Download PDFInfo
- Publication number
- CN101186951A CN101186951A CNA2007100190805A CN200710019080A CN101186951A CN 101186951 A CN101186951 A CN 101186951A CN A2007100190805 A CNA2007100190805 A CN A2007100190805A CN 200710019080 A CN200710019080 A CN 200710019080A CN 101186951 A CN101186951 A CN 101186951A
- Authority
- CN
- China
- Prior art keywords
- polymaleic anhydride
- leather
- anhydride
- polymaleic
- alcohol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Landscapes
- Treatment And Processing Of Natural Fur Or Leather (AREA)
Abstract
Disclosed is a process for preparing leather fatting agent of polymaleic anhydride fatty alcohol monoester. At the beginning, maleic anhydride is added into organic solvent which then carries out catalytic reaction by employing catalyst to obtain maleic anhydride oligomer, mixed solution which contains polymaleic anhydride is mixed with fatty alcohol according to a certain quality, which is added with catalyst to carry out catalytic action to obtain polymaleic anhydride fatty alcohol monoester, after the reaction and cooling are finished, the polymaleic anhydride fatty alcohol monoester is neutralized with pH value of about 7 by using caustic soda, and solid content is adjusted to about 30%. The invention utilizes the principle of molecular design to firstly polymerize the maleic anhydride to be the oligomer, and then the oligomer reacts with the fatty alcohol to obtain polymaleic anhydride fatty alcohol monoester. The fatting agent is a surface activator of Gemini structure, which enables the Gemini-type surface activator to be initially applied in leather field.
Description
Technical field
The present invention relates to a kind of preparation method of leather fat, particularly a kind of preparation method of polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent.
Background technology
Maleic anhydride is given the character of its uniqueness because of having two keys and anhydride group in its molecular structure simultaneously, makes it can carry out addition polymerization and polycondensation, but because of it factor such as sterically hindered and polarity effect, generally believe for a long time to be difficult to carry out homopolymerization.Just had report to cause up to 1961 and obtain polymaleic anhydride, but transformation efficiency is very low with radiation.
The Gemini tensio-active agent is a kind of novel tensio-active agent, and its surfactivity is compared very good with traditional tensio-active agent.The research to it abroad starts from the seventies in 20th century.China starts late in the research aspect the Gemini type tensio-active agent, starts from recent years.The nearly research that mainly concentrated on double quaternary ammonium salt type Gemini tensio-active agent in 3 years of China, other correlative study report is less, and the Gemini tensio-active agent to be applied to tanning industry almost be not appear in the newspapers.
Summary of the invention
The object of the present invention is to provide a kind of preparation method of polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent, the polymaleic anhydride aliphatic alcohol monoesters class fatting agent of this method preparation is not only of light color in vain, smell is pleasant, and stuffing is respond well; It has Gemini type surfactant structure, and CMC concentration is very low, can fall the surface tension of end solution significantly.
For achieving the above object, the technical solution used in the present invention is:
1) building-up reactions of polymaleic anhydride: at first maleic anhydride and organic solvent are mixed by 1: 1～3 mass ratio, add then behind the peroxide catalyst of maleic anhydride quality 5%～15% 80～150 ℃ of reactions 2～6 hours down;
2) with polymerisate and Fatty Alcohol(C12-C14 and C12-C18) in the polymaleic acid anhydride solution by 0.9～1.1: 1 mixed in molar ratio, and then the acid catalyst that adds polymerisate and Fatty Alcohol(C12-C14 and C12-C18) total mass 0.5%～1.5% reacted 2～6 hours down at 80～130 ℃;
3) postcooling to 40～60 ℃ are finished in reaction, are 6-8 with the pH value of sodium hydrate regulator solution, and the adjusting solids content is 20%～40% to get final product.
Organic solvent of the present invention is toluene, dimethylbenzene, N, and dinethylformamide or N, dinethylformamide and acetone press 1: 1.5～4 quality than blended mixture; Peroxide catalyst is a benzoyl peroxide, tert-butyl peroxide ether or bis peroxy dicarbonate; Fatty Alcohol(C12-C14 and C12-C18) is lauryl alcohol, tetradecyl alcohol, hexadecanol, stearyl alcohol, C
12～18Alcohol mixture or lanosterol; Acid catalyst is tosic acid, phosphoric acid, boric acid or sulfuric acid.
The present invention is by the molecular designing principle, maleic anhydride is polymerized to oligopolymer earlier, on the polymaleic anhydride anhydride bond, introduce Fatty Alcohol(C12-C14 and C12-C18) then, generate monoesters, and then obtain polymaleic anhydride aliphatic alcohol monoesters sodium salt with sodium hydroxide neutralization, this fatting agent is the tensio-active agent with Gemini type structure, and its surfactivity is very good.
Embodiment
Embodiment 1:1) building-up reactions of polymaleic anhydride: at first maleic anhydride is mixed with the mass ratio of toluene by 1: 1, add then behind the benzoyl peroxide of maleic anhydride quality 8% 100 ℃ of reactions 5 hours down;
2) with the mixed in molar ratio by 0.9: 1 of polymerisate and lauryl alcohol in the polymaleic acid anhydride solution, and then the tosic acid of adding polymerisate and lauryl alcohol total mass 0.7% reacted 6 hours down at 80 ℃;
3) postcooling to 40 ℃ is finished in reaction, is 6 with the pH value of sodium hydrate regulator solution, and the adjusting solids content is 20% to get final product.
Embodiment 2:1) building-up reactions of polymaleic anhydride: at first maleic anhydride is mixed with the mass ratio of dimethylbenzene by 1: 3, add then behind the tert-butyl peroxide ether of maleic anhydride quality 5% 80 ℃ of reactions 6 hours down;
2) with the mixed in molar ratio by 1.0: 1 of polymerisate and tetradecyl alcohol in the polymaleic acid anhydride solution, and then the phosphoric acid of adding polymerisate and tetradecyl alcohol total mass 1.3% reacted 3 hours down at 120 ℃;
3) postcooling to 50 ℃ is finished in reaction, is 7 with the pH value of sodium hydrate regulator solution, and the adjusting solids content is 26% to get final product.
Embodiment 3:1) building-up reactions of polymaleic anhydride: at first with maleic anhydride and N, dinethylformamide mixes by 1: 2 mass ratio, adds then behind the bis peroxy dicarbonate of maleic anhydride quality 10% 120 ℃ of reactions 4 hours down;
2) with the mixed in molar ratio by 1.1: 1 of polymerisate and hexadecanol in the polymaleic acid anhydride solution, and then the boric acid of adding polymerisate and hexadecanol total mass 0.5% reacted 4 hours down for 100 ℃;
3) postcooling to 60 ℃ is finished in reaction, is 8 with the pH value of sodium hydrate regulator solution, and the adjusting solids content is 32% to get final product.
Embodiment 4:1) building-up reactions of polymaleic anhydride: at first with maleic anhydride and N, the mixture of dinethylformamide and acetone mixes by 1: 1.5 mass ratio, N wherein, dinethylformamide mixes with the mass ratio of acetone by 1: 1.5, adds then behind the benzoyl peroxide of maleic anhydride quality 1 5% 150 ℃ of reactions 2 hours down;
2) with the mixed in molar ratio by 1.1: 1 of polymerisate and stearyl alcohol in the polymaleic acid anhydride solution, and then the sulfuric acid of adding polymerisate and stearyl alcohol total mass 1.0% reacted 2 hours down at 130 ℃;
3) postcooling to 55 ℃ is finished in reaction, is 6.5 with the pH value of sodium hydrate regulator solution, and the adjusting solids content is 37% to get final product.
Embodiment 5:1) building-up reactions of polymaleic anhydride: at first with maleic anhydride and N, the mixture of dinethylformamide and acetone mixes by 1: 2.5 mass ratio, N wherein, dinethylformamide mixes with the mass ratio of acetone by 1: 2.5, adds then behind the tert-butyl peroxide ether of maleic anhydride quality 12% 90 ℃ of reactions 6 hours down;
2) with polymerisate and C in the polymaleic acid anhydride solution
12～18Alcohol mixture is pressed 0.9: 1 mixed in molar ratio, and then adds polymerisate and C
12～18The tosic acid of alcohol mixture total mass 1.5% reacted 5 hours down at 90 ℃;
3) postcooling to 45 ℃ is finished in reaction, is 7.5 with the pH value of sodium hydrate regulator solution, and the adjusting solids content is 40% to get final product.
Embodiment 6:1) building-up reactions of polymaleic anhydride: at first with maleic anhydride and N, the mixture of dinethylformamide and acetone mixes by 1: 3 mass ratio, N wherein, dinethylformamide mixes with the mass ratio of acetone by 1: 4, adds then behind the bis peroxy dicarbonate of maleic anhydride quality 7% 130 ℃ of reactions 5 hours down;
2) with the mixed in molar ratio by 1.0: 1 of polymerisate and lanosterol in the polymaleic acid anhydride solution, and then the sulfuric acid of adding polymerisate and lanosterol total mass 1.1% reacted 4 hours down at 110 ℃;
3) postcooling to 40 ℃ is finished in reaction, is 7 with the pH value of sodium hydrate regulator solution, and the adjusting solids content is 30% to get final product.
Claims (5)
1. the preparation method of a polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent is characterized in that:
1) building-up reactions of polymaleic anhydride: at first maleic anhydride and organic solvent are mixed by 1: 1～3 mass ratio, add then behind the peroxide catalyst of maleic anhydride quality 5%～15% 80～150 ℃ of reactions 2～6 hours down;
2) with polymerisate and Fatty Alcohol(C12-C14 and C12-C18) in the polymaleic acid anhydride solution by 0.9～1.1: 1 mixed in molar ratio, and then the acid catalyst that adds polymerisate and Fatty Alcohol(C12-C14 and C12-C18) total mass 0.5%～1.5% reacted 2～6 hours down at 80～130 ℃;
3) postcooling to 40～60 ℃ are finished in reaction, are 6-8 with the pH value of sodium hydrate regulator solution, and the adjusting solids content is 20%～40% to get final product.
2. the preparation method of polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent according to claim 1, it is characterized in that: said organic solvent is toluene, dimethylbenzene, N, dinethylformamide or N, dinethylformamide and acetone press 1: 1.5～4 quality than blended mixture.
3. the preparation method of polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent according to claim 1, it is characterized in that: said peroxide catalyst is a benzoyl peroxide, tert-butyl peroxide ether or bis peroxy dicarbonate.
4. the preparation method of polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent according to claim 1, it is characterized in that: said Fatty Alcohol(C12-C14 and C12-C18) is lauryl alcohol, tetradecyl alcohol, hexadecanol, stearyl alcohol, C
12～18Alcohol mixture or lanosterol.
5. the preparation method of polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent according to claim 1, it is characterized in that: said acid catalyst is tosic acid, phosphoric acid, boric acid or sulfuric acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2007100190805A CN101186951A (en) | 2007-11-16 | 2007-11-16 | Method for preparing polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2007100190805A CN101186951A (en) | 2007-11-16 | 2007-11-16 | Method for preparing polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101186951A true CN101186951A (en) | 2008-05-28 |
Family
ID=39479556
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2007100190805A Pending CN101186951A (en) | 2007-11-16 | 2007-11-16 | Method for preparing polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101186951A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101760570A (en) * | 2009-12-29 | 2010-06-30 | 温州大学 | Composite leather greasing agent and preparation method thereof |
| CN101792507A (en) * | 2010-03-06 | 2010-08-04 | 四川德赛尔化工实业有限公司 | Leather waterproof fatliquoring agent |
| CN102120788A (en) * | 2010-12-15 | 2011-07-13 | 陕西科技大学 | Method for preparing polymaleic anhydride fatty alcohol ether single ester leather fatliquoring agent |
| CN101575392B (en) * | 2009-06-24 | 2011-09-14 | 安徽省蓝天化工有限公司 | Preparation method of polymaleic acid |
| CN101691619B (en) * | 2009-10-19 | 2012-12-19 | 浙江赞宇科技股份有限公司 | Method for preparing leather fatliquoring agent |
| CN108018386A (en) * | 2017-12-15 | 2018-05-11 | 嘉兴学院 | A kind of preparation method of poly anhydride modification camellia oil fatting agent |
| CN113462826A (en) * | 2021-05-24 | 2021-10-01 | 兄弟科技股份有限公司 | Cationic leather fatting agent and preparation method thereof |
-
2007
- 2007-11-16 CN CNA2007100190805A patent/CN101186951A/en active Pending
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101575392B (en) * | 2009-06-24 | 2011-09-14 | 安徽省蓝天化工有限公司 | Preparation method of polymaleic acid |
| CN101691619B (en) * | 2009-10-19 | 2012-12-19 | 浙江赞宇科技股份有限公司 | Method for preparing leather fatliquoring agent |
| CN101760570A (en) * | 2009-12-29 | 2010-06-30 | 温州大学 | Composite leather greasing agent and preparation method thereof |
| CN101760570B (en) * | 2009-12-29 | 2013-05-01 | 温州大学 | Composite leather greasing agent and preparation method thereof |
| CN101792507A (en) * | 2010-03-06 | 2010-08-04 | 四川德赛尔化工实业有限公司 | Leather waterproof fatliquoring agent |
| CN101792507B (en) * | 2010-03-06 | 2011-09-21 | 四川德赛尔化工实业有限公司 | Leather waterproof fatliquoring agent |
| CN102120788A (en) * | 2010-12-15 | 2011-07-13 | 陕西科技大学 | Method for preparing polymaleic anhydride fatty alcohol ether single ester leather fatliquoring agent |
| CN108018386A (en) * | 2017-12-15 | 2018-05-11 | 嘉兴学院 | A kind of preparation method of poly anhydride modification camellia oil fatting agent |
| CN108018386B (en) * | 2017-12-15 | 2020-02-18 | 嘉兴学院 | Preparation method of polymaleic anhydride modified camellia oil fatting agent |
| CN113462826A (en) * | 2021-05-24 | 2021-10-01 | 兄弟科技股份有限公司 | Cationic leather fatting agent and preparation method thereof |
| CN113462826B (en) * | 2021-05-24 | 2022-04-01 | 兄弟科技股份有限公司 | Cationic leather fatting agent and preparation method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101186951A (en) | Method for preparing polymaleic anhydride aliphatic alcohol monoesters leather ester-adding agent | |
| CN102146159A (en) | Vinyl polyether and preparation method and application thereof | |
| CN103965414A (en) | High-early-strength polycarboxylate water reducer as well as synthesis method and application method of polycarboxylate water reducer | |
| CN105254686B (en) | A kind of preparation method of APG | |
| CN104861122A (en) | Heat-source-free early strength polycarboxylate water reducer and preparation method thereof | |
| MX2023011731A (en) | Iron phosphate waste cyclic regeneration method and application thereof. | |
| KR20140105185A (en) | Method for preparation of anhydrosugar alcohols with reduced formation of polymeric reaction byproducts | |
| CN102951866B (en) | Ascorbic acid modified carboxylic water reducer and preparation method thereof | |
| CN103708760A (en) | Slow-setting polycarboxylic acid water reducing agent and preparation method thereof | |
| CN102718427B (en) | Sulfonyl modified carboxylic acid water-reducing agent and preparation method thereof | |
| CN101182156B (en) | Decrement reinforcing type polycarboxylic acid series high-performance dehydragent and method for making same | |
| CN105271903A (en) | Polycarboxylate superplasticizer with super high early strength and preparation method of polycarboxylate superplasticizer | |
| CN106279572A (en) | A kind of retarder for building containing poly-aspartate and preparation method thereof | |
| CN102964529A (en) | Reduced slushing agent for building concrete | |
| CN103421135A (en) | Production method of sodium polyacrylate | |
| CN107793533A (en) | A kind of preparation method of cellulose base polymeric monomer and Si modification polycarboxylate water-reducer | |
| CN105330833B (en) | For synthesizing polymerizable functional polymeric monomer of polycarboxylate water-reducer and preparation method thereof | |
| CN102731730A (en) | Hydrogen peroxide auxiliarily-initiated carboxylic acid water reducer and its preparation method | |
| CN102796831B (en) | Preparation method of composite acrylic acid retanning agent | |
| CN101864500A (en) | Amphoteric wool grease leather fatliquoring agent and preparation method thereof | |
| CN102702498A (en) | Hyperbranched polymer-Al/Fe salt complex as well as preparation method and application thereof | |
| CN101874011A (en) | Method for the production of phenol and acetone | |
| CN108047394B (en) | Preparation method of cardanol modified ether polycarboxylate superplasticizer | |
| CN103664598A (en) | Preparation method of dicyclopentadienyl acrylate (DCPA) | |
| CN102464633A (en) | Synthetic method for (methyl) glycidyl acrylate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C12 | Rejection of a patent application after its publication | ||
| RJ01 | Rejection of invention patent application after publication |
Open date: 20080528 |