CN104313205A - Succinate sulfonated C16-C18 alcohol surfactant and preparation method thereof - Google Patents

Succinate sulfonated C16-C18 alcohol surfactant and preparation method thereof Download PDF

Info

Publication number
CN104313205A
CN104313205A CN201410613364.7A CN201410613364A CN104313205A CN 104313205 A CN104313205 A CN 104313205A CN 201410613364 A CN201410613364 A CN 201410613364A CN 104313205 A CN104313205 A CN 104313205A
Authority
CN
China
Prior art keywords
alcohol
sulfonated
succinate
active agent
tensio
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
Application number
CN201410613364.7A
Other languages
Chinese (zh)
Inventor
吕斌
段徐宾
高党鸽
高建静
马建中
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shaanxi University of Science and Technology
Original Assignee
Shaanxi University of Science and Technology
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Shaanxi University of Science and Technology filed Critical Shaanxi University of Science and Technology
Priority to CN201410613364.7A priority Critical patent/CN104313205A/en
Publication of CN104313205A publication Critical patent/CN104313205A/en
Pending legal-status Critical Current

Links

Classifications

    • 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
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01Sulfonic acids
    • C07C309/02Sulfonic acids having sulfo groups bound to acyclic carbon atoms
    • C07C309/03Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C309/17Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing carboxyl groups bound to the carbon skeleton
    • 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
    • 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

Abstract

The invention relates to a succinate sulfonated C16-C18 alcohol surfactant and a preparation method thereof. High-carbon alcohol can be used for preparing combined surfactant and can be compounded with modified rapeseed oil fatliquor. The preparation method comprises the following steps: heating C16-C18 alcohol to a molten state, and adding maleic anhydride for reacting till the acid value of a system is constant; cooling the system, adding sodium hydrogen sulfite, and adjusting the pH value of the system for further reaction; cooling, adding deionized water, and stirring to obtain the succinate sulfonated C16-C18 alcohol surfactant. According to the invention, in the preparation process of the succinate sulfonated C16-C18 alcohol surfactant, a catalyst and a polymerization inhibitor are not added; the obtained surfactant can be compounded with the modified rapeseed oil fatliquor so as to prepare a leather fatliquor which is high in stability, softness and plumpness and can ensure fine grain surface of a leather blank after fat liquoring.

Description

The sulfonated C of succinate 16-C 18alcohol tensio-active agent and preparation method thereof
Technical field
the invention belongs to tanning technology field, be specifically related to the sulfonated C of a kind of succinate 16-C 18alcohol tensio-active agent and preparation method thereof.
Background technology
Tanning production is a complicated chemical treatment and mechanical processes.Almost each operation of leather production process has all used tensio-active agent.The use of tensio-active agent improves the process efficiency of process hides, reaches the object improving resultant Leather quality.Fatting agent occupies very important status in process hides Chemicals, and be one of maximum leather chemicals of consumption, fatting agent is important to be made up of neutral grease and tensio-active agent.Tensio-active agent had both contributed to the dispersion infiltration of material, the stable of emulsion, self was easily absorbed by leather again and improved some function of leather.Its application in tanning industry has penetrated into each operation, affects quality and the character of finished leather to a great extent.Therefore a kind of environmental protection, the simple leather surface active agent of production technique have become the focus of research.
In the surface-active numerous starting material of preparation, higher alcohols are a kind of raw materials with good development prospect, modification through certain method can prepare mating type table promoting agent, itself and modified colza fatting agent is composite, can prepare that crust leather grain after a kind of good stability, stuffing is careful, flexibility and the good leather fat of fullness.
Summary of the invention
The object of this invention is to provide the sulfonated C of a kind of succinate 16-C 18alcohol tensio-active agent and preparation method thereof, the tensio-active agent of preparation be applied to fatting agent composite in, the emulsifying stability of fatting agent can be improved, and after environmentally friendly, stuffing, crust leather grain is careful, flexibility and fullness good.
The technical solution adopted in the present invention is:
The sulfonated C of succinate 16-C 18the preparation method of alcohol tensio-active agent, is characterized in that:
Realized by following steps:
Step one: by mass fraction, gets the C of 38.17 parts respectively 16-C 18alcohol, the MALEIC ANHYDRIDE of 13.15 ~ 15.34 parts and the sodium bisulfite of 13.15 ~ 16.28 parts;
Step 2: by C 16-C 18alcohol is heated to 80 ~ 95 DEG C, makes C 16-C 18alcohol is molten state, then adds MALEIC ANHYDRIDE, reaction 2 ~ 4.5h, and the acid number reacted to system is only held constant at;
Step 3: system is cooled to 60 ~ 75 DEG C, adds sodium bisulfite, and be 7.0 ~ 9.0 by the pH value of ammoniacal liquor regulation system, reaction 2 ~ 4h; Then be cooled to 40 ~ 55 DEG C and add deionized water, the solid content of regulation system is 40%, stirs 30min ~ 1h, obtains the sulfonated C of succinate 16-C 18alcohol tensio-active agent.
In step 2, by C 16-C 18alcohol is heated to 80 ~ 95 DEG C, makes C 16-C 18alcohol is the concrete steps of molten state:
By C 16-C 18alcohol adds in reactor, regulates the temperature of oil bath temperature regulating device to make C 16-C 18alcohol, at 120 DEG C of reaction 1h, then goes to water-bath, regulates the temperature of water-bath to make C 16-C 18alcohol is molten state at 80 ~ 95 DEG C.
The sulfonated C of described succinate 16-C 18the tensio-active agent that the preparation method of alcohol tensio-active agent obtains.
The present invention has the following advantages:
The present invention, in mono-esterification process, because proton concentration during reaction increases, therefore need not add catalyzer; And be difficult to autohemagglutination due to MALEIC ANHYDRIDE, therefore do not need to add stopper yet.Meanwhile, be control the reaction times, till esterification no longer declines with acid number by the change of acid number in detection reaction process in mono-esterification process.
The sulfonated C of the succinate that the present invention obtains 16-C 18can carry out Chemical bond with the active group on hide fiber containing a large amount of carboxyls and sulfonic group in the main component of alcohol tensio-active agent, it not easily moves and washes out in crust leather.Therefore the sulfonated C of succinate 16-C 18alcohol tensio-active agent has certain associativity.And, the sulfonated C of succinate prepared by the present invention 16-C 18alcohol tensio-active agent take water as dispersion agent, environmentally friendly; Meanwhile, the sulfonated C of succinate 16-C 18alcohol tensio-active agent outward appearance is oyster white paste, room temperature deposit 12 months not stratified, easy hot water emulsification, 1:9 distilled water diluting stability 24h is not stratified, and it's too late that 1:4 distilled water diluting stability 12h is not stratified.
Be applied to the stability that can significantly improve fatting agent in leather fat, this type of fatting agent is applied to leather greasing operation, flexibility and the fullness of crust leather can be improved.
Embodiment
Below in conjunction with embodiment, the present invention will be described in detail.
The present invention selects nontoxic C 16-C 18alcohol is raw material, through the single-esterification with MALEIC ANHYDRIDE, then reacts with sodium bisulfite, the tensio-active agent of preparation mating type, the i.e. sulfonated C of succinate 16-C 18alcohol tensio-active agent, its chemical reaction mechanism is as follows:
The first step is reacted, mono-esterification:
Second step reacts, sodium bisulfite sulfonation:
(R is C 16-C 18alkyl chain)
Specifically realized by following steps:
Step one: by mass fraction, gets the C of 38.17 parts respectively 16-C 18alcohol, the MALEIC ANHYDRIDE of 13.15 ~ 15.34 parts and the sodium bisulfite of 13.15 ~ 16.28 parts;
Step 2: by C 16-C 18alcohol is heated to 80 ~ 95 DEG C, makes C 16-C 18alcohol is molten state, then adds MALEIC ANHYDRIDE, reaction 2 ~ 4.5h, and the acid number reacted to system is only held constant at;
Step 3: system is cooled to 60 ~ 75 DEG C, adds sodium bisulfite, and be 7.0 ~ 9.0 by the pH value of alkali (ammoniacal liquor) regulation system, reaction 2 ~ 4h; Then be cooled to 40 ~ 55 DEG C and add deionized water, the solid content of regulation system is 40%, stirs 30min ~ 1h, obtains the sulfonated C of succinate 16-C 18alcohol tensio-active agent.
In step 2, by C 16-C 18alcohol is heated to 80 ~ 95 DEG C, makes C 16-C 18alcohol is the concrete steps of molten state:
By C 16-C 18alcohol adds in reactor, regulates the temperature of oil bath temperature regulating device to make C 16-C 18alcohol, at 120 DEG C of reaction 1h, then goes to water-bath, regulates the temperature of water-bath to make C 16-C 18alcohol is molten state at 80 ~ 95 DEG C.
The present invention, in mono-esterification process, because proton concentration during reaction increases, therefore need not add catalyzer; And be difficult to autohemagglutination due to MALEIC ANHYDRIDE, therefore do not need to add stopper yet.Meanwhile, be control the reaction times, till esterification no longer declines with acid number by the change of acid number in detection reaction process in mono-esterification process; And in mono-esterification process, because MALEIC ANHYDRIDE can evaporate into above reactor, in order to make mono-esterification carry out completely, need to make it get back in reaction system to carrying out local heating above reactor.In addition, when the present invention in the end regulates discharging after solid content, temperature can not be too low, and no side can not discharging smoothly.
Embodiment 1:
Step one: by mass fraction, gets the C of 38.17 parts respectively 16-C 18alcohol, the MALEIC ANHYDRIDE of 13.15 parts and the sodium bisulfite of 16.28 parts;
Step 2: by C 16-C 18alcohol is heated to 80 DEG C, makes C 16-C 18alcohol is molten state, then adds MALEIC ANHYDRIDE, reaction 4.5h, and the acid number reacted to system is only held constant at;
Step 3: system is cooled to 60 DEG C, adds sodium bisulfite, and be 9.0 by the pH value of alkali (ammoniacal liquor) regulation system, reaction 2h; Then be cooled to 55 DEG C and add deionized water, the solid content of regulation system is 40%, stirs 30min, obtains the sulfonated C of succinate 16-C 18alcohol tensio-active agent.
In step 2, by C 16-C 18alcohol is heated to 80 DEG C, makes C 16-C 18alcohol is the concrete steps of molten state:
By C 16-C 18alcohol adds in reactor, regulates the temperature of oil bath temperature regulating device to make C 16-C 18alcohol, at 120 DEG C of reaction 1h, then goes to water-bath, regulates the temperature of water-bath to make C 16-C 18alcohol is molten state at 80 DEG C.
Embodiment 2:
Step one: by mass fraction, gets the C of 38.17 parts respectively 16-C 18alcohol, the MALEIC ANHYDRIDE of 14.24 parts and the sodium bisulfite of 14.71 parts;
Step 2: by C 16-C 18alcohol is heated to 90 DEG C, makes C 16-C 18alcohol is molten state, then adds MALEIC ANHYDRIDE, reaction 3h, and the acid number reacted to system is only held constant at;
Step 3: system is cooled to 70 DEG C, adds sodium bisulfite, and be 8.0 by the pH value of alkali (ammoniacal liquor) regulation system, reaction 3h; Then be cooled to 50 DEG C and add deionized water, the solid content of regulation system is 40%, stirs 45min, obtains the sulfonated C of succinate 16-C 18alcohol tensio-active agent.
In step 2, by C 16-C 18alcohol is heated to 90 DEG C, makes C 16-C 18alcohol is the concrete steps of molten state:
By C 16-C 18alcohol adds in reactor, regulates the temperature of oil bath temperature regulating device to make C 16-C 18alcohol, at 120 DEG C of reaction 1h, then goes to water-bath, regulates the temperature of water-bath to make C 16-C 18alcohol is molten state at 90 DEG C.
Embodiment 3:
Step one: by mass fraction, gets the C of 38.17 parts respectively 16-C 18alcohol, the MALEIC ANHYDRIDE of 15.34 parts and the sodium bisulfite of 13.15 parts;
Step 2: by C 16-C 18alcohol is heated to 95 DEG C, makes C 16-C 18alcohol is molten state, then adds MALEIC ANHYDRIDE, reaction 2h, and the acid number reacted to system is only held constant at;
Step 3: step 3: system is cooled to 75 DEG C, adds sodium bisulfite, and be 7.0 by the pH value of alkali (ammoniacal liquor) regulation system, reaction 4h; Then be cooled to 40 DEG C and add deionized water, the solid content of regulation system is 40%, stirs 1h, obtains the sulfonated C of succinate 16-C 18alcohol tensio-active agent.
In step 2, by C 16-C 18alcohol is heated to 95 DEG C, makes C 16-C 18alcohol is the concrete steps of molten state:
By C 16-C 18alcohol adds in reactor, regulates the temperature of oil bath temperature regulating device to make C 16-C 18alcohol, at 120 DEG C of reaction 1h, then goes to water-bath, regulates the temperature of water-bath to make C 16-C 18alcohol is molten state at 95 DEG C.
The sulfonated C of succinate prepared by above-described embodiment 16-C 18alcohol surfactant main component is:
Wherein, R is C 16-C 18alkyl chain
The sulfonated C of succinate 16-C 18alcohol tensio-active agent outward appearance is oyster white paste, room temperature deposit 12 months not stratified, easy hot water emulsification, 1:9 distilled water diluting stability 24h is not stratified and 1:4 distilled water diluting stability 12h is not stratified.
Content of the present invention is not limited to cited by embodiment, and the conversion of those of ordinary skill in the art by reading specification sheets of the present invention to any equivalence that technical solution of the present invention is taked, is claim of the present invention and contains.

Claims (3)

1. the sulfonated C of succinate 16-C 18the preparation method of alcohol tensio-active agent, is characterized in that:
Realized by following steps:
Step one: by mass fraction, gets the C of 38.17 parts respectively 16-C 18alcohol, the MALEIC ANHYDRIDE of 13.15 ~ 15.34 parts and the sodium bisulfite of 13.15 ~ 16.28 parts;
Step 2: by C 16-C 18alcohol is heated to 80 ~ 95 DEG C, makes C 16-C 18alcohol is molten state, then adds MALEIC ANHYDRIDE, reaction 2 ~ 4.5h, and the acid number reacted to system is only held constant at;
Step 3: system is cooled to 60 ~ 75 DEG C, adds sodium bisulfite, and be 7.0 ~ 9.0 by the pH value of ammoniacal liquor regulation system, reaction 2 ~ 4h; Then be cooled to 40 ~ 55 DEG C and add deionized water, the solid content of regulation system is 40%, stirs 30min ~ 1h, obtains the sulfonated C of succinate 16-C 18alcohol tensio-active agent.
2. the sulfonated C of succinate according to claim 1 16-C 18the preparation method of alcohol tensio-active agent, is characterized in that:
In step 2, by C 16-C 18alcohol is heated to 80 ~ 95 DEG C, makes C 16-C 18alcohol is the concrete steps of molten state:
By C 16-C 18alcohol adds in reactor, regulates the temperature of oil bath temperature regulating device to make C 16-C 18alcohol, at 120 DEG C of reaction 1h, then goes to water-bath, regulates the temperature of water-bath to make C 16-C 18alcohol is molten state at 80 ~ 95 DEG C.
3. the sulfonated C of succinate according to claim 2 16-C 18the tensio-active agent that the preparation method of alcohol tensio-active agent obtains.
CN201410613364.7A 2014-11-05 2014-11-05 Succinate sulfonated C16-C18 alcohol surfactant and preparation method thereof Pending CN104313205A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201410613364.7A CN104313205A (en) 2014-11-05 2014-11-05 Succinate sulfonated C16-C18 alcohol surfactant and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201410613364.7A CN104313205A (en) 2014-11-05 2014-11-05 Succinate sulfonated C16-C18 alcohol surfactant and preparation method thereof

Publications (1)

Publication Number Publication Date
CN104313205A true CN104313205A (en) 2015-01-28

Family

ID=52368513

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201410613364.7A Pending CN104313205A (en) 2014-11-05 2014-11-05 Succinate sulfonated C16-C18 alcohol surfactant and preparation method thereof

Country Status (1)

Country Link
CN (1) CN104313205A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106187834A (en) * 2016-07-19 2016-12-07 南京林业大学 α phenylalkyl polyoxyethylenated alcohol disodium succinate salt and preparation method
CN106187828A (en) * 2016-07-19 2016-12-07 南通市晗泰化工有限公司 Alkylbenzene methanol polyoxyethylene ether disodium succinate salt and preparation method thereof
CN106866472A (en) * 2017-01-04 2017-06-20 温州大学 A kind of polymer fatliquoring agent containing sulphite structure and preparation method thereof
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
FR2682679A1 (en) * 1991-10-17 1993-04-23 Seppic Sa NOVEL ALKYLPOLYOSID DERIVATIVES, PROCESSES FOR PREPARING THEM AND APPLICATIONS AS SURFACE AGENTS.
CN103540694A (en) * 2013-10-11 2014-01-29 陕西科技大学 Hydrogenated castor oil sulfosuccinate fatting agent and preparation method thereof
CN103709078A (en) * 2013-12-31 2014-04-09 广州星业科技股份有限公司 Preparation method of dioctyl sodium sulfosuccinate

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2682679A1 (en) * 1991-10-17 1993-04-23 Seppic Sa NOVEL ALKYLPOLYOSID DERIVATIVES, PROCESSES FOR PREPARING THEM AND APPLICATIONS AS SURFACE AGENTS.
CN103540694A (en) * 2013-10-11 2014-01-29 陕西科技大学 Hydrogenated castor oil sulfosuccinate fatting agent and preparation method thereof
CN103709078A (en) * 2013-12-31 2014-04-09 广州星业科技股份有限公司 Preparation method of dioctyl sodium sulfosuccinate

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106187834A (en) * 2016-07-19 2016-12-07 南京林业大学 α phenylalkyl polyoxyethylenated alcohol disodium succinate salt and preparation method
CN106187828A (en) * 2016-07-19 2016-12-07 南通市晗泰化工有限公司 Alkylbenzene methanol polyoxyethylene ether disodium succinate salt and preparation method thereof
CN106866472A (en) * 2017-01-04 2017-06-20 温州大学 A kind of polymer fatliquoring agent containing sulphite structure and preparation method thereof
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

Similar Documents

Publication Publication Date Title
CN104313205A (en) Succinate sulfonated C16-C18 alcohol surfactant and preparation method thereof
CN106832106B (en) A kind of water polyacrylic acid lotion and preparation method thereof
CN103540694B (en) Sulfonated hydrogenated castor oil fatting agent of a kind of succinate and preparation method thereof
CN101956030B (en) Method for preparing succinic acid sulphonated fat-liquoring agent
CN105800996B (en) A kind of method that utilization waste wool keratin prepares cement blowing agent
CN102757528A (en) Preparation method of amphoteric retanning fatliquor
CN101643801A (en) Composite synthetic fat liquor and preparation method thereof
CN101760570A (en) Composite leather greasing agent and preparation method thereof
CN102703623A (en) Novel greasing agent for synthetic leather and preparation method for novel greasing agent
CN102776301B (en) Method for preparing leather fat liquoring agents
CN102586507A (en) Method for preparing acrylic resin modified graphene oxide leather tanning agent
CN100471551C (en) Sodium polyoxyethylene fatty alcohol ether (9) octyl sulfosuccinate and its preparing process
CN101603102A (en) A kind of preparation method of composite water-proof leather fat-liquoring agent
CN104087688A (en) Modified rice dialdehyde starch retanning filler for leather and preparation method of filler
CN106191337A (en) A kind of leather retanning agent and preparation method thereof
CN105648125A (en) Preparation method of polyhydroxyl-modified soybean phosphatide fatliquoring agent
CN102618673B (en) Preparation method of modified rapeseed oil fat-liquoring complex agent
CN106243289A (en) A kind of concrete early strength agent and preparation method thereof
CN105296688B (en) A kind of preparation method of leather fat
CN101830834A (en) Preparation method of sulfited fatty acid ester leather fatliquoring agent
CN105331757B (en) Greasing agent for leather
CN101831024A (en) Method for preparing polymer retanning fat-liquoring agent and retanning fat-liquoring agent
CN108003070B (en) Sulfonation method in H acid production
CN103882161B (en) A kind of mating type lanolin fatting agent and preparation method thereof
CN102120797B (en) Preparation method of sulfonated styrene-styrene-maleic acid fatty alcohol monoester sodium salt terpolymer tanning agent

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication
RJ01 Rejection of invention patent application after publication

Application publication date: 20150128