CN106397276A - Production method for fatty alcohol polyoxyethylene ether sulfonate - Google Patents
Production method for fatty alcohol polyoxyethylene ether sulfonate Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/24—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfuric acids
Abstract
The invention relates to a production method for fatty alcohol polyoxyethylene ether sulfonate. The production method mainly overcomes the problem of high chroma of sulfonation products in the prior art. The production method for fatty alcohol polyoxyethylene ether sulfonate comprises the following steps: (1) mixing fatty alcohol polyoxyethylene ether with R(OCH2CH2)nOSO3M so as to obtain a material I; and (2) reacting the material I with a material containing a sulfonating agent so as to obtain a sulfonation product; wherein the fatty alcohol polyoxyethylene ether has the structure of R0(OCH2CH2)mOH, R0 and R are independently selected from C8-18 alkyl groups, n and m are independently selected from 0 to 10, and M is at least one selected from a group consisting of H, alkali metal and NH4. The production method can overcome the above-mentioned technical problem and is applicable to sulfonation production of fatty alcohol polyoxyethylene ether.
Description
Technical field
The present invention relates to the production method of AEO sulfonated bodies, more particularly, to sulfur trioxide as sulfonating agent
AEO method of sulfonating.
Background technology
What AEO sulfonated product was commonly used is that polyoxyethylene alkyl ether sulfate (is also called ethoxylation
Alkylsurfuric acid, has-OCH in molecule2CH2OSO3H group) or its alkali neutralized reaction product (such as ammonium salt, sylvite, sodium salt, three ethanol
Amine salt) it is conventional industry or daily chemical industry product, fatty alcohol is mainly the fatty alcohol of C12～C15, the weight of oxygen ethene in molecule
Multiple unit number is based on 1～3.Conventional sulfonating agent has oleum, sulfur trioxide, chlorosulfonic acid and sulfamic acid, in industry
Conventional is sulfur trioxide.Conventional sulfonation reactor can be stirring bubbling style reactor, (wherein membrane type is anti-for film reactor
Answering device can rise membrane type can also be falling film type) and injection-type reactor in any one or combinations thereof.But no matter adopt
Used which kind of sulfonating agent, also no matter is adopted which kind of sulfonation reactor, all cause sulfonated products to have deeper colourity, and then its neutralization
Product also has corresponding colourity, have impact on the application that occasion in product unwanted color.In order to reduce the color of sulfonated product
Degree, people generally carry out bleaching post processing by the method adding hydrogen peroxide to product, solve this to a certain extent
Problem, but cause the consumption of hydrogen peroxide, and and hydrogen peroxide is unstable, long term storage and storage time is long caused
The effective content of hydrogen oxide reduces, and therefore so that colourity is reduced using hydrogen peroxide post processing and has shortcomings.
Content of the invention
The technical problem to be solved is the colourity high pass of the AEO sulfonated bodies of prior art
Cross the disadvantages mentioned above existing using hydrogen peroxide bleaching post processing, a kind of life of new AEO sulfonated bodies is provided
Product method, this method reduces the colourity of sulfonated products, thus have not using hydrogen peroxide, or reduces what hydrogen peroxide consumed
Advantage.
For solving above-mentioned technical problem, technical scheme is as follows：
The production method of AEO sulfonated bodies, comprises the following steps：
(1) AEO and R (OCH2CH2)nOSO3M mixes, and obtains material I：
(2) material I and the material reaction containing sulfonating agent obtain sulfonated products；
Described AEO has following structure：
R0(OCH2CH2)mOH；
Wherein R0It is independently selected from the alkyl of C8～C18 with R, n and m is independently selected from 0～10；
M is selected from H, alkali metal and NH4In at least one.
In technique scheme, preferred K or Na of described alkali metal.
In technique scheme, still more preferably R (OCH2CH2)nOSO3M includes R simultaneously4(OCH2CH2)n1OSO3H and R5
(OCH2CH2)n2OSO3Q, wherein R4And R5Selected from the alkyl of C8～C18, n1 and n2 is selected from 0～10；Q is selected from alkali metal and NH4In
At least one.
R in terms of reducing sulfonated products colourity4(OCH2CH2)n1OSO3H and R5(OCH2CH2)n2OSO3Q has and mutually promotes
Effect.
In technique scheme, further preferred R4(OCH2CH2)n1OSO3H and R5(OCH2CH2)n2OSO3The mol ratio of Q is
0.1～10, as non-restrictive, for example this mol ratio can for 0.2,0.3,0.4,0.5,0.6,0.7,0.8,1,1.5,
2nd, 2.5,3,3.5,4,4.5,5,5.5,6,6.5,7,7.5,8,8.5,9,9.5 etc..
Further study show that, work as R5(OCH2CH2)n2OSO3Q includes R simultaneously6(OCH2CH2)n3OSO3Na and R7
(OCH2CH2)n4OSO3NH4When reduce colourity effect be better than single R6(OCH2CH2)n3OSO3Na or single R7
(OCH2CH2)n4OSO3NH4, R6And R7Selected from the alkyl of C8～C18, n3 and n4 is selected from 0～10.
In technique scheme, further preferred R6(OCH2CH2)n3OSO3Na and R7(OCH2CH2)n4ONH4Mol ratio be
0.1～10, as non-restrictive, for example this mol ratio can for 0.2,0.3,0.4,0.5,0.6,0.7,0.8,1,1.5,
2nd, 2.5,3,3.5,4,4.5,5,5.5,6,6.5,7,7.5,8,8.5,9,9.5 etc..
In technique scheme, described can be straight chain alcohol or the alcohol with side chain.
In technique scheme, described fatty alcohol can be primary alconol or secondary alcohol.
In technique scheme, as R0、R、R4、R5、R6And R7For C8～C18 alkyl non limiting example, for example but not
It is limited to C8 alkyl, C9 alkyl, C10 alkyl, C11 alkyl, C12 alkyl, C13 alkyl, C14 alkyl, C15 alkyl, C16 alkyl, C17
Alkyl or C18 alkyl), described alkyl can also be able to be side chain for straight chain.For the ease of on year-on-year basis, specific embodiment party of the present invention
Formula part R0、R、R4、R5、R6And R7All using the 1- dodecyl of straight chain.
In technique scheme, as n, m, n1, n2, n3 and n4 selected from 0～10 non limiting example, for example but do not limit
In 0.5,1,1.5,2,2.5,3,3.5,4,4.5,5 etc..For the ease of on year-on-year basis, specific embodiment of the invention part n, m,
N1, n2, n3 and n4 are 3.
In technique scheme, by weight, R (OCH2CH2)nOSO3The amount that M accounts for material I is preferably greater than zero and is less than
10%, can be for example 0.1%, 0.2%, 0.5%, 0.8%, 1%, 5%, 7%, 8%, 9% etc. as non-restrictive
Deng.Using R (OCH2CH2)nOSO3M amount is more than 10%, when especially beyond M takes H, reduces the colourity of sulfonated products
Effect still exists, but when using film reactor, causes the thickness of film in course of reaction substantially to increase, thus affecting sulfonation
Speed, the production efficiency of impact reactor.
In technique scheme, in step (2) mol ratio of sulfonating agent and AEO be preferably 1.01～
1.03.
In technique scheme, the temperature of reaction is preferably 40～50 DEG C.
In technique scheme, state sulfonating agent can in oleum, sulfur trioxide, chlorosulfonic acid and sulfamic acid extremely
Few one kind.
In technique scheme, the described material containing sulfonating agent preferably includes sulfonating agent and diluent.
In technique scheme, the described material containing sulfonating agent preferably includes sulfur trioxide and gaseous diluent.
In technique scheme, described gaseous diluent is preferably air or nitrogen.
In technique scheme, by weight, sulfur trioxide preferably account for sulfur trioxide and gaseous diluent gross weight 0.1～
10%, for example can be but not limited to 0.5%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%.
In technique scheme, the reactor that step (2) adopts is selected from stirring bubbling style reactor, film reactor and spray
Penetrate any one in formula reactor or combinations thereof, wherein film reactor can be that liter film reactor can also be again
Falling film type.
In order to reach comparable technique effect, the specific embodiment of the invention is all using the life of Italian Ballestra company
The multitube falling film reactor producing, every reaction tube is high 6 meters, tube inner diameter 25.4mm, and every reaction tube adopts two sections
Cooling, is provided with " nozzle " for the material mean allocation containing sulfonating agent, material I adopts annulus above all reaction tubes
Charging.
, once determination, those skilled in the art just can be with the charging speed of reasonable selection material I for the form of reactor and size
Degree, and all enable the technique effect of the comparable reduction sulfonated products of the present invention.For example, with regard in the specific embodiment of the invention
Using reactor for, represented with the charging rate of averagely every reaction tube, the material I in terms of AEO enters
Material speed can for but be not limited to 10～60kg/ hour, as the charging rate point value of non limiting example, such as but not limited to
15kg/ hour, 20kg/ hour, 25kg/ hour, 30kg/ hour, 35kg/ hour, 40kg/ hour, 45kg/ hour, 50kg/ are little
When etc..In order to each embodiment and comparative example reach comparable result, the material I in terms of AEO in embodiment
Charging rate all using 30kg/ hour.
In AEO sulfonated bodies produce reality, for the ease of storage-stable, can be complete in sulfonating reaction
Alkali neutralization needed for Cheng Zhonghou NaOH, ammoniacal liquor, triethanolamine etc..Described alkali often uses in form of an aqueous solutions, and it is dense
Degree is not particularly limited, but during excessive concentration in and product mobility poor not easy to operate, or in neutralization operation additionally plus
Enter water, or the concentration of reduction alkali, these those skilled in the art all can be with reasonable selection.Therefore, specific embodiment party of the present invention
The sodium hydrate aqueous solution neutralization being 15% with weight concentration after the completion of sulfonating reaction in formula, must after being not intended to sulfonating reaction
Must neutralization, also it is not intended that must be neutralized with NaOH, also it is not intended that present invention is limited only to 15% concentration.
Product with reference to the appendix A in GB/T 15963-2008 (lauryl sodium sulfate), (produce by lauryl sodium sulfate
The mensure colorimetric method of product color and luster) measurement product colourity, difference, lauryl sodium sulfate is considered as active matter by this standard,
And the specific embodiment of the invention will include R (OCH2CH2)nOSO3M and R0(OCH2CH2)mOSO3H is various interior active matter
Total amount all in terms of sodium-salt form for the form is considered as active matter.
Below by specific embodiment, the present invention is further illustrated：
Specific embodiment
【Embodiment 1】
Introduce material I from the top of reaction tube and contain SO3Material, the composition polyoxy containing lauryl alcohol by weight of material I
Ethene (3) ether 99.5% and C12H25(OCH2CH2)3OSO3H 0.5%, containing SO3Material in by weight contain 4% SO3With
96% dry air, the charging rate of lauryl alcohol polyoxyethylene (3) ether is 30kg/ hour, SO3Charging and lauryl alcohol polyoxy second
The mol ratio of alkene (3) ether charging is 1.02, and the temperature of sulfonating reaction is 45 DEG C.After sulfonating reaction terminates, with weight concentration it is
It is 8 that 15% sodium hydrate aqueous solution is neutralized to pH, and the colourity then recording sulfonated products is 16.8.For ease of comparing, by R
(OCH2CH2)nOSO3The colourity of the composition of M and sulfonated products is listed in table 1.
【Embodiment 2】
Introduce material I from the top of reaction tube and contain SO3Material, the composition polyoxy containing lauryl alcohol by weight of material I
Ethene (3) ether 99.5% and C12H25(OCH2CH2)3OSO3Na 0.5%, containing SO3Material in by weight contain 4% SO3With
96% dry air, the charging rate of lauryl alcohol polyoxyethylene (3) ether is 30kg/ hour, SO3Charging and lauryl alcohol polyoxy second
The mol ratio of alkene (3) ether charging is 1.02, and the temperature of sulfonating reaction is 45 DEG C.After sulfonating reaction terminates, with weight concentration it is
It is 8 that 15% sodium hydrate aqueous solution is neutralized to pH, and the colourity then recording sulfonated products is 19.0.For ease of comparing, by R
(OCH2CH2)nOSO3The colourity of the composition of M and sulfonated products is listed in table 1.
【Embodiment 3】
Introduce material I from the top of reaction tube and contain SO3Material, the composition polyoxy containing lauryl alcohol by weight of material I
Ethene (3) ether 99.5% and C12H25(OCH2CH2)3OSO3NH40.5%, containing SO3Material in by weight contain 4% SO3With
96% dry air, the charging rate of lauryl alcohol polyoxyethylene (3) ether is 30kg/ hour, SO3Charging and lauryl alcohol polyoxy second
The mol ratio of alkene (3) ether charging is 1.02, and the temperature of sulfonating reaction is 45 DEG C.After sulfonating reaction terminates, with weight concentration it is
It is 8 that 15% sodium hydrate aqueous solution is neutralized to pH, and the colourity then recording sulfonated products is 21.7.For ease of comparing, by R
(OCH2CH2)nOSO3The colourity of the composition of M and sulfonated products is listed in table 1.
【Embodiment 4】
Introduce material I from the top of reaction tube and contain SO3Material, the composition polyoxy containing lauryl alcohol by weight of material I
Ethene (3) ether 99.5% and the C amounting to 0.5%12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3Na is (wherein
C12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3Na mol ratio is 1), containing SO3Material in by weight contain 4%
SO3With 96% dry air, the charging rate of lauryl alcohol polyoxyethylene (3) ether is 30kg/ hour, SO3Charging and lauryl alcohol
The mol ratio of polyoxyethylene (3) ether charging is 1.02, and the temperature of sulfonating reaction is 45 DEG C.After sulfonating reaction terminates, dense with weight
Spend the sodium hydrate aqueous solution for 15% to be neutralized to pH is 8, and the colourity then recording sulfonated products is 9.3.For ease of comparing, will
R(OCH2CH2)nOSO3The colourity of the composition of M and sulfonated products is listed in table 1.
【Embodiment 5】
Introduce material I from the top of reaction tube and contain SO3Material, the composition polyoxy containing lauryl alcohol by weight of material I
Ethene (3) ether 99.5% and the C amounting to 0.5%12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3Na is (wherein
C12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3Na mol ratio is 0.5), containing SO3Material in contain by weight
4% SO3With 96% dry air, the charging rate of lauryl alcohol polyoxyethylene (3) ether is 30kg/ hour, SO3Charging and ten
The mol ratio of glycol polyoxyethylene (3) ether charging is 1.02, and the temperature of sulfonating reaction is 45 DEG C.After sulfonating reaction terminates, with weight
Measuring the sodium hydrate aqueous solution that concentration is 15% and being neutralized to pH is 8, and the colourity then recording sulfonated products is 9.1.For ease of than
Relatively, by R (OCH2CH2)nOSO3The colourity of the composition of M and sulfonated products is listed in table 1.
【Embodiment 6】
Introduce material I from the top of reaction tube and contain SO3Material, the composition polyoxy containing lauryl alcohol by weight of material I
Ethene (3) ether 99.5% and the C amounting to 0.5%12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3Na is (wherein
C12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3Na mol ratio is 1.5), containing SO3Material in contain by weight
4% SO3With 96% dry air, the charging rate of lauryl alcohol polyoxyethylene (3) ether is 30kg/ hour, SO3Charging and ten
The mol ratio of glycol polyoxyethylene (3) ether charging is 1.02, and the temperature of sulfonating reaction is 45 DEG C.After sulfonating reaction terminates, with weight
Measuring the sodium hydrate aqueous solution that concentration is 15% and being neutralized to pH is 8, and the colourity then recording sulfonated products is 9.4.For ease of than
Relatively, by R (OCH2CH2)nOSO3The colourity of the composition of M and sulfonated products is listed in table 1.
【Embodiment 7】
Introduce material I from the top of reaction tube and contain SO3Material, the composition polyoxy containing lauryl alcohol by weight of material I
Ethene (3) ether 99.5% and the C amounting to 0.5%12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3NH4(wherein
C12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3NH4Mol ratio is 1), containing SO3Material in by weight contain 4%
SO3With 96% dry air, the charging rate of lauryl alcohol polyoxyethylene (3) ether is 30kg/ hour, SO3Charging and lauryl alcohol
The mol ratio of polyoxyethylene (3) ether charging is 1.02, and the temperature of sulfonating reaction is 45 DEG C.After sulfonating reaction terminates, dense with weight
Spend the sodium hydrate aqueous solution for 15% to be neutralized to pH is 8, and the colourity then recording sulfonated products is 10.7.For ease of comparing,
By R (OCH2CH2)nOSO3The colourity of the composition of M and sulfonated products is listed in table 1.
【Embodiment 8】
Introduce material I from the top of reaction tube and contain SO3Material, the composition polyoxy containing lauryl alcohol by weight of material I
Ethene (3) ether 99.5% and the C amounting to 0.5%12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3NH4(wherein
C12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3NH4Mol ratio is 0.5), containing SO3Material in contain by weight
4% SO3With 96% dry air, the charging rate of lauryl alcohol polyoxyethylene (3) ether is 30kg/ hour, SO3Charging and ten
The mol ratio of glycol polyoxyethylene (3) ether charging is 1.02, and the temperature of sulfonating reaction is 45 DEG C.After sulfonating reaction terminates, with weight
Measuring the sodium hydrate aqueous solution that concentration is 15% and being neutralized to pH is 8, and the colourity then recording sulfonated products is 10.6.For ease of than
Relatively, by R (OCH2CH2)nOSO3The colourity of the composition of M and sulfonated products is listed in table 1.
【Embodiment 9】
Introduce material I from the top of reaction tube and contain SO3Material, the composition polyoxy containing lauryl alcohol by weight of material I
Ethene (3) ether 99.5% and the C amounting to 0.5%12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3NH4(wherein
C12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3NH4Mol ratio is 1.5), containing SO3Material in contain by weight
4% SO3With 96% dry air, the charging rate of lauryl alcohol polyoxyethylene (3) ether is 30kg/ hour, SO3Charging and ten
The mol ratio of glycol polyoxyethylene (3) ether charging is 1.02, and the temperature of sulfonating reaction is 45 DEG C.After sulfonating reaction terminates, with weight
Measuring the sodium hydrate aqueous solution that concentration is 15% and being neutralized to pH is 8, and the colourity then recording sulfonated products is 10.9.For ease of than
Relatively, by R (OCH2CH2)nOSO3The colourity of the composition of M and sulfonated products is listed in table 1.
【Embodiment 10】
Introduce material I from the top of reaction tube and contain SO3Material, the composition polyoxy containing lauryl alcohol by weight of material I
Ethene (3) ether 99.5% and the C amounting to 0.5%12H25(OCH2CH2)3OSO3Na and C12H25(OCH2CH2)3OSO3NH4(wherein
C12H25(OCH2CH2)3OSO3Na and C12H25(OCH2CH2)3OSO3NH4Mol ratio is 1), containing SO3Material in contain by weight
4% SO3With 96% dry air, the charging rate of lauryl alcohol polyoxyethylene (3) ether is 30kg/ hour, SO3Charging and ten
The mol ratio of glycol polyoxyethylene (3) ether charging is 1.02, and the temperature of sulfonating reaction is 45 DEG C.After sulfonating reaction terminates, with weight
Measuring the sodium hydrate aqueous solution that concentration is 15% and being neutralized to pH is 8, and the colourity then recording sulfonated products is 11.2.For ease of than
Relatively, by R (OCH2CH2)nOSO3The colourity of the composition of M and sulfonated products is listed in table 1.
【Comparative example】
With【Embodiment】1～【Embodiment 10】Difference be in material I do not contain R (OCH2CH2)nOSO3M, specific as follows：
Introduce lauryl alcohol polyoxyethylene (3) ether from the top of reaction tube and contain SO3Material, containing SO3Material in weight
Meter contains 4% SO3With 96% dry air, the charging rate of lauryl alcohol polyoxyethylene (3) ether is 30kg/ hour, SO3Charging
Mol ratio with the charging of lauryl alcohol polyoxyethylene (3) ether is 1.02, and the temperature of sulfonating reaction is 45 DEG C.After sulfonating reaction terminates,
Being neutralized to pH with the sodium hydrate aqueous solution that weight concentration is 15% is 8, and the colourity then recording sulfonated products is 38.5.For just
In comparing, the colourity of sulfonated products is listed in table 1.
Table 1
Note：
K1 represents C12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3The mol ratio of Na；
K2 represents C12H25(OCH2CH2)3OSO3H and C12H25(OCH2CH2)3OSO3The mol ratio of NH4；
K3 represents C12H25(OCH2CH2)3OSO3Na and C12H25(OCH2CH2)3OSO3The mol ratio of NH4；
-- represent no this item.
Claims (10)
1. the production method of AEO sulfonated bodies, comprises the following steps：
(1) AEO and R (OCH2CH2)nOSO3M mixes, and obtains material I；
(2) material I and the material reaction containing sulfonating agent obtain sulfonated products；
Described AEO has following structure：
R0(OCH2CH2)mOH；
Wherein R0It is independently selected from the alkyl of C8～C18 with R, n and m is independently selected from 0～10；
M is selected from H, alkali metal and NH4In at least one.
2. method according to claim 1, is characterized in that by weight, R (OCH2CH2)nOSO3The amount that M accounts for material I is big
In zero and less than 10%.
3. method according to claim 1, is characterized in that the mol ratio of step (2) sulfonating agent and AEO
For 1.01～1.03.
4. method according to claim 1, is characterized in that the temperature reacted is 40～50 DEG C.
5. method according to claim 1, it is characterized in that described sulfonating agent be oleum, sulfur trioxide, chlorosulfonic acid and
At least one in sulfamic acid.
6. method according to claim 1, is characterized in that the described material containing sulfonating agent includes sulfonating agent and diluent.
7. method according to claim 6, is characterized in that the described material containing sulfonating agent includes sulfur trioxide and gaseous state is dilute
Release agent.
8. method according to claim 7, is characterized in that described gaseous diluent is air or nitrogen.
9. method according to claim 7, is characterized in that by weight, and sulfur trioxide accounts for sulfur trioxide and gaseous diluent
The 0.1～10% of gross weight.
10. method according to claim 1, is characterized in that the reactor that step (2) adopts is selected from stirring bubble type reaction
Any one in device, film reactor and injection-type reactor or combinations thereof.
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| CN107915837A (en) * | 2017-11-21 | 2018-04-17 | 嘉兴赞宇科技有限公司 | A kind of production technology of high-quality fatty alcohol polyoxyethylene ether sulfate |
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| CN111732525A (en) * | 2020-07-31 | 2020-10-02 | 湖南丽臣奥威实业有限公司 | Method for preparing non-aqueous system fatty alcohol ether sulfuric acid organic alkanolamine salt product |
| CN111807996A (en) * | 2020-07-31 | 2020-10-23 | 湖南丽臣奥威实业有限公司 | Sulfonation method of fatty alcohol-polyoxyethylene ether |
| CN112680208A (en) * | 2021-01-06 | 2021-04-20 | 中国日用化学研究院有限公司 | Preparation process of oleyl alcohol polyoxyethylene ether sulfonate/sulfate |
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| CN107915837B (en) * | 2017-11-21 | 2019-10-29 | 嘉兴赞宇科技有限公司 | A kind of production technology of fatty alcohol polyoxyethylene ether sulfate |
| CN109576743A (en) * | 2019-01-26 | 2019-04-05 | 宁波市鄞州艾博化工科技有限公司 | Novel acid zinc-plating additive |
| CN111249991A (en) * | 2020-01-16 | 2020-06-09 | 广东丽臣奥威实业有限公司 | Production method of fatty alcohol-polyoxyethylene ether sulfuric acid triethanolamine salt containing amino acid groups |
| CN111732525A (en) * | 2020-07-31 | 2020-10-02 | 湖南丽臣奥威实业有限公司 | Method for preparing non-aqueous system fatty alcohol ether sulfuric acid organic alkanolamine salt product |
| CN111807996A (en) * | 2020-07-31 | 2020-10-23 | 湖南丽臣奥威实业有限公司 | Sulfonation method of fatty alcohol-polyoxyethylene ether |
| CN112680208A (en) * | 2021-01-06 | 2021-04-20 | 中国日用化学研究院有限公司 | Preparation process of oleyl alcohol polyoxyethylene ether sulfonate/sulfate |
| CN112680208B (en) * | 2021-01-06 | 2023-03-31 | 中国日用化学研究院有限公司 | Preparation process of oleyl alcohol polyoxyethylene ether sulfonate/sulfate |
| CN113667465A (en) * | 2021-08-04 | 2021-11-19 | 中国石油天然气股份有限公司 | Surfactant for improving recovery ratio based on static emulsification and preparation method thereof |
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