CN1534018A - Dinong/naphthalene sulfonic acid and its preparation method - Google Patents

Dinong/naphthalene sulfonic acid and its preparation method Download PDF

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CN1534018A
CN1534018A CNA200310122404XA CN200310122404A CN1534018A CN 1534018 A CN1534018 A CN 1534018A CN A200310122404X A CNA200310122404X A CN A200310122404XA CN 200310122404 A CN200310122404 A CN 200310122404A CN 1534018 A CN1534018 A CN 1534018A
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dinonylnaphthalene
sulfonic acid
acid
naphthalene
disulfonic acid
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潘印华
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Abstract

A dinonyl naphthalene sulfonic acid (or dinonylnaphthalene disulfonic acid) is prepared through the reaction between nonene and naphthalene under the action of concentrated sulfuric acid as catalyst to obtain dinonylnaphthalene, and reaction on 104% sulfuric acid, that is, it is prepared from nonene, 98% sulfuric acid, straight gasoline, 104% sulfuric acid, refined naphthalene, alkali, alcohol and ammonia water through hydrocarbylation, deposition, alkali washing, distilling dinonylnaphthalene, sulfonation, deposition, alcohol washing, ammoniation, filtering, distilling and dilution. Its product can be used as additive, catalyst and disperser.

Description

Dinonylnaphthalene sulfonic acid and preparation method thereof
Technical field
The present invention relates to a kind of Chemicals, particularly a kind of have additive, catalyzer effect and as dinonylnaphthalene sulfonic acid of dispersion agent raw material and preparation method thereof.
Background technology
At present, the chemical raw material market product is various, and as the catalyzer of baking vanish, the additive of lubricating oil, lubricant and lubricating grease, the auxiliary agent of dyestuff, the additive of resin tosic acid generally commonly used or Witco 1298 Soft Acid are main raw material.But there are some shortcomings in above-mentioned starting material, as poor adhesive force, poor water resistance, package stability difference and corrosion-resistant.
In view of this, in order to overcome above-mentioned shortcoming, this creator is according to oneself practical experience and technical concept, after deliberation, exploitation, and has the present invention to produce eventually.
Summary of the invention
The present invention will provide a kind of dinonylnaphthalene sulfonic acid and preparation method thereof, makes it improve the technical problem of homogeneity, stability, water tolerance and the erosion resistance of additive, catalyzer, dispersion agent with solution.
It is such solving the problems of the technologies described above the technical scheme that is adopted:
A kind of dinonylnaphthalene sulfonic acid, be rarely under the concentrated sulfuric acid catalyst effect, to generate the dinonyl naphthalene ninth of the ten Heavenly Stems with naphthalene reaction, generate dinonylnaphthalene sulfonic acid or dinonylnaphthalene disulfonic acid with the oleum reaction again, it is characterized in that: the material component and the content of this dinonylnaphthalene sulfonic acid and dinonylnaphthalene disulfonic acid are:
The ninth of the ten Heavenly Stems rare 600~800 weight parts; 98 sulfuric acid, 800~900 weight parts; Straight-run spirit 400~700 weight parts; 104 sulfuric acid, 800~1500 weight parts; Refined naphthalene 300~400 weight parts; Alkali 70~90 weight parts; Ethanol 50~60 weight parts; Ammoniacal liquor 90~150 weight parts;
This dinonylnaphthalene sulfonic acid molecular structural formula is as follows:
Figure A20031012240400061
This dinonylnaphthalene sulfonic acid is the dark-brown thick liquid;
This dinonylnaphthalene disulfonic acid molecular structural formula is as follows:
Figure A20031012240400062
This dinonylnaphthalene disulfonic acid is the safran thick liquid.
X=2 in this dinonylnaphthalene disulfonic acid molecular structural formula and 3 or 3 and 4 or 2,3 and 4.
The preparation method of a kind of dinonylnaphthalene sulfonic acid and dinonylnaphthalene disulfonic acid, its step is as follows:
(1) alkylation reaction, sedimentation, the sulfuric acid with 98% adds the alkylation reaction still, starts stirring, cools to-3 ℃ by the cold carrier calcium chloride solution, adds the refined naphthalene after pulverizing again, stirs into uniform pasty state; With rare slowly joining in the reactor in the ninth of the ten Heavenly Stems, make rare and naphthalene reaction in the ninth of the ten Heavenly Stems, the heat that reaction is emitted is taken away by cold carrier, temperature is remained between-2 ℃~12 ℃ carry out, 1~2 hour reaction times; To continue after having reacted to stir 20~30 minutes, and add straight-run spirit dilution, settlement separate back slagging;
(2) alkali cleaning, the thick hydrocarbonylation thing after the slagging is squeezed into the alkali cleaning still, and the sodium carbonate solution with 10% mixes neutralization, and flush away free acidic substance drain alkaline residue after settlement separate, row's buck; The temperature of alkali cleaning is controlled at≤and 50 ℃, it is 7 that alkali cleaning effect requires pH value;
(3) dinonyl naphthalene distillation, with vacuum pump with in the hydrocarbonylation thing suction still kettle, with distilling under the thermal oil negative pressure state, switch (this temperature is a gas phase temperature) by following condition in the temperature-rise period: 120 ℃/residual voltage 0.0447Mpa~140 ℃/residual voltage 0.0712MPa, to remove the thinning oil in the hydrocarbonylation thing;
140 ℃/residual voltage 0.0712Mpa~250 ℃/residual voltage 0.0816MPa, to remove the single nonyl naphthalene (utilizing again after can cooling off recovery) in the hydrocarbonylation thing;
(4) sulfonation reaction, sedimentation, the dinonyl naphthalene mixes in the sulfonation reaction still with no aromatic solvent, add the dinonyl naphthalene earlier and wait heavy solvent oil to stir miscible, slowly 104 oleums are added the sulfonation reaction still again and react, 2~2.5 hours time, temperature of reaction≤55 ℃ with the dinonyl naphthalene, its heat is in time taken away with cold carrier, add 104 sulfuric acid and stirred 1 hour, settlement separate, drain acid sludge;
In this sulfonation reaction process, when 104 sulfuric acid add-ons were 800~1200 weight parts, main resultant was a dinonylnaphthalene sulfonic acid, and when 104 sulfuric acid add-ons were 1300~1500 weight parts, main resultant was a dinonylnaphthalene disulfonic acid;
(5) alcohol is washed, and the thick sulfonic acid that drains acid sludge in the sulfonation reaction still is fed alcohol with negative pressure wash still, stirs on one side will be mixed with 6~10% pure water adding alcohol and wash still, stirs 10~20 minutes, and is settlement separate, drains pure water and promptly get sulfonic acid; Alcohol is washed under negative pressure state, and the temperature that alcohol is washed is controlled at≤and 50 ℃;
(6) ammonification is dinonylnaphthalene disulfonic acid process (if dinonylnaphthalene sulfonic acid does not then have this process) that the ammoniacal liquor ammonification dinonylnaphthalene disulfonic acid with 20% is till the yellow, and sedimentation discharged water after 4 hours;
(7) filter, after alcohol is washed back or ammonification, under negative pressure condition, filter;
(8) distillation, the sulfonic acid after alcohol is washed sucks in the still kettle with vacuum, is heated to 100~120 ℃ of distillations 1~2 hour under negative pressure state;
(9) latting drown, dinonylnaphthalene sulfonic acid and dinonylnaphthalene disulfonic acid after distillation add the appropriate solvent latting drown;
(10) finished product packing.
Among the above-mentioned preparation technology:
Hydrocarbonylation weight of material proportioning is: 98 sulfuric acid: naphthalene: the ninth of the ten Heavenly Stems is rare: straight-run spirit=100: 50: 100: 150.
The weight of material proportioning is during alkali cleaning: the hydrocarbonylation thing: buck=100: 40.
After dinonyl naphthalene distillation was finished, when liquidus temperature reaches 275 ℃~280 ℃, when gas phase temperature reached 210 ℃~220 ℃, sampling analysis dinonyl naphthalene molecular weight was 360~380, was cooled to 90 ℃ again after qualified.
Sulfonation material weight proportion is: the dinonyl naphthalene: 104 sulfuric acid: straight-run spirit (solvent oil)=100: 120~180: 150.
Alcohol washing material weight proportion is: pure washing material weight proportion is: dinonylnaphthalene sulfonic acid: pure water=100: 40~60.
The weight of material proportioning is during ammonification: dinonylnaphthalene disulfonic acid: ammoniacal liquor=1000: 90~150.
Dinonylnaphthalene sulfonic acid of the present invention and dinonylnaphthalene disulfonic acid and preparation method thereof, high performance additive, catalyzer are provided, it also is a kind of main raw material(s) of dispersion agent, the performance of additive, catalyzer, dispersion agent is improved, make it improve the technical problem of homogeneity, stability, water tolerance and the erosion resistance of additive, catalyzer, dispersion agent thereby solved.
Main application of the present invention, because of dinonylnaphthalene sulfonic acid (DNNSA) and dinonylnaphthalene disulfonic acid (DNNDSA) are a kind of cationic surfactants, can be used for coating and make catalyzer, also can be used as the main raw material of producing amino-stoving varnish cooling catalyzer (dead front type, non-dead front type), because of its hydrophobicity is applicable to the anodic electrophoresis paint system.In the anodic electrophoresis paint system, it shifts fast and deposits, and the catalysis hydroxyl, the curing reaction of hydroxyl and amido functional group and alkylation aminoresin.Be applicable to that also solvent and aqueous coating system are to improve corrosion resistance nature.Because it has high static impedance, thereby is specially adapted to electrostatic spraying.Coil, system jar lacquer, automobile finish, general industry all can use this product with face, priming paint, and addition is 0.5~2%, can play the reduction storing temperature, shortens storing time, and anti-paint baking over also increases sticking power, improves hardness of paint film and endurance.Also can be used as the raw material of producing the urethane resin catalyzer.Its product performance be the pure product of this product very easily with amine generation neutralization reaction (placing isobutanol solution, room temperature 24h).With impure what of product, leave standstill for a long time, the also corresponding increase and decrease of throw out, product performance are constant.
Description of drawings
Fig. 1 is a process flow sheet of the present invention.
Embodiment
As shown in Figure 1, be process flow sheet of the present invention, this a kind of dinonylnaphthalene sulfonic acid and dinonylnaphthalene disulfonic acid, be rarely under the concentrated sulfuric acid catalyst effect, to generate the dinonyl naphthalene ninth of the ten Heavenly Stems with naphthalene reaction, generate dinonylnaphthalene sulfonic acid or dinonylnaphthalene disulfonic acid with 104 sulfuric acid reactions again, it is characterized in that: the material component and the content of this dinonylnaphthalene sulfonic acid and dinonylnaphthalene disulfonic acid are:
The ninth of the ten Heavenly Stems rare 600~800kg; 98 sulfuric acid, 800~900kg; Straight-run spirit 400~700kg; 104 sulfuric acid, 800~1500kg; Refined naphthalene 300~400kg; Alkali 70~90kg; Ethanol 50~60kg; Ammoniacal liquor 90~150kg;
This dinonylnaphthalene sulfonic acid molecular structural formula is as follows:
This dinonylnaphthalene sulfonic acid is the dark-brown thick liquid;
This dinonylnaphthalene disulfonic acid molecular structural formula is as follows:
Figure A20031012240400092
This dinonylnaphthalene disulfonic acid is the safran thick liquid.
X=2 in this dinonylnaphthalene disulfonic acid molecular structural formula and 3 or 3 and 4 or 2,3 and 4.
The preparation method of a kind of dinonylnaphthalene sulfonic acid and dinonylnaphthalene disulfonic acid, its step is as follows:
(1) alkylation reaction, sedimentation, hydrocarbonylation weight of material proportioning is: 98 sulfuric acid: naphthalene: the ninth of the ten Heavenly Stems is rare: straight-run spirit=100: 50: 100: 150, sulfuric acid with 98% adds the alkylation reaction still, start stirring, cool to-3 ℃ by the cold carrier calcium chloride solution, add the refined naphthalene after pulverizing again, stir into uniform pasty state; With rare slowly joining in the reactor in the ninth of the ten Heavenly Stems, make rare and naphthalene reaction in the ninth of the ten Heavenly Stems, the heat that reaction is emitted is taken away by cold carrier, temperature is remained between-2 ℃~12 ℃ carry out, 1~2 hour reaction times; To continue after having reacted to stir 20~30 minutes, and add straight-run spirit dilution, settlement separate back slagging;
(2) alkali cleaning, the weight of material proportioning is during alkali cleaning: the hydrocarbonylation thing: buck=100: 40, the thick hydrocarbonylation thing after the slagging is squeezed into the alkali cleaning still, and the sodium carbonate solution with 10% mixes neutralization, and flush away free acidic substance drain alkaline residue after settlement separate, row's buck; The temperature of alkali cleaning is controlled at≤and 50 ℃, it is 7 that alkali cleaning effect requires pH value;
(3) dinonyl naphthalene distillation, with vacuum pump with in the hydrocarbonylation thing suction still kettle, with distilling under the thermal oil negative pressure state, switch (this temperature is a gas phase temperature) by following condition in the temperature-rise period: 120 ℃/residual voltage 0.0447Mpa~140 ℃/residual voltage 0.0712MPa, to remove the thinning oil in the hydrocarbonylation thing;
140 ℃/residual voltage 0.0712Mpa~250 ℃/residual voltage 0.0816MPa, to remove the single nonyl naphthalene (utilizing again after can cooling off recovery) in the hydrocarbonylation thing; After dinonyl naphthalene distillation was finished, when liquidus temperature reaches 275 ℃~280 ℃, when gas phase temperature reached 210 ℃~220 ℃, sampling analysis dinonyl naphthalene molecular weight was 360~380, was cooled to 90 ℃ again after qualified;
(4) sulfonation reaction, sedimentation, sulfonation material weight proportion is: the dinonyl naphthalene: 104 sulfuric acid: straight-run spirit (solvent oil)=100: 120~180: 150, the dinonyl naphthalene is with after no aromatic solvent mixes in the sulfonation reaction still, add the dinonyl naphthalene earlier and wait heavy solvent oil to stir miscible, slowly 104 oleums are added sulfonation reaction still and the reaction of dinonyl naphthalene again, 2~2.5 hours time, temperature of reaction≤55 ℃, its heat is taken away with cold carrier immediately, adding 1 04 sulfuric acid stirred 1 hour, settlement separate, drain acid sludge;
In this sulfonation reaction process, when 104 sulfuric acid add-ons were 800~1200kg, main resultant was a dinonylnaphthalene sulfonic acid, and when 104 sulfuric acid add-ons were 1300~1500kg, main resultant was a dinonylnaphthalene disulfonic acid;
(5) alcohol is washed, alcohol washing material weight proportion is: pure washing material weight proportion is: dinonylnaphthalene sulfonic acid: pure water=100: 40~60, the thick sulfonic acid that drains acid sludge in the sulfonation reaction still is fed alcohol with negative pressure wash still, to be mixed with 6~10% pure water and add alcohol and wash still while stirring, stirred 10~20 minutes, settlement separate, drain pure water and promptly get sulfonic acid; Alcohol is washed under negative pressure state, and the temperature that alcohol is washed is controlled at≤and 50 ℃;
(6) ammonification is dinonylnaphthalene disulfonic acid process (if dinonylnaphthalene sulfonic acid does not then have this process) that the ammoniacal liquor ammonification dinonylnaphthalene disulfonic acid with 20% is till the yellow, discharges water behind the sedimentation 4h;
The weight of material proportioning is during ammonification: dinonylnaphthalene disulfonic acid: ammoniacal liquor=1000: 90~150;
(7) filter, after alcohol is washed back or ammonification, under negative pressure condition, filter;
(8) distillation, the sulfonic acid after alcohol is washed sucks in the still kettle with vacuum, is heated to 100~120 ℃ of distillations 1~2 hour under negative pressure state;
(9) latting drown, dinonylnaphthalene sulfonic acid and dinonylnaphthalene disulfonic acid after distillation add the appropriate solvent latting drown;
(10) finished product packing.
The dinonylnaphthalene sulfonic acid of above-mentioned prepared and dinonylnaphthalene disulfonic acid salient features are as shown in table 1.
Table 1 dinonylnaphthalene sulfonic acid and dinonylnaphthalene disulfonic acid main performance index
Figure A20031012240400101
Viscosity (20 ℃) is coated with-4 glasss 24S ?24S
Non-volatile matter (105 ℃ of baking 3h) ≥70% ≥70%
Moisture content ≤1.0% ≤1.0%
Color The dark-brown thick liquid The safran thick liquid
The dinonylnaphthalene sulfonic acid and the dinonylnaphthalene disulfonic acid of the present invention's preparation are a kind of fine additive, catalyzer, it also is the main raw material(s) of dispersion agent, this additive, catalyzer and dispersion agent all have clear improvement for sticking power, water tolerance, stability and the erosion resistance etc. that improve product, and the tool practicality.
In sum, effect of the present invention has tangible lifting, has novelty, practicality, meets each important document of patent of invention, so propose application for a patent for invention in accordance with the law.

Claims (9)

1, a kind of dinonylnaphthalene sulfonic acid, be rarely under the concentrated sulfuric acid catalyst effect, to generate the dinonyl naphthalene ninth of the ten Heavenly Stems with naphthalene reaction, generate dinonylnaphthalene sulfonic acid or dinonylnaphthalene disulfonic acid with the oleum reaction again, it is characterized in that: the material component and the content of this dinonylnaphthalene sulfonic acid and dinonylnaphthalene disulfonic acid are:
The ninth of the ten Heavenly Stems rare 600~1800 weight parts; 98 sulfuric acid, 800~900 weight parts; Straight-run spirit 400~700 weight parts; 104 sulfuric acid, 800~1500 weight parts; Refined naphthalene 300~400 weight parts; Alkali 70~90 weight parts; Ethanol 50~60 weight parts; Ammoniacal liquor 90~150 weight parts;
This dinonylnaphthalene sulfonic acid molecular structural formula is as follows:
This dinonylnaphthalene sulfonic acid is the dark-brown thick liquid;
This dinonylnaphthalene disulfonic acid molecular structural formula is as follows:
Figure A2003101224040002C2
This dinonylnaphthalene disulfonic acid is the safran thick liquid.
2, dinonylnaphthalene sulfonic acid according to claim 1 is characterized in that: the X=2 in this dinonylnaphthalene disulfonic acid molecular structural formula and 3 or 3 and 4 or 2,3 and 4.
3, the preparation method of a kind of dinonylnaphthalene sulfonic acid and dinonylnaphthalene disulfonic acid, its step is as follows:
(1) alkylation reaction, sedimentation, the sulfuric acid with 98% adds in the alkylation reaction still, starts stirring, cools to-3 ℃ by the cold carrier calcium chloride solution, adds the refined naphthalene after pulverizing again, stirs into uniform pasty state; With rare slowly joining in the reactor in the ninth of the ten Heavenly Stems, make rare and naphthalene reaction in the ninth of the ten Heavenly Stems, the heat that reaction is emitted is taken away by cold carrier, temperature is remained between-2 ℃~12 ℃ carry out, 1~2 hour reaction times; To continue after having reacted to stir 20~30 minutes, and add straight-run spirit dilution, settlement separate back slagging;
(2) alkali cleaning, the thick hydrocarbonylation thing after the slagging is squeezed into the alkali cleaning still, and the sodium carbonate solution with 10% mixes neutralization, and flush away free acidic substance drain alkaline residue after settlement separate, row's buck; The temperature of alkali cleaning is controlled at≤and 50 ℃, it is 7 that alkali cleaning effect requires pH value;
(3) dinonyl naphthalene distillation, with vacuum pump with in the hydrocarbonylation thing suction still kettle, with distilling under the thermal oil negative pressure state, switch (this temperature is a gas phase temperature) by following condition in the temperature-rise period: 120 ℃/residual voltage 0.0447Mpa~140 ℃/residual voltage 0.0712MPa, to remove the thinning oil in the hydrocarbonylation thing; 140 ℃/residual voltage 0.0712Mpa~250 ℃/residual voltage 0.0816MPa, to remove the single nonyl naphthalene (utilizing again after can cooling off recovery) in the hydrocarbonylation thing;
(4) sulfonation reaction, sedimentation, the dinonyl naphthalene mixes in the sulfonation reaction still with no aromatic solvent, add the dinonyl naphthalene earlier and wait heavy solvent oil to stir miscible, slowly 104 oleums are added the sulfonation reaction still again and react, 2~2.5 hours time, temperature of reaction≤55 ℃ with the dinonyl naphthalene, its heat is in time taken away with cold carrier, add 104 sulfuric acid and stirred 1 hour, settlement separate, drain acid sludge;
In this sulfonation reaction process, when 104 sulfuric acid add-ons were 800~1200 weight parts, main resultant was a dinonylnaphthalene sulfonic acid, and when 104 sulfuric acid add-ons were 1300~1500 weight parts, main resultant was a dinonylnaphthalene disulfonic acid;
(5) alcohol is washed, and the thick sulfonic acid that drains acid sludge in the sulfonation reaction still is fed alcohol with negative pressure wash still, stirs on one side will be mixed with 6~10% pure water adding alcohol and wash still, stirs 10~20 minutes, and is settlement separate, drains pure water and promptly get sulfonic acid; Alcohol is washed under negative pressure state, and the temperature that alcohol is washed is controlled at≤and 50 ℃;
(6) ammonification is dinonylnaphthalene disulfonic acid process (if dinonylnaphthalene sulfonic acid does not then have this process) that the ammoniacal liquor ammonification dinonylnaphthalene disulfonic acid with 20% is till the yellow, and sedimentation discharged water after 4 hours;
(7) filter, after alcohol is washed back or ammonification, under negative pressure condition, filter;
(8) distillation, the sulfonic acid after alcohol is washed sucks in the still kettle with vacuum, is heated to 100~120 ℃ of distillations 1~2 hour under negative pressure state;
(9) latting drown, dinonylnaphthalene sulfonic acid and dinonylnaphthalene disulfonic acid after distillation add the appropriate solvent latting drown;
(10) finished product packing.
4, the preparation method of dinonylnaphthalene sulfonic acid according to claim 3 and dinonylnaphthalene disulfonic acid is characterized in that: hydrocarbonylation weight of material proportioning is: 98 sulfuric acid: naphthalene: the ninth of the ten Heavenly Stems is rare: straight-run spirit=100: 50: 100: 150.
5, the preparation method of dinonylnaphthalene sulfonic acid according to claim 3 and dinonylnaphthalene disulfonic acid is characterized in that: the weight of material proportioning is during alkali cleaning: the hydrocarbonylation thing: buck=100: 40.
6, the preparation method of dinonylnaphthalene sulfonic acid according to claim 3 and dinonylnaphthalene disulfonic acid, it is characterized in that: after the distillation of dinonyl naphthalene is finished, when liquidus temperature reaches 275 ℃~280 ℃, when gas phase temperature reaches 210 ℃~220 ℃, sampling analysis dinonyl naphthalene molecular weight is 360~380, is cooled to 90 ℃ again after qualified.
7, the preparation method of dinonylnaphthalene sulfonic acid according to claim 3 and dinonylnaphthalene disulfonic acid is characterized in that: sulfonation material weight proportion is: the dinonyl naphthalene: 104 sulfuric acid: straight-run spirit (solvent oil)=100: 120~180: 150.
8, the preparation method of dinonylnaphthalene sulfonic acid according to claim 3 and dinonylnaphthalene disulfonic acid is characterized in that: pure washing material weight proportion is: pure washing material weight proportion is: dinonylnaphthalene sulfonic acid: pure water=100: 40~60.
9, the preparation method of dinonylnaphthalene sulfonic acid according to claim 3 and dinonylnaphthalene disulfonic acid is characterized in that: the weight of material proportioning is during ammonification: dinonylnaphthalene disulfonic acid: ammoniacal liquor=1000: 90~150.
CNA200310122404XA 2003-12-23 2003-12-23 Dinong/naphthalene sulfonic acid and its preparation method Pending CN1534018A (en)

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101684405B (en) * 2008-09-27 2013-02-13 中国石油天然气股份有限公司 Method for preparing gemini long-chain alkyl benzene sulfonate oil displacement agents
CN103304450A (en) * 2013-06-14 2013-09-18 杨锌荣 Alkyl naphthalene polysulfonate and preparation method thereof
CN104326945A (en) * 2014-09-24 2015-02-04 苏州市浒墅关化工添加剂有限公司 Dinonyl naphthalenesulfonic acid and preparation method thereof
CN104529836A (en) * 2014-11-20 2015-04-22 苏州市浒墅关化工添加剂有限公司 Dinonyl naphthalene sulfonic acid zinc and preparation method thereof
CN105131795A (en) * 2015-08-24 2015-12-09 山东省博兴县聚鑫源精密薄板有限公司 Antibacterial finish paint
CN107827784A (en) * 2017-10-30 2018-03-23 苏州市浒墅关化工添加剂有限公司 A kind of preparation method of sodium heavy alkyl benzene sulfonate
CN112694422A (en) * 2021-01-14 2021-04-23 中国日用化学研究院有限公司 Green continuous preparation method and device for joint production of dinonyl naphthalene disulfonic acid and alkyl benzene sulfonic acid

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101684405B (en) * 2008-09-27 2013-02-13 中国石油天然气股份有限公司 Method for preparing gemini long-chain alkyl benzene sulfonate oil displacement agents
CN103304450A (en) * 2013-06-14 2013-09-18 杨锌荣 Alkyl naphthalene polysulfonate and preparation method thereof
CN104326945A (en) * 2014-09-24 2015-02-04 苏州市浒墅关化工添加剂有限公司 Dinonyl naphthalenesulfonic acid and preparation method thereof
CN104529836A (en) * 2014-11-20 2015-04-22 苏州市浒墅关化工添加剂有限公司 Dinonyl naphthalene sulfonic acid zinc and preparation method thereof
CN105131795A (en) * 2015-08-24 2015-12-09 山东省博兴县聚鑫源精密薄板有限公司 Antibacterial finish paint
CN105131795B (en) * 2015-08-24 2018-05-22 山东省博兴县聚鑫源精密薄板有限公司 A kind of Antibacterial finish paint
CN107827784A (en) * 2017-10-30 2018-03-23 苏州市浒墅关化工添加剂有限公司 A kind of preparation method of sodium heavy alkyl benzene sulfonate
CN112694422A (en) * 2021-01-14 2021-04-23 中国日用化学研究院有限公司 Green continuous preparation method and device for joint production of dinonyl naphthalene disulfonic acid and alkyl benzene sulfonic acid

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