CN113307965B - Double bond-containing sulfonate compound and synthesis method thereof - Google Patents
Double bond-containing sulfonate compound and synthesis method thereof Download PDFInfo
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/334—Polymers modified by chemical after-treatment with organic compounds containing sulfur
- C08G65/3344—Polymers modified by chemical after-treatment with organic compounds containing sulfur containing oxygen in addition to sulfur
- C08G65/3346—Polymers modified by chemical after-treatment with organic compounds containing sulfur containing oxygen in addition to sulfur having sulfur bound to carbon and oxygen
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/065—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to unsaturated polyethers, polyoxymethylenes or polyacetals
Abstract
The invention relates to a double bond-containing sulfonate compound and a synthesis method thereof. The double bond-containing sulfonate compound has a structural general formula shown in (I). The double bond sulfonate compound of the invention introduces sulfonic acid groups by using glycidoxy ethyl sulfonate as a raw material. The method has the advantages that the reaction conversion rate is high when the sulfonic acid group is introduced, no byproduct is generated, the corrosion protection requirement on the reaction kettle is low, the number of introduced sulfonic acid groups can be regulated according to practical application, the water solubility and the anion concentration of the product are regulated, and the surface activity of the product is regulated. The antistatic property, water resistance, etc. of the polymer film can be adjusted when reacting as a monomer.
Description
Technical Field
The invention relates to a double bond-containing reactive polyether sulfonate compound and a preparation method thereof, belonging to the field of chemical synthesis.
Background
In the synthesis of rubber and various resins, emulsion polymerization is generally employed for the synthesis. In the synthesis process, sulfate anionic surfactants and polyoxyethylene ether nonionic surfactants are mostly adopted as emulsifying agents. When a film is produced by preparing an emulsion from the above-mentioned emulsifier, the emulsifier remains in the film in a free state from the resin, and the film is deteriorated in physical properties such as adhesiveness, water resistance, weather resistance, and the like.
Allyloxy polyoxyethylene ether sulfate is a polymerizable surfactant having an emulsifying function. When used as a monomer, the polymer is copolymerized with ethylene monomers to prepare emulsion and resin with stable performance, static resistance, explosion resistance and excellent hydrophilicity; when used as an emulsifier, the modified emulsifier overcomes the defect that other reactive emulsifier varieties do not emulsify monomers, and ensures that the obtained resin has water resistance, chemical resistance and mechanical stability; good stability is likewise imparted to the product which is subsequently processed further. It can be used as functional monomer, emulsifier in aqueous resin polymerization, dispersing agent for suspension polymerization, dye and insecticide, post-treating agent in textile material, antistatic agent in plastic product, etc. The polymer emulsions or dispersions produced can be used as binders, coating agents, or reinforcing agents in wood, metal, paper, textile and concrete structures. With the increasing production of water paint, water paint and other products, the demand and quality of the reactive monomer are also improved.
At present, the problem of reactive sulfonate emulsifiers is mainly in the introduction of sulfonic acid groups. The introduction of sulfonic acid groups is generally carried out by the methods of sulfuric acid, chlorosulfonic acid, sulfamic acid and urea. However, when sulfuric acid is adopted, the corrosion protection requirement on the reaction kettle is high, and the color of the product is dark. When chlorosulfonic acid is used, the corrosion protection requirement on the reaction kettle is high, hydrochloric acid gas generated in the reaction process needs to be absorbed, waste water is formed, and the product contains chloride ions. When sulfamic acid and urea are used, the reaction conversion rate is not very high, precipitates are generated, the transparency and viscosity of the product are affected, and if necessary, the products need to be treated to remove the precipitates.
Disclosure of Invention
In order to solve the technical problems, the invention provides a double bond-containing sulfonate compound and a synthesis method thereof.
The technical scheme adopted by the invention is as follows: a double bond-containing sulfonate compound having the general structural formula shown in (I):
wherein: r is R 1 Is nonylphenyl or octylbenzeneRadical, C 8 -C 20 Normal alkyl or C 8 -C 20 An isomeric alkyl group;
R 2 is H or CH 3 ；
EO is ethoxy;
PO is propoxy;
BO is butoxy;
m=0-100 positive integers, n=0-100 positive integers, p=0-50 positive integers, q=1-5 positive integers;
m is selected from metal ions.
Preferably, the above-mentioned double bond-containing sulfonate compound, the metal ion is selected from sodium ion or potassium ion.
A synthetic method of a double bond sulfonate compound, q=1, comprising the following steps:
1) The method comprises the steps of taking isomeric tridecanol and allyl glycidyl ether as raw materials, and reacting for 4-5 hours at 50-60 ℃ under the action of a catalyst to obtain an intermediate product A;
2) Taking an intermediate product A, ethylene oxide and/or propylene oxide and/or butylene oxide as raw materials, and reacting for 5-8 hours at 120-130 ℃ under the action of a catalyst to obtain an intermediate product B;
3) The intermediate product B and the compound containing sulfonic acid group are used as raw materials to react for 5 to 6 hours at the temperature of 60 to 70 ℃ under the action of a catalyst, so as to obtain the double bond sulfonate compound containing one sulfonic acid group.
A synthetic method of a double bond sulfonate compound, q=2, comprising the following steps:
1) The method comprises the steps of taking nonylphenol and allyl glycidyl ether as raw materials, and reacting for 3-4 hours at 50-60 ℃ under the action of a catalyst to obtain an intermediate product C;
2) Taking intermediate product C, ethylene oxide and/or propylene oxide and/or butylene oxide as raw materials, and reacting for 5-8 hours at 120-130 ℃ under the action of a catalyst to obtain intermediate product D;
3) Taking the intermediate product D and a compound containing a sulfonic acid group as raw materials, and reacting for 5-6 hours at 60-70 ℃ under the action of a catalyst to obtain an intermediate product E containing a sulfonic acid group;
4) Taking an intermediate product E containing one sulfonic acid group and a compound containing the sulfonic acid group as raw materials, and reacting for 7-10 hours at 80-90 ℃ under the action of a catalyst to obtain a double bond sulfonate compound containing two sulfonic acid groups.
Preferably, in the above synthetic method of the double bond sulfonate compound, in step 1), the catalyst is sodium hydroxide or potassium hydroxide, and the addition amount of the catalyst is 0.5-0.6% of the total mass of the isomeric tridecanol and the allyl glycidyl ether, or 0.5-0.6% of the total mass of the nonylphenol and the allyl glycidyl ether.
Preferably, in the above-mentioned synthetic method of double bond sulfonate compound, in the step 2), the catalyst is sodium hydroxide or potassium hydroxide, and the addition amount of the catalyst is 0.2-0.3% of the total mass of the intermediate product A, ethylene oxide and/or propylene oxide and/or butylene oxide, or 0.2-0.3% of the total mass of the intermediate product C, ethylene oxide and/or propylene oxide and/or butylene oxide.
Preferably, in the above synthetic method of the double bond sulfonate compound, in step 3), the catalyst is fluoroboric acid, trifluoroacetic acid, trifluoromethanesulfonic acid, boron trifluoride diethyl ether, hexafluorophosphoric acid or perchloric acid, and the addition amount of the catalyst is 0.5-0.6% of the total mass of the intermediate product B and the sulfonic acid group-containing compound, or 0.5-0.6% of the total mass of the intermediate product D and the sulfonic acid group-containing compound.
Preferably, in the above synthetic method of the double bond sulfonate compound, in the step 4), the catalyst is fluoroboric acid, trifluoroacetic acid, trifluoromethanesulfonic acid, boron trifluoride diethyl ether, hexafluorophosphoric acid or perchloric acid, and the addition amount of the catalyst is 0.5-0.6% of the total mass of the intermediate product E containing one sulfonic acid group and the compound containing the sulfonic acid group.
Preferably, the above-mentioned synthetic method of a double bond sulfonate-containing compound, wherein the sulfonate-containing compound is glycidoxyethyl sulfonate; epoxypropyloxyethylsulfonate=1:1; intermediate D, glycidoxyethyl sulfonate=1:1; intermediate E containing one sulfonic acid group epoxypropyloxyethylsulfonate=1:1.
Preferably, the above-mentioned synthetic method of the double bond sulfonate compound, the preparation method of the epoxypropyloxy ethyl sulfonate comprises the following steps: adding isethionate and epichlorohydrin into a reaction kettle, heating to 40 ℃, adding sodium hydroxide or potassium hydroxide for 5 times at intervals of 1 hour each time, continuing to perform heat preservation reaction for 8 hours at 40 ℃ after the addition is finished, cooling to room temperature, filtering to obtain filtrate, and evaporating the obtained filtrate to dryness to obtain the epoxypropyloxy-ethylsulfonate.
The beneficial effects of the invention are as follows:
1. the double bond-containing sulfonate compound of the invention introduces sulfonate groups by using glycidoxy ethyl sulfonate as a raw material. The method has the advantages that the reaction conversion rate is high when sulfonate groups are introduced, no byproducts are generated, the corrosion protection requirement on the reaction kettle is low, the number of introduced sulfonate groups can be regulated according to practical application, the water solubility and the anion concentration of the product are regulated, and the surface activity of the product is regulated. The antistatic property, water resistance, etc. of the polymer film can be adjusted when reacting as a monomer.
2. When the double bond sulfonate compound is used as a monomer, the double bond sulfonate compound is copolymerized with ethylene monomers to prepare latex and resin with stable performance, static resistance, explosion resistance and excellent hydrophilicity; when used as an emulsifier, the modified emulsifier overcomes the defect that other reactive emulsifier varieties do not emulsify monomers, and ensures that the obtained resin has water resistance, chemical resistance and mechanical stability; good stability is likewise imparted to the product which is subsequently processed further. The structure of the compound has a structural characteristic that the compound contains an active hydroxyl group, and can be continuously modified according to application requirements.
Drawings
FIG. 1 is an infrared spectrum of a double bond sulfonate compound having one sulfonic acid group prepared in example 1.
FIG. 2 is an infrared spectrum of a double bond sulfonate compound having one sulfonic acid group (i.e., intermediate E) prepared in example 2.
FIG. 3 is an infrared spectrum of a double bond sulfonate compound having two sulfonic acid groups prepared in example 2.
FIG. 4 is the results of the water resistance test after the products of example 1, example 2 and comparative example 1 are applied with the emulsion;
wherein, 1#, example 1;2#, comparative example; 3#, example 2.
Detailed Description
The technical scheme of the present invention will be further described by way of specific examples, but the catalyst, reaction conditions, raw material composition, etc. during the reaction are not limited to the following examples.
Example 1 double bond sulfonate Compound containing one sulfonic acid group (one) double bond sulfonate Compound containing one sulfonic acid group, the structural formula is shown in (II):
the preparation method of the second component is as follows:
1) Synthesis of epoxypropyloxy ethyl sulfonate sodium salt: adding 0.5mol of isethionate and 3mol of epichlorohydrin into a reaction kettle, heating to 40 ℃, adding sodium hydroxide (the total amount of sodium hydroxide is 1 mol) for 5 times, keeping the temperature for reaction at 40 ℃ for 8 hours after adding for 1 hour each time, cooling to room temperature, filtering to obtain filtrate, removing insoluble salt, evaporating the solvent from the obtained filtrate, and obtaining the epoxypropyloxy ethyl sulfonate sodium salt.
2) Taking 1mol of isomeric tridecanol and 1mol of allyl glycidyl ether as raw materials, and reacting for 4 hours at 50-60 ℃ under the action of sodium hydroxide serving as a catalyst (the dosage is 0.5% of the total mass of the isomeric tridecanol and the allyl glycidyl ether), thereby obtaining an intermediate product A.
3) Taking the intermediate product A obtained in the step 2), 10mol of ethylene oxide and 5mol of propylene oxide as raw materials, and carrying out addition reaction at 120-130 ℃ for 6 hours under the action of sodium hydroxide serving as a catalyst (the dosage is 0.2% of the total mass of the intermediate product A, the ethylene oxide and the propylene oxide), thereby obtaining an intermediate product B.
4) Mixing the intermediate product B and the epoxypropyloxyethyl sodium sulfonate according to a molar ratio of 1:1, and reacting for about 5 hours at 60-70 ℃ under the action of a catalyst boron trifluoride diethyl ether (the dosage is 0.5% of the total mass of the intermediate product B and the epoxypropyloxyethyl sodium sulfonate), thereby obtaining the product, namely the double bond sulfonate compound containing one sulfonic acid group.
(III) detection
The infrared spectrum of the obtained double bond sulfonate compound containing one sulfonic acid group is shown in figure 1.
Example 2 double bond sulfonate Compound containing two sulfonic acid groups (one double bond sulfonate Compound containing two sulfonic acid groups) the structural formula is shown in (III):
the preparation method of the second component is as follows:
1) Synthesis of potassium epoxypropyloxy ethyl sulfonate: adding 0.5mol of isethionate and 3mol of epichlorohydrin into a reaction kettle, heating to 40 ℃, adding potassium hydroxide (the total amount of potassium hydroxide is 1 mol) for 5 times, keeping the temperature for reaction at 40 ℃ for 8 hours after adding for 1 hour each time, cooling to room temperature, filtering to obtain filtrate, removing insoluble salt, evaporating the solvent from the obtained filtrate, and obtaining the epoxypropyloxy ethyl sulfonate potassium salt.
2) Taking 1mol of nonylphenol and 1mol of allyl glycidyl ether as raw materials, and reacting for 3 hours at 50-60 ℃ under the action of catalyst potassium hydroxide (the dosage is 0.5% of the total mass of nonylphenol and allyl glycidyl ether), thereby obtaining an intermediate product C.
3) Taking the intermediate product C obtained in the step 2), 8mol of ethylene oxide, 10mol of propylene oxide and 2mol of butylene oxide as raw materials, and carrying out addition reaction at 120-130 ℃ for 6 hours under the action of catalyst potassium hydroxide (the dosage is 0.2% of the total mass of the intermediate product C, the ethylene oxide, the propylene oxide and the butylene oxide), so as to obtain an intermediate product D;
4) Mixing the intermediate product D and the epoxypropyloxyethyl sulfonate potassium salt according to a molar ratio of 1:1, and reacting for about 5 hours at 60-70 ℃ under the action of a catalyst trifluoroacetic acid (the dosage is 0.5% of the total mass of the intermediate product D and the epoxypropyloxyethyl sulfonate potassium salt) to obtain an intermediate product E containing one sulfonic acid group (namely a double bond-containing sulfonate compound containing one sulfonic acid group).
5) Mixing the intermediate product E containing one sulfonic acid group obtained in the step 4) with epoxypropyloxyethyl sulfonate potassium salt according to a molar ratio of 1:1, and reacting for 7-8 hours at 80-90 ℃ under the action of trifluoroacetic acid serving as a catalyst (the dosage is 0.5% of the total amount of reactants), thereby obtaining the product, namely the double bond sulfonate compound containing two sulfonic acid groups.
(III) detection
The infrared spectrum of the double bond sulfonate compound containing one sulfonic acid group obtained in the step 4), namely the intermediate product E, is shown in FIG. 2.
The infrared spectrum of the double bond sulfonate compound containing two sulfonic acid groups obtained in the step 5) is shown in figure 3.
Example 3 application test
1. Emulsion polymerization Using the Compounds of the invention
The method comprises the following steps: two reaction flasks equipped with a reflux cooler, a stirrer, a dropping funnel and a thermometer were taken, 50g of deionized water was added, 0.5g of the double bond sulfonate compound containing one sulfonic acid group of the product prepared in example 1, the double bond sulfonate compound containing two sulfonic acid groups of the product prepared in example 2, and 10g of a mixed monomer (in terms of weight ratio, 2-ethylhexyl acrylate: butyl acrylate: acrylic acid=80:17:3) were respectively added, the inside of the system was replaced with nitrogen, and then, the temperature was raised to 75℃and mixed and emulsified for 30 minutes. Then, 0.2g of ammonium persulfate was charged into the reaction flask and reacted at 75℃for 3 hours, then 50g of water and 90g of the mixed monomer were added dropwise into the reaction flask to carry out polymerization, and after completion of the addition, the mixture was aged at 75℃for 1 hour to obtain stable emulsions, which were designated as a stable emulsion of example 1 and a stable emulsion of example 2, respectively.
2. Comparative example
The method comprises the following steps: into a reaction flask equipped with a reflux condenser, a stirrer, a dropping funnel, and a thermometer, 50g of deionized water and 10g of a mixed monomer (weight ratio, 2-ethylhexyl acrylate: butyl acrylate: acrylic acid=80:17:3) were added, the inside of the system was replaced with nitrogen gas, and then the temperature was raised to 75 ℃, and mixed and emulsified for 30 minutes. Then, 0.2g of ammonium persulfate was added to the reaction flask and reacted at 75℃for 3 hours, then 50g of water and 90g of a mixed monomer were added dropwise to the reaction flask to carry out polymerization, and after completion of the dropwise addition, the mixture was aged at 75℃for 1 hour to obtain a stable emulsion, which was marked as a comparative stable emulsion.
3. And (3) water resistance test:
the example 1 stable emulsion, the example 2 stable emulsion, and the comparative example stable emulsion were each dropped onto a glass sheet and then coated with an OSP coating bar to form a film of about 100 microns. After air-drying at room temperature, the mixture was dried at 70℃for 2 hours. Then put into tap water for soaking for 48 hours. The results are shown in FIG. 4.
Fig. 4 shows the state of the film before soaking and after soaking for 48 hours after film forming and drying. In fig. 4, the # 1 plate corresponds to the stable emulsion of example 1; the # 2 plate corresponds to the comparative stable emulsion; the 3# plate corresponds to example 2 stabilized emulsion. As can be seen from fig. 4, there is substantially no difference between the three films 1#, 2# and 3# before soaking. After 48 hours of immersion in tap water, the films prepared in the comparative examples (2 # plate in fig. 4) without the addition of the compound of the present invention became white and cracked after immersion, whereas the films with the addition of the compound of the present invention did not change much. In particular, the emulsion containing the double bond sulfonate compound having two sulfonic acid groups prepared in example 2 was as smooth as before after film-forming and immersing (3 # plate in FIG. 4). The compound of the invention has obvious improvement on the water resistance of the film.
Claims (11)
1. A double bond-containing sulfonate compound, characterized in that the double bond-containing sulfonate compound has a structural general formula as shown in (I):
wherein: r is R 1 Is nonylphenyl, octylphenyl, C 8 -C 20 Normal alkyl or C 8 -C 20 An isomeric alkyl group;
R 2 is H or CH 3 ；
EO is ethyleneoxy;
PO is propylidene;
BO is butylene oxide;
m=0-100 positive integers, n=0-100 positive integers, p=0-50 positive integers, q=1-5 positive integers;
m is selected from metal ions.
2. A double bond sulfonate containing compound according to claim 1, wherein the metal ion is selected from sodium or potassium.
3. The method for synthesizing a double bond sulfonate compound according to claim 2, wherein q=1 is taken, and the method comprises the following steps:
1) The method comprises the steps of taking isomeric tridecanol and allyl glycidyl ether as raw materials, and reacting for 4-5 hours at 50-60 ℃ under the action of a catalyst to obtain an intermediate product A;
2) Taking an intermediate product A, ethylene oxide and/or propylene oxide and/or butylene oxide as raw materials, and reacting for 5-8 hours at 120-130 ℃ under the action of a catalyst to obtain an intermediate product B;
3) The intermediate product B and the compound containing sulfonic acid group are used as raw materials to react for 5 to 6 hours at the temperature of 60 to 70 ℃ under the action of a catalyst, so as to obtain the double bond sulfonate compound containing one sulfonic acid group.
4. The method for synthesizing a double bond sulfonate compound according to claim 2, wherein q=2 is taken, and the method comprises the following steps:
1) The method comprises the steps of taking nonylphenol and allyl glycidyl ether as raw materials, and reacting for 3-4 hours at 50-60 ℃ under the action of a catalyst to obtain an intermediate product C;
2) Taking intermediate product C, ethylene oxide and/or propylene oxide and/or butylene oxide as raw materials, and reacting for 5-8 hours at 120-130 ℃ under the action of a catalyst to obtain intermediate product D;
3) Taking the intermediate product D and a compound containing a sulfonic acid group as raw materials, and reacting for 5-6 hours at 60-70 ℃ under the action of a catalyst to obtain an intermediate product E containing a sulfonic acid group;
4) Taking an intermediate product E containing one sulfonic acid group and a compound containing the sulfonic acid group as raw materials, and reacting for 7-10 hours at 80-90 ℃ under the action of a catalyst to obtain a double bond sulfonate compound containing two sulfonic acid groups.
5. The method for synthesizing double bond sulfonate compound according to claim 3 or 4, wherein in step 1), the catalyst is sodium hydroxide or potassium hydroxide, and the catalyst is added in an amount of 0.5 to 0.6% of the total mass of isomeric tridecanol and allyl glycidyl ether, or 0.5 to 0.6% of the total mass of nonylphenol and allyl glycidyl ether.
6. The method according to claim 3 or 4, wherein in the step 2), the catalyst is sodium hydroxide or potassium hydroxide, and the catalyst is added in an amount of 0.2 to 0.3% by mass of the total mass of the intermediate product a, ethylene oxide and/or propylene oxide and/or butylene oxide, or 0.2 to 0.3% by mass of the total mass of the intermediate product C, ethylene oxide and/or propylene oxide and/or butylene oxide.
7. The method for synthesizing double bond sulfonate compound according to claim 3 or 4, wherein in the step 3), the catalyst is fluoroboric acid, trifluoroacetic acid, trifluoromethanesulfonic acid, boron trifluoride diethyl ether, hexafluorophosphoric acid or perchloric acid, and the catalyst is added in an amount of 0.5 to 0.6% by mass of the total mass of the intermediate product B and the sulfonic acid group-containing compound, or 0.5 to 0.6% by mass of the total mass of the intermediate product D and the sulfonic acid group-containing compound.
8. The method for synthesizing a double bond sulfonate compound according to claim 4, wherein in the step 4), the catalyst is fluoroboric acid, trifluoroacetic acid, trifluoromethanesulfonic acid, boron trifluoride diethyl ether, hexafluorophosphoric acid or perchloric acid, and the catalyst is added in an amount of 0.5 to 0.6% by mass of the total mass of the intermediate E having one sulfonic acid group and the sulfonic acid group-containing compound.
9. A method of synthesizing a double bond sulfonate containing compound according to claim 3, wherein the sulfonic acid group containing compound is glycidoxyethyl sulfonate; intermediate B, epoxypropyloxyethylsulfonate=1:1.
10. The method for synthesizing a double bond sulfonate containing compound according to claim 4, wherein the sulfonic acid group containing compound is glycidoxyethyl sulfonate; intermediate D, glycidoxyethyl sulfonate=1:1; intermediate E containing one sulfonic acid group epoxypropyloxyethylsulfonate=1:1.
11. The method for synthesizing double bond sulfonate compound according to claim 9 or 10, wherein the method for preparing glycidoxyethyl sulfonate comprises the steps of: adding isethionate and epichlorohydrin into a reaction kettle, heating to 40 ℃, adding sodium hydroxide or potassium hydroxide for 5 times at intervals of 1 hour each time, continuing to perform heat preservation reaction for 8 hours at 40 ℃ after the addition is finished, cooling to room temperature, filtering to obtain filtrate, and evaporating the obtained filtrate to dryness to obtain the epoxypropyloxy-ethylsulfonate.
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