A hetero diol ether dicarboxylic acid, a glass polishing agent containing the same, and a preparation method and application thereof
By using isomeric glycol ether dicarboxylic acid and matching additives, the glass grinding cleaning agent solves the problems of uncontrolled foam, poor dispersibility, weak wetting and penetration, insufficient hard water resistance and poor environmental performance in the existing technology, and achieves efficient, green and adaptable glass grinding cleaning, thus improving product yield.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- 深圳市如钦巴化学材料有限公司
- Filing Date
- 2026-04-10
- Publication Date
- 2026-05-29
AI Technical Summary
Existing glass grinding cleaning agents suffer from problems such as uncontrolled foaming, poor dispersibility, weak wetting and penetration, insufficient hard water resistance, poor environmental friendliness, and narrow compatibility, resulting in incomplete cleaning and affecting product yield.
Using isomeric glycol ether dicarboxylic acid as the core active component, combined with organic alcohol ether cosolvent, phosphorus-free chelating agent and organic amine pH adjuster, an ultra-low foaming, strong dispersing and hard water resistant glass grinding cleaning agent is formed. The specific molecular structure and polyether segments achieve hydrophilic and lipophilic balance, thereby improving the cleaning effect.
It achieves ultra-low foaming, strong dispersion, fast wetting, hard water resistance, and environmentally friendly and safe cleaning effects. It is compatible with different glass materials and equipment, improving cleaning efficiency and product yield.
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Abstract
Description
Technical Field
[0001] This invention belongs to the field of glass precision processing technology, and relates to an isomeric diol ether dicarboxylic acid, a glass grinding and cleaning agent containing the same, its preparation method and application. Background Technology
[0002] During precision glass processing, grinding and polishing steps generate a large amount of ultrafine glass abrasive powder (particle size ≤ 5μm). This powder easily adheres to the glass surface, microcracks, and blind spots at edges and corners. Incomplete cleaning can lead to scratches, excessive haze, and reduced adhesion in subsequent coating, printing, and bonding processes, directly reducing product yield. Currently, most commercially available glass abrasive cleaning agents use a compound system of common nonionic surfactants, monocarboxylate salts, and phosphates, which has several technical drawbacks: Uncontrolled foaming: Conventional surfactants produce a large amount of foam, which easily overflows the cleaning tank during cleaning. Residual foam can easily cause secondary pollution, requiring the addition of silicone defoamers. This not only increases costs, but silicone defoamers also tend to adhere to the glass surface, causing pollution.
[0003] Poor dispersibility: The electrostatic repulsion of monocarboxylic acid groups is insufficient, making it difficult to achieve long-term stable suspension. Ultrafine powder is prone to settling and sticking, causing secondary pollution on the glass surface.
[0004] Weak wetting and penetration: The surface tension is not low enough to penetrate into the blind area of glass microcracks, and stubborn grinding residue is not completely removed.
[0005] Insufficient resistance to hard water: Conventional cleaning agents are prone to forming calcium and magnesium soap scum in high-hardness water, which not only affects the cleaning power, but also easily clogs the nozzles and pipelines of cleaning equipment, affecting the life of the equipment.
[0006] Poor environmental performance: Some formulas contain prohibited components such as phosphorus and APEO, have low biodegradability, and do not meet green production standards.
[0007] Narrow compatibility: It cannot be compatible with different glass materials and cleaning equipment, and its versatility is insufficient.
[0008] To address the aforementioned pain points, we hope to develop a cleaning agent that can simultaneously solve six major problems: foaming, dispersion, wetting, hard water resistance, environmental protection, and compatibility, thereby filling the technological gap in the field of high-end glass grinding and cleaning. Summary of the Invention
[0009] To address the shortcomings of existing technologies, the present invention aims to provide an isomeric diol ether dicarboxylic acid, a glass grinding cleaning agent containing the isomeric dicarboxylic acid, its preparation method, and its application. The isomeric diol ether dicarboxylic acid of the present invention possesses a unique molecular structure. When used in a glass grinding cleaning agent, it can produce a glass grinding cleaning agent with ultra-low foaming, strong dispersion, rapid wetting, hard water resistance, environmental friendliness, safety, and wide compatibility. This achieves high efficiency, greenness, and low cost in precision glass processing cleaning, thereby improving product yield.
[0010] To achieve this objective, the present invention adopts the following technical solution: On one hand, the present invention provides an isomeric diol ether dicarboxylic acid having the structure shown in Formula I: Formula I Where R is a C8-C20 branched isoalkyl group, EO is an ethylene oxide segment, PO is a propylene oxide segment, n1 and n2 are independently 2 to 18 (e.g., 2, 4, 6, 8, 10, 12, 14, 16 or 18), and m1 and m2 are independently 1 to 9 (e.g., 1, 2, 3, 4, 5, 6, 7, 8 or 9).
[0011] In this invention, R is a central hydrophobic group whose specific branched configuration endows the molecule with intrinsic antifoaming properties and low surface tension, distinguishing it from straight-chain alkyl ether carboxylic acids. The EO-PO block polyether chain is an amphiphilic polyether segment, with precise control of the polyether chain length to achieve a hydrophilic-lipophilic balance, enhancing wetting, penetration, and dispersion properties. The symmetrical structure centered on the alkyl glycol ether ensures uniform steric hindrance distribution, preventing localized agglomeration during grinding and guaranteeing stable suspension of the ultrafine powder for 24 hours.
[0012] In this invention, EO has a -CH2CH2O- structure and PO has a -CH2CH2CH2O- structure.
[0013] In this invention, C8-C20 can be C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C19 or C20.
[0014] Preferably, R is any one or a combination of at least two of 2-propylheptene, 2-ethylhexylene, 2-methyloctyl, 2-ethylheptyl, 2,4-dimethyloctyl, 2-ethylnonyl, 2-butyloctyl, 2-hexyloctyl, 2-methyldodecyl, 2-ethylundecyl, 2-ethyldodecyl, 2-butyldecyl, 2-hexyldecyl or 2-octyldodecyl.
[0015] On the other hand, the present invention provides a method for preparing the isomeric diol ether dicarboxylic acid as described above, the method comprising the following steps: (1) C8-C20 branched isomeric diols react with propylene oxide and then with ethylene oxide to obtain isomeric diol ether intermediates; (2) The isomeric diol ether intermediate reacts with chloroacetate to give the sodium dicarboxylate intermediate; (3) The sodium dicarboxylic acid intermediate is acidified to obtain the isomeric diol ether dicarboxylic acid.
[0016] Preferably, the molar ratio of the C8-C20 branched isomeric diol to propylene oxide in step (1) is 1:2 to 10, for example, 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9 or 1:10.
[0017] Preferably, the molar ratio of the C8-C20 branched isomeric diol to ethylene oxide in step (1) is 1:4 to 20, for example, 1:4, 1:6, 1:8, 1:10, 1:12, 1:14, 1:16, 1:18 or 1:20.
[0018] Preferably, the reaction temperature of the C8-C20 branched isomeric diol with propylene oxide in step (1) is 60-70℃ (e.g., 60℃, 61℃, 62℃, 63℃, 64℃, 65℃, 66℃, 67℃, 68℃, 69℃ or 70℃, etc.), and the reaction time is 3-4h (e.g., 3h, 3.1h, 3.2h, 3.3h, 3.4h, 3.5h, 3.6h, 3.7h, 3.8h, 3.9h or 4h, etc.).
[0019] Preferably, the temperature at which the reaction with ethylene oxide is carried out in step (1) is 60-70℃ (e.g., 60℃, 61℃, 62℃, 63℃, 64℃, 65℃, 66℃, 67℃, 68℃, 69℃ or 70℃, etc.), and the reaction time is 3-4h (e.g., 3h, 3.1h, 3.2h, 3.3h, 3.4h, 3.5h, 3.6h, 3.7h, 3.8h, 3.9h or 4h, etc.).
[0020] Preferably, the molar ratio of the isomeric glycol ether intermediate to the chloroacetate in step (2) is 1:2.1-2.3, such as 1:2.1, 1:2.12, 1:2.14, 1:2.16, 1:2.18, 1:2.2, 1:2.22, 1:2.24, 1:2.26, 1:2.28 or 1:2.3.
[0021] Preferably, in step (2), the isomeric diol ether intermediate is activated with an alkali before reacting with chloroacetate.
[0022] Preferably, the alkali is any one or a combination of at least two of sodium hydroxide, potassium hydroxide, sodium methoxide, sodium ethoxide, potassium methoxide, or potassium ethoxide.
[0023] Preferably, the chloroacetic acid salt in step (2) is sodium chloroacetate and / or potassium chloroacetate.
[0024] Preferably, the reaction temperature in step (2) is 95-105℃ (e.g., 95℃, 96℃, 97℃, 98℃, 99℃, 100℃, 101℃, 102℃, 103℃, 104℃ or 105℃, etc.), and the reaction time is 5-6h (e.g., 5h, 5.1h, 5.2h, 5.3h, 5.4h, 5.5h, 5.6h, 5.7h, 5.8h, 5.9h or 6h, etc.).
[0025] Preferably, the acidification in step (3) involves adjusting the pH of the system to 2-3 (e.g., 2, 2.1, 2.2, 2.3, 2.4, 2.5, 2.6, 2.7, 2.8, 2.9 or 3, etc.) using dilute hydrochloric acid, allowing the system to stand and separate into layers to remove by-product salt residue, and then removing water and light components by vacuum distillation to obtain a high-purity isomeric diol ether dicarboxylic acid compound.
[0026] The isomeric diol ether dicarboxylic acid product prepared by the method described in this invention has a yield of ≥88% and a purity of ≥92%.
[0027] The reaction formula for the preparation method described in this invention is as follows: Step 1: Etherification Polymerization Reaction Step 2: Dicarboxymethylation reaction Step 3: Acidification and purification .
[0028] On the other hand, the present invention provides a glass grinding powder cleaning agent, which comprises the following components by mass fraction: The ingredients are: 15-25% isomeric glycol ether dicarboxylic acid, 5-8% organic alcohol ether cosolvent, 3-5% phosphorus-free chelating agent, 2-15% organic amine pH adjuster, and the balance being water.
[0029] In the glass grinding cleaning agent of this invention, isomeric glycol ether dicarboxylic acid serves as the core active component, achieving ultra-low foaming, strong dispersion, strong wetting, and hard water resistance due to its unique structure. Organic alcohol ether co-solvents enhance system solubility and accelerate the removal of grinding residues. Phosphorus-free chelating agents synergistically chelate calcium and magnesium ions with dicarboxylic acid groups, further strengthening hard water resistance. Organic amine pH adjusters regulate the system to a slightly alkaline neutral pH, preventing corrosion of the glass substrate. Water serves as the dispersion medium, ensuring system uniformity and stability.
[0030] In the glass grinding and cleaning agent of the present invention, the content of isomeric glycol ether dicarboxylic acid can be 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, or 25%, etc.; the content of organic alcohol ether cosolvent can be 5%, 5.2%, 5.4%, 5.6%, 5.8%, 6%, 6.2%, 6.4%, 6.6%, 6.8%, 7%, 7.2%, 7.4%, 7.6%, or 8%, etc.; the content of phosphorus-free chelating agent can be 3%, 3.3%, 3.6%, 3.9%, 4.2%, 4.5%, 4.8%, or 5%, etc.; and the content of organic amine pH adjuster can be, for example, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 10%, 12%, or 15%, etc.
[0031] Preferably, the organic alcohol ether cosolvent is selected from one or a combination of at least two of ethylene glycol monobutyl ether, diethylene glycol monobutyl ether, ethylene glycol phenyl ether, or dipropylene glycol methyl ether.
[0032] Preferably, the phosphorus-free chelating agent is selected from one or a combination of at least two of the following: tetrasodium glutamate diacetate (GLDA), tetrasodium ethylenediaminetetraacetate (EDTA-4Na), sodium gluconate, or sodium citrate.
[0033] Preferably, the organic amine pH adjuster is selected from one or a combination of at least two of monoethanolamine, triethanolamine, diisopropanolamine, or aminomethylpropanol.
[0034] Preferably, the water is deionized water.
[0035] On the other hand, the present invention provides a method for preparing the glass grinding and cleaning agent as described above, the method comprising the following steps: Add isomeric glycol ether dicarboxylic acid, organic alcohol ether cosolvent, and phosphorus-free chelating agent sequentially to water, stir to dissolve, and then add organic amine adjuster to adjust the pH of the system to 7-8 (e.g., 7, 7.1, 7.2, 7.3, 7.4, 7.5, 7.6, 7.7, 7.8, or 8, etc.), and continue stirring to obtain the glass grinding cleaning agent.
[0036] Preferably, before adding the isomeric diol ether dicarboxylic acid, the organic alcohol ether cosolvent, and the phosphorus-free chelating agent to the water in sequence, the water is heated to 30-40°C, for example, 30°C, 31°C, 32°C, 33°C, 34°C, 35°C, 36°C, 37°C, 38°C, or 40°C.
[0037] Preferably, the half-time for stirring and dissolving is 10-40 min, such as 10 min, 13 min, 16 min, 19 min, 22 min, 25 min, 28 min, 30 min, 35 min, or 40 min.
[0038] Preferably, the stirring time is 10-30 minutes, such as 10 minutes, 12 minutes, 14 minutes, 16 minutes, 18 minutes, 20 minutes, 22 minutes, 24 minutes, 26 minutes, or 30 minutes.
[0039] Preferably, after the continued stirring is completed, the material is filtered and discharged to obtain a transparent and uniform glass grinding powder cleaning agent.
[0040] On the other hand, the present invention provides the application of the isomeric diol ether dicarboxylic acid or glass grinding cleaning agent as described above in the precision glass processing.
[0041] Compared with the prior art, the present invention has the following beneficial effects: The isomeric diol ether dicarboxylic acid of this invention possesses a branched isomer structure and the PO segment inherently exhibits physical defoaming properties, eliminating the need for additional defoamers. The cleaning agent formulated with this component, tested using the Roche method, exhibits a foam height ≤10mm, fully meeting the requirements for overflow-free and easy rinsing during the cleaning process. This completely avoids secondary contamination by defoamers and reduces their usage costs.
[0042] The dicarboxylic acid group in the isomeric glycol ether dicarboxylic acid of this invention can form a dense double electric layer on the surface of glass grinding powder, generating strong electrostatic repulsion and steric hindrance effects. This allows the ultrafine glass grinding powder to achieve stable suspension for 24 hours without sedimentation or re-adhesion. Comparative tests show that its dispersion performance is more than three times better than cleaning agents based on monocarboxylic acid structures, completely solving the problem of grinding powder agglomeration and re-adhesion. The chelating ability of the dicarboxylic acid structure maintains excellent cleaning performance even in water with high hardness of 300 ppm. The system is free of sedimentation, turbidity, and stratification, preventing calcium and magnesium soap scum from clogging equipment nozzles and pipelines. It is suitable for various water qualities such as groundwater and tap water, requiring no additional softening treatment and reducing equipment maintenance costs.
[0043] The surface tension of the glass grinding cleaning agent of the present invention is below 30mN / m, which can quickly penetrate into difficult-to-clean areas such as glass microcracks and blind spots, and achieve deep removal of stubborn grinding residue, thus solving the problems of insufficient wetting and incomplete cleaning by conventional cleaning agents.
[0044] The glass grinding and cleaning agent formulation system of this invention is neutral to slightly alkaline, and it does not corrode, whiten, or scratch various substrates such as soda-lime glass, borosilicate glass, and quartz glass. It is also non-irritating to human skin and has high operational safety.
[0045] The cleaning agent of this invention can be used in various equipment such as ultrasonic cleaning, spray cleaning, and immersion cleaning, and is suitable for all types of glass processing scenarios, including optical glass, mobile phone cover glass, photovoltaic glass, and flat glass. Industrial applications show that it can effectively avoid corrosion caused by corrosion during the cleaning process and improve the yield of cleaned products. Detailed Implementation
[0046] The technical solution of the present invention will be further illustrated below through specific embodiments. Those skilled in the art should understand that the embodiments described are merely illustrative of the present invention and should not be construed as limiting the invention.
[0047] Example 1 This embodiment provides an isomeric diol ether dicarboxylic acid, the preparation method of which includes the following steps: 1 mol (174 g) of 2-propylheptanediol was precisely added to a high-pressure reactor, the temperature was raised to 65°C, and after stirring, 1 mol (58 g) of propylene oxide was slowly introduced and the reactor was kept under sealed conditions for 3.5 h. Then, 2.5 mol (110 g) of ethylene oxide was added, and the reactor was kept under sealed conditions for 3.5 h to complete the etherification polymerization and obtain a polyether intermediate. Subsequently, the temperature was lowered to 50°C, and 2.2 mol (88 g) of NaOH was added for alkalization activation. 2.2 mol (256.3 g) of sodium chloroacetate was added dropwise at a uniform rate, and the reactor was kept under sealed conditions for 5.5 h to complete the dicarboxymethylation. After the reaction, the pH of the system was adjusted to 2.5 with dilute hydrochloric acid, and the system was allowed to stand to separate into layers to remove by-product salt residue. Residual water and light components were removed by vacuum distillation, and finally, a dicarboxylic acid (408.54 g) of isomeric diol ether from a single isomeric diol source was obtained. g), product yield 89.2%, purity ≥92.3% (the acid value of the product was determined by acid-base titration, and the anionic activity content of the product was calculated as ([theoretical acid value - 2 * (theoretical acid value - product acid value)] / theoretical acid value).
[0048] Example 2 This embodiment provides an isomeric diol ether dicarboxylic acid, the preparation method of which includes the following steps: 0.5 mol (87 g) of 2-propylheptanediol and 0.5 mol (73 g) of 2-ethylhexanediol were added, with a total feed amount of 1 mol. The rest of the reaction apparatus and basic process were the same as in Example 1. The temperature was raised to 68°C, and 1.2 mol (69.6 g) of propylene oxide was introduced and the reaction was maintained at this temperature for 3 h. Then, 2.8 mol (123.2 g) of ethylene oxide was introduced and the reaction was maintained at this temperature for 3 h. After cooling to 50°C, 2.2 mol (88 g) of NaOH and 2.2 mol (256.3 g) of sodium chloroacetate were added. The carboxymethylation and acidification purification process of Example 1 was used to prepare a compound isomeric glycol ether dicarboxylic acid (398.24 g), with a product yield of 90.1% and a purity of ≥93.1%.
[0049] Example 3 1 mol (315 g) of 2-octyldodecyl diol was added, with a total feed amount of 1 mol. The rest of the reaction apparatus and basic process were the same as in Example 1. The temperature was raised to 68°C, and 1.2 mol (69.6 g) of propylene oxide was introduced and the reaction was maintained at this temperature for 3 hours. Then, 6 mol (264 g) of ethylene oxide was introduced and the reaction was maintained at this temperature for 3 hours. After cooling to 50°C, 2.2 mol (88 g) of NaOH and 2.2 mol (256.3 g) of sodium chloroacetate were added. The carboxymethylation and acidification purification process of Example 1 was used to prepare a compound isomeric glycol ether dicarboxylic acid (593.47 g), with a product yield of 91.5% and a purity of ≥92.6%.
[0050] Example 4 This embodiment provides a glass grinding and cleaning agent, which comprises the following components by mass percentage: Example 1 prepared an isomeric glycol ether dicarboxylic acid 20%, dipropylene glycol methyl ether 6%, sodium gluconate 4%, monoethanolamine 2%, and deionized water to bring the total to 100%.
[0051] The preparation method is as follows: Deionized water is added to a stirred tank and heated to 35°C. The core active ingredient, co-solvent, and chelating agent are added sequentially, and the mixture is stirred at a constant temperature for 30 minutes until the system is completely clear and transparent. Monoethanolamine is added to adjust the pH to 8, and stirring continues for 20 minutes to ensure homogeneity. After removing impurities through precision filtration, the product is discharged to obtain a standard general-purpose cleaning agent. This product is suitable for routine glass grinding and cleaning applications. The recommended dilution ratio is 1:50-1:20, and it is compatible with immersion and ultrasonic cleaning processes.
[0052] Example 5 This embodiment provides a glass grinding cleaning agent (for heavy-duty cleaning scenarios involving severe grinding pollution, high-hardness water, and thick layers of residue), comprising the following components by mass percentage: Example 1 prepared a high-concentration, heavy-duty cleaning agent using 25% isomeric glycol ether dicarboxylic acid, 8% dipropylene glycol methyl ether, 5% sodium gluconate, and 15% monoethanolamine, with deionized water to bring the total to 100%. The preparation process and operating parameters of Example 3 were followed exactly to obtain the solution. This product has stronger cleaning power and better hard water resistance. A dilution ratio of 1:50-1:20 is recommended, making it suitable for challenging glass grinding and cleaning processes.
[0053] Example 6 This embodiment provides a glass grinding cleaning agent (for light-duty cleaning scenarios with mild grinding pollution and conventional water quality, balancing cost and cleaning effect), which comprises the following components by mass percentage: The compound isomeric glycol ether dicarboxylic acid 15%, dipropylene glycol methyl ether 5%, sodium gluconate 3%, monoethanolamine 2% prepared in Example 2, with deionized water added to bring the total to 100%; the preparation process is completely consistent with Example 3, resulting in an economical cleaning agent that reduces raw material costs while ensuring basic cleaning effects. The recommended dilution ratio is 1:20-1:10, suitable for daily cleaning of ordinary glass substrates.
[0054] Example 7 Example 3 prepared an isomeric glycol ether dicarboxylic acid 18%, ethylene glycol phenyl ether 8%, ethylenediaminetetraacetic acid tetrasodium 3%, diisopropanolamine 10%, and deionized water to bring the total to 100%.
[0055] The preparation method is as follows: Deionized water is added to a stirred tank and heated to 40°C. The core active ingredient, co-solvent, and chelating agent are added sequentially, and the mixture is stirred at a constant temperature for 15 minutes until the system is completely clear and transparent. Monoethanolamine is added to adjust the pH to 7, and stirring continues for 30 minutes to ensure homogeneity. After removing impurities through precision filtration, the product is discharged to obtain a standard general-purpose cleaning agent. This product is suitable for routine glass grinding and cleaning applications. The recommended dilution ratio is 1:50-1:20, and it is compatible with immersion and ultrasonic cleaning processes.
[0056] Comparative Example 1 This comparative example provides a glass grinding and cleaning agent, which comprises the following components by mass percentage: Polyoxyethylene-polyoxypropylene alcohol ether (Hai'an Petrochemical's emulsifier MOA-3B) 20%, dipropylene glycol methyl ether 6%, sodium gluconate 4%, monoethanolamine 2%, deionized water to make up to 100%.
[0057] The preparation process is completely consistent with that in Example 3.
[0058] Comparative Example 2 This comparative example provides a glass grinding and cleaning agent, which comprises the following components by mass percentage: The active component (the symmetrical polyether intermediate obtained in the first step of Example 1) is 20%, dipropylene glycol methyl ether is 6%, sodium gluconate is 4%, monoethanolamine is 2%, and deionized water is added to make up to 100%.
[0059] The preparation process is completely consistent with that in Example 3.
[0060] Performance testing and effect verification To visually demonstrate the technical advantages of the cleaning agent of this invention, the finished products prepared in Examples 3-5 were used as control groups, and commercially available conventional glass grinding cleaning agent (Japanese Marseille S-11) and Comparative Examples 1 and 2 were selected simultaneously. The cleaning agent and pure water were diluted in a ratio of 1:20 to form a tank solution for comparative experiments.
[0061] The foam test is conducted in accordance with GB / T 7462-1994 "Determination of foaming power of surfactants - Improved Ross-Miles method". Based on the solution fall method, the foaming power is evaluated by measuring the height of the foam generated when the solution flows down from a specific height and impacts the liquid surface.
[0062] Add 1 gram of cerium dioxide powder to 500g of cleaning tank solution, stir at 500r / min for 30min, and then let stand at room temperature for 72h to observe the sedimentation of cerium dioxide in the cleaning tank.
[0063] Surface tension was measured using the platinum ring method.
[0064] Select a glass plate with a length and width of 20cm, place it in the cleaning agent bath, and after 72 hours at 60±2℃, take it out and observe the appearance of the glass plate. Visually inspect for corrosion and haze.
[0065] Select a piece of glass with dimensions of 20cm in length and width, and measure its weight W1. Coat the glass with a layer of dirt of about 1 gram, bake it in an oven at 120℃ for 2 hours, and measure its weight W2. Ultrasonically treat it at 60℃ for 6 minutes, rinse it three times with pure water, and then dry it before measuring its weight W3. The decontamination rate is obtained by gravimetric method.
[0066] The aforementioned contaminant is composed of 50wt% cerium dioxide powder, 5wt% soybean oil, 5wt% lard, and 40wt% deionized water.
[0067] Stain removal rate = [(W2-W3) / (W2-W1)] × 100%; Each group of samples was tested in parallel three times and the average value was taken to ensure that the data was true and reliable. The test results are shown in Table 1 below.
[0068] Table 1 Test conclusions: The cleaning agents in each embodiment of the present invention rely on the specific structure of the core compound, and their performance indicators are significantly better than those of commercially available conventional products. Examples 4-7 can be adapted to three types of cleaning scenarios: general-purpose, special-purpose, and economical, respectively, taking into account the cleaning effect, production cost, and adaptability to working conditions, and have outstanding value for industrial application.
[0069] The applicant declares that this invention illustrates the isomeric diol ether dicarboxylic acid, the glass grinding and cleaning agent containing it, its preparation method, and its application through the above embodiments. However, this invention is not limited to the above embodiments, meaning that this invention does not necessarily rely on the above embodiments for implementation. Those skilled in the art should understand that any improvements to this invention, equivalent substitutions of the raw materials in the product of this invention, additions of auxiliary components, and selection of specific methods all fall within the protection and disclosure scope of this invention.
Claims
1. An isomeric diol ether dicarboxylic acid, characterized in that, The isomeric diol ether dicarboxylic acid has the following structure: Where R is a C8-C20 branched isoalkyl group, EO is an ethylene oxide segment, PO is a propylene oxide segment, n1 and n2 are independently 2 or 3, and m1 and m2 are independently 1 or 2.
2. The isomeric diol ether dicarboxylic acid according to claim 1, characterized in that, R is any one or a combination of at least two of 2-propylheptene, 2-ethylhexylene, 2-methyloctyl, 2-ethylheptyl, 2,4-dimethyloctyl, 2-ethylnonyl, 2-butyloctyl, 2-hexyloctyl, 2-methyldodecyl, 2-ethylundecyl, 2-ethyldodecyl, 2-butyldecyl, 2-hexyldecyl or 2-octyldodecyl.
3. The method for preparing isomeric diol ether dicarboxylic acids according to claim 1 or 2, characterized in that, The preparation method includes the following steps: (1) C8-C20 branched isomeric diols react with propylene oxide and then with ethylene oxide to obtain isomeric diol ether intermediates; (2) The isomeric diol ether intermediate reacts with chloroacetate to give the sodium dicarboxylate intermediate; (3) The sodium dicarboxylic acid intermediate is acidified to obtain the isomeric diol ether dicarboxylic acid.
4. The preparation method according to claim 3, characterized in that, The molar ratio of C8-C20 branched isomeric diol to propylene oxide in step (1) is 1:2~10; Preferably, the molar ratio of the C8-C20 branched isomeric diol to ethylene oxide in step (1) is 1:4~20; Preferably, the reaction in step (1) is carried out in the presence of a catalyst; Preferably, the reaction temperature in step (1) is 60-70℃ and the reaction time is 3-4h.
5. The preparation method according to claim 3 or 4, characterized in that, The molar ratio of the isomeric glycol ether intermediate to chloroacetate in step (2) is 1:2.1-2.3; Preferably, in step (2), the isomeric glycol ether intermediate is activated with an alkali before reacting with chloroacetate; Preferably, the alkali is sodium hydroxide, potassium hydroxide, sodium methoxide, sodium ethoxide, potassium methoxide, or potassium ethoxide; Preferably, the chloroacetic acid salt in step (2) is sodium chloroacetate or potassium chloroacetate; Preferably, the reaction temperature in step (2) is 95-105℃ and the reaction time is 5-6h; Preferably, the acidification in step (3) involves adjusting the pH of the system to 2-3 using dilute hydrochloric acid.
6. A glass grinding and cleaning agent, characterized in that, The glass grinding and cleaning agent comprises the following components by mass fraction: The ingredients are: 15-25% isomeric glycol ether dicarboxylic acid, 5-8% organic alcohol ether cosolvent, 3-5% phosphorus-free chelating agent, 2-15% organic amine pH adjuster, and the balance being water.
7. The glass grinding and cleaning agent according to claim 6, characterized in that, The organic alcohol ether cosolvent is selected from one or a combination of at least two of ethylene glycol monobutyl ether, diethylene glycol monobutyl ether, ethylene glycol phenyl ether, and dipropylene glycol methyl ether; Preferably, the phosphorus-free chelating agent is selected from one or a combination of at least two of the following: tetrasodium glutamate diacetate, tetrasodium ethylenediaminetetraacetate, sodium gluconate, or sodium citrate. Preferably, the organic amine pH adjuster is selected from one or a combination of at least two of monoethanolamine, triethanolamine, diisopropanolamine, or aminomethylpropanol; Preferably, the water is deionized water.
8. The method for preparing the glass grinding and cleaning agent according to claim 6 or 7, characterized in that, The preparation method includes the following steps: Add isomeric diol ether dicarboxylic acid, organic alcohol ether cosolvent, and phosphorus-free chelating agent to water in sequence, stir to dissolve, then add organic amine adjuster to adjust the pH of the system to 7-8, and continue stirring to obtain the glass grinding cleaning agent.
9. The preparation method according to claim 8, characterized in that, Before adding isomeric glycol ether dicarboxylic acid, organic alcohol ether cosolvent, and phosphorus-free chelating agent to the water in sequence, the water temperature is raised to 30-40°C. Preferably, the time for stirring and dissolving is halved to 10-40 minutes; Preferably, the stirring time is 10-30 minutes; Preferably, after the continued stirring is completed, the material is filtered and discharged to obtain a glass grinding powder cleaning agent.
10. The application of the isomeric diol ether dicarboxylic acid according to claim 1 or 2 or the glass grinding and cleaning agent according to claim 6 or 7 in the precision machining of glass.