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Diacetone alcohol(daa), chemical name 4-hydroxy-4-methyl-2-pentanone. It is an organic compound, CAS 123-42-2, The chemical formula is C6H12O2, which is a colorless and transparent liquid. Can be miscible with solvents such as water, alcohols, ethers, ketones, esters, aromatic hydrocarbons, halogenated hydrocarbons, etc., but not miscible with higher fatty hydrocarbons. Mainly used as a solvent for resins, electrostatic spray painting, celluloid, nitrocellulose, fats, oils, waxes, etc., it can also be used for organic synthesis.
As a multifunctional organic compound, it has a wide range of applications in solvents and diluents, organic synthesis raw materials and intermediates, surfactants and dispersants, reaction media and catalyst solvents, stabilizers and antifreeze agents, and many other fields. With the continuous development of industries such as chemicals, coatings, inks, plastics, and the advancement of science and technology, market demand will continue to grow, and their application fields will also continue to expand. At the same time, attention should also be paid to its safety and environmental protection during use, ensuring human health and environmental safety.
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Chemical Formula |
C6H12O2 |
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Exact Mass |
116 |
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Molecular Weight |
116 |
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m/z |
116 (100.0%), 117 (6.5%) |
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Elemental Analysis |
C, 62.04; H, 10.41; O, 27.55 |
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Melting point - 42.8 ° C, Boiling point 166 ° C (lit.), Density 0.938 g/mL at 20 ° C. Vapor density 4 (vs air). Vapor pressure<1 mm Hg (20 ° C), Refractive index n20/D 1.423 (lit.), Flash point 132 ° F, Store below+30 ° C, Soluble in alcohol, other (Weast, 1986), and many other solutions, particulate ketones such as acetate and 2-butanone, Acidity coefficient (pKa) 14.57 ± 0.29 (Predicted), Form Liquid, Color Clear colorless, Odor, Explosive limit 1.8-6.9% (V), Water solubility MISCIBLE, Maximum wavelength( λ max)249nm(lit.).
Diacetone alcohol(daa), with the chemical formula C6H12O2, is a colorless and transparent liquid with an aroma similar to alcohol compounds. As a multifunctional organic compound, diacetone alcohol has a wide range of applications in various fields.
Solvent and diluent
(1) Coatings and inks
Improving performance and quality: Diacetone alcohol is often used as a solvent or diluent for coatings and inks due to its good solubility and volatility. It can effectively dissolve resins, oils, waxes, and various organic compounds, ensuring the performance and stability of coatings and inks. Meanwhile, diacetone alcohol can also improve the adhesion and leveling properties of coatings, enhance printing effects and color durability.
Environmental advantages: Compared to some traditional organic solvents, diacetone alcohol has lower volatile organic compound (VOC) emissions, which helps reduce environmental pollution and meets modern environmental requirements.
(2) Resin and Plastic
Dissolving resin: Diacetone alcohol can dissolve various resins such as nitrocellulose, cellulose acetate, ethyl cellulose, and organic glass, making it widely used in the plastic and printing industries.
It can serve as a solvent for resin solutions, helping to better disperse and mix the resin.
Curing agent and plasticizer: Diacetone alcohol can be used as a curing agent in the curing process of resins and plastics to enhance the mechanical properties and chemical corrosion resistance of materials. Meanwhile, it can also serve as a plasticizer to enhance the flexibility and processability of plastics.
(3) Glue and Adhesive
Promoting adhesion: Diacetone alcohol can be used as a solvent for adhesives and bonding agents, helping the adhesive to better wet the surface of the object being bonded, improving bonding strength and durability.
(4) Cleaning and degreasing agents
Metal processing: Diacetone alcohol is widely used as a cleaning or degreasing agent in the metal processing process due to its excellent ability to dissolve oil and grease.
It can effectively remove oil stains, impurities, and oxides from metal surfaces, providing a clean surface for subsequent processing and coating.
Semiconductor manufacturing: In the field of semiconductor manufacturing, acetone alcohol is also commonly used as a cleaning agent to clean precision components such as wafers and masks, ensuring the cleanliness and quality of products.
Organic synthesis raw materials and intermediates
(1) Preparation of organic chemicals
Methyl isobutyl ketone (MIBK) and methyl isobutyl methanol (MIBC): Diacetone alcohol is an important intermediate for the preparation of organic chemicals such as methyl isobutyl ketone (MIBK) and methyl isobutyl methanol (MIBC). During the preparation process, diacetone alcohol is converted into the target product through specific chemical reactions.
Which have a wide range of applications in solvents, coatings, plastics, and other fields.
Other organic chemicals: Diacetone alcohol(daa) can also be used to prepare various organic chemicals such as hexene glycol, phenyl oxide, isophorone, etc. These chemicals play an important role in the fields of medicine, pesticides, dyes, etc.
(2) Synthesis of drugs and pesticides
Pharmaceutical intermediates: Diacetone alcohol is an important intermediate for the synthesis of various drugs. Through specific chemical reactions, diacetone alcohol can be converted into compounds with specific biological activities for the treatment of various diseases. For example, it can be used to synthesize certain antibiotics, anticancer drugs, and cardiovascular drugs.
Pesticide cosolvent: Diacetone alcohol can be used as a cosolvent in pesticide formulations to improve the dispersibility and stability of pesticides. It can effectively dissolve the active ingredients and other auxiliary components in pesticides, allowing them to be better dispersed and exert their efficacy during use.
Surfactants and dispersants
(1) Reduce surface tension
Surfactant: Diacetone alcohol has a certain surface activity and can reduce the surface tension of liquids or solids. This property makes diacetone alcohol widely used in cleaning agents, emulsifiers, dispersants, and other fields. For example, it can be used as a surfactant in the preparation of detergents, softeners, and other products.
(2) Improve dispersion
Dispersant: Diacetone alcohol can be used as a dispersant in the dispersion process of powder materials such as pigments, dyes, and fillers. It can help to better disperse powder materials in liquid or solid media, forming a uniform suspension or solution.
Reaction medium and catalyst solvent
(1) Promote chemical reactions
Reaction medium: Diacetone alcohol can serve as a reaction medium for various chemical reactions, promoting the progress of the reaction. For example, it can serve as a solvent for alkaline catalysts such as sodium hydroxide and potassium hydroxide, and participate in reactions such as esterification, acetals, and ketals.
(2) Improve reaction efficiency
Catalyst solvent: Diacetone alcohol can serve as a solvent for the catalyst in catalytic reactions, enhancing its activity and selectivity. This property makes diacetone alcohol play an important role in organic synthesis reactions.
Stabilizers and antifreeze agents
(1) Stable compound structure
Stabilizer: Diacetone alcohol can stabilize the structure of certain compounds, preventing their decomposition or deterioration. For example, in the fields of pharmaceuticals, food additives, etc., diacetone alcohol can be used as a stabilizer to extend the shelf life and stability of products.
(2) Prevent liquids from freezing
Antifreeze agent: In some applications, diacetone alcohol can be used as an antifreeze agent to prevent liquids from freezing at low temperatures. For example, in the fields of hydraulic systems, coolant, etc., diacetone alcohol can be added as an antifreeze agent to liquids to improve their frost resistance.
Other applications
(1) Cosmetics and personal care products
Moisturizing agents and solvents: Due to its excellent moisturizing properties and skin permeability, diacetone alcohol is widely used in the formulation of cosmetics and personal care products. It can serve as a moisturizer to help the skin retain moisture and improve dryness, roughness, and other issues. At the same time, it can also be used as a solvent to dissolve ingredients such as spices and preservatives.
(2) Textile and printing and dyeing auxiliaries
Printing and dyeing auxiliaries: In the textile printing and dyeing industry, diacetone alcohol can be used as a printing and dyeing additive. It can improve the solubility and dispersibility of dyes, enhance dyeing effectiveness and color fastness. At the same time, it can also be used as a fiber treatment agent, giving fabrics a soft feel and good anti-static performance.
(3) Photography supplies and preservatives
Preservative for photographic film: In the photography industry, diacetone alcohol can be used as a preservative for photographic film to prevent oxidation and deterioration of photographic emulsions.
Other preservatives: In addition, diacetone alcohol can also be used as a preservative in pharmaceuticals, food, and other fields to extend the shelf life and stability of products.
(4) Hydraulic oil solvent
Removing pollutants: Diacetone alcohol can be used as a solvent in hydraulic systems to help remove bubbles and pollutants from oil, improving the performance and stability of hydraulic systems.
(5) Extraction agent
Separation and purification of compounds: Diacetone alcohol can be used as an extractant in chemical and pharmaceutical processes for the separation and purification of various compounds.
It can selectively dissolve the target compound, thereby achieving the separation and purification of the compound.
(6) Wood preservatives
Protecting Wood: Diacetone alcohol can be used to prepare wood preservatives, helping to protect wood from fungi and insects. This preservative can effectively extend the service life and stability of wood.
Synthesis of Diacetone Alcohol (DAA):
The condensation reaction is carried out in a 250ml three necked flask, with the reaction temperature controlled by a contact thermometer. Heating and stirring are carried out using a SZCL digital display temperature controlled magnetic stirrer.
Catalytic reactions occur under boiling conditions. Add 100 milliliters of acetone and 2 grams of catalyst, without adding any water carrying agent.
The reaction time is 1 hour.
The product was analyzed by GC-14C gas chromatography, and the catalyst activity was expressed by the rate of acetone conversion.
The results showed that the suitable preparation conditions for the catalyst were:
Immersion solution concentration 2.0%, immersion temperature 55 ° C, immersion time 2.0 hours, firing temperature 550 ° C, ablation time 4.0 hours. Under these conditions, the conversion rate of acetone is 21.08%, and the selectivity of diethyl ketone alcohol is 100%.
FAQ
What is DAA in chemistry?
Diacetone Alcohol (DAA) is a clear, colorless liquid ketone-alcohol. The principal end uses of DAA are in industrial coatings, household cleaners, inks, paints, paint removers, paint thinners, pharmaceutical preparations, sealants, primer and pesticides.
Is diacetone alcohol toxic?
Diacetone Alcohol may damage the liver and kidneys. OSHA: The legal airborne permissible exposure limit (PEL) is 50 ppm averaged over an 8-hour workshift. NIOSH: The recommended airborne exposure limit (REL) is 50 ppm averaged over a 10-hour workshift.
What happens when acetone is mixed with alcohol?
Acetone and Alcohol
When acetone is mixed with an alcohol, it can produce a hemiacetal (sometimes spelled 'hemiketal').
How is diacetone alcohol formed?
Diacetone alcohol can be prepared from acetone by the action of alkali metal hydroxides,1 calcium hydroxide,2 and barium hydroxide. Barium hydroxide reacts more rapidly than calcium hydroxide,3 and was accordingly used in the procedure described.
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