56927-66-3

Usage

Uses

Used in Adhesives Industry:
2-Propenoic acid, 2-methyl-, 10-hydroxydecyl ester is used as a component in adhesive formulations for its ability to improve adhesion and flexibility, which is crucial for creating strong bonds between different surfaces.
Used in Coatings Industry:
In the coatings industry, 2-Propenoic acid, 2-methyl-, 10-hydroxydecyl ester is used as a reactive diluent in UV-curable coatings, contributing to the development of coatings with enhanced durability and resistance to environmental factors.
Used in Dental Materials Industry:
2-Propenoic acid, 2-methyl-, 10-hydroxydecyl ester is utilized in dental materials to improve the mechanical properties of restorative resins, ensuring better performance and longevity in dental applications.
Used in Chemical Industry:
As a building block in the chemical industry, 2-Propenoic acid, 2-methyl-, 10-hydroxydecyl ester is used for creating high-performance materials that can withstand various conditions and requirements across different sectors.

Synthetic route

1,10-Decanediol (112-47-0) + poly(methacrylic acid) (79-41-4) → 10-hydroxydecyl methacrylate (56927-66-3)

Conditions	Yield
With toluene-4-sulfonic acid at 85℃; for 10h; Temperature;	60%
With silica gel supported sodium hydrogen sulfate; hydroquinone at 80℃; for 0.333333h; Concentration;

1,10-Decanediol (112-47-0) + poly(methacrylic acid) (79-41-4) → 1,10-decamethylene glycol dimethacrylate (6701-13-9) + 10-hydroxydecyl methacrylate (56927-66-3)

Conditions	Yield
With toluene-4-sulfonic acid; 4-methoxy-phenol In hexane for 15h; Reflux;	A n/a B 52%
With 2,6-di-tert-butyl-4-methyl-phenol; toluene-4-sulfonic acid at 85℃; for 4h;

10-hydroxydecyl methacrylate (56927-66-3) + phosphorous acid trimethyl ester (121-45-9) → methacryloyloxydecyl dimethoxy phosphate

Conditions	Yield
With pyridine; carbon tetrabromide at 20℃; for 7h; Time; Cooling with ice; Inert atmosphere;	63.5%

10-hydroxydecyl methacrylate (56927-66-3) → 10-methacryloyloxydecyl dihydrogen phosphate (85590-00-7)

Conditions	Yield
Stage #1: 10-hydroxydecyl methacrylate With triethylamine; trichlorophosphate In tetrahydrofuran at -40℃; for 3h; Stage #2: With water In tetrahydrofuran at -40℃; for 0.25h;
With triethylamine; trichlorophosphate In diethyl ether; water at -40 - 0℃; Inert atmosphere;	64.8 g

10-hydroxydecyl methacrylate (56927-66-3) → 10-(phosphono)oxydecyl methacrylate (255043-14-2)

Conditions	Yield
Stage #1: 10-hydroxydecyl methacrylate With triethylamine; trichlorophosphate In tetrahydrofuran at -4℃; for 3h; Inert atmosphere; Stage #2: With water In tetrahydrofuran for 5h; Inert atmosphere;

Upstream product

• 112-47-0 1,10-Decanediol 
• 79-41-4 poly(methacrylic acid) 
• 53463-68-6 1-bromo-10-decanol 
• 6900-35-2 potassium methacrylate 

Downstream Products

• 85590-00-7 10-methacryloyloxydecyl dihydrogen phosphate 

Relevant academic research and scientific papers

METHOD FOR PRODUCING (METH)ACRYLATE COMPOUND CONTAINING HYDROXYL GROUP AND METHOD FOR PRODUCING (METH)ACRYLATE COMPOUND CONTAINING PHOSPHORIC ACID GROUP

PROBLEM TO BE SOLVED: To provide a method for producing a (meth)acrylate compound containing a hydroxyl group, which, when producing a (meth)acrylate compound containing a hydroxyl group, can suppress formation of by-products. SOLUTION: Provided is a method for producing a (meth)acrylate compound (A) which is a (meth)acrylate compound containing a hydroxyl group, comprising a step of reacting an alcohol compound containing a halogen atom and a (meth)acrylic acid salt to obtain the (meth)acrylate compound (A). SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Design synthesis of dihydrogen phosphate adhesive analogue

The invention relates to a synthetic route of a dihydrogen phosphate adhesive monomer analogue. A preparation method of the dihydrogen phosphate comprises the following steps: preparing 10-hydroxydecyl methacrylate from methacrylic acid and 1,10-decanediol, and synthesizing by using the 10-hydroxydecyl methacrylate and a phosphorylated reagent phosphorus oxychloride. The dihydrogen phosphate adhesive analogue has relatively high reactivity and is used as an oral adhesive material. The preparation method is mild in reaction condition and high in monoester yield.

Oral adhesive methacryloyl decyl dihydro phosphorus acid ester synthetic method

The invention provides a synthetic method of 10-methacryloyloxydecyl dihydrogen phosphate. The method comprises the steps of preparing an intermediate 10-hydroxyldecanoyl methacrylate, preparing 10-methacryloyloxydecyl dimethoxy phosphate, and preparing the above target product. In the monoester synthesis process, a solvent-free reduced pressure distillation technology is adopted for the first time, so the environmental pollution problem caused by the use of an organic solvent is avoided, the cost is reduced, and unreacted raw materials can be recycled; in the phosphorylation process, trimethyl phosphite is adopted as an acylation reagent for the first time, and the reaction is carried out at room temperature under mild conditions, so the energy consumption is reduced, the environmental pollution problem caused by phosphorous oxychloride and other acylating agents is avoided, and the unreacted raw material 10-hydroxyldecanoyl methacrylate can be recycled; and a freeze-drying technology adopted in hydrolysis post-treatment avoids complicated operation of column chromatography and the mass use of an organic solvent, realizes low cost, environmental protection, mild reaction conditions, high product yield reaching 87.0% and high product purity, and is suitable for industrial production.

COLORED COMPOSITION

The present invention is to provide a colored composition having higher heat resistance compared with conventional colored compositions. The present invention further relates to: “a polymer having a monomer unit derived from a monomer which has (i) a cationic rhodamine derivative having, as an counter anion, an anion including an aryl group having an electron-withdrawing substituent and an anion group and (ii) an ethylenically unsaturated bond”, “a monomer which has (i) a cationic rhodamine derivative having, as an counter anion, an anion including an aryl group having an electron-withdrawing substituent and an anion group and (ii) an ethylenically unsaturated bond”, “a colored composition comprising the above-described polymer or the monomer”, and “a colored composition for a color filter comprising the above-described polymer or the monomer”.

SELF-ETCHING DENTAL COMPOSITIONS AND METHODS

The present invention is directed to dental compositions that can be used as adhesives for bonding a dental material to a dental structure surface and/or as a dental restorative material. The dental composition is preferably applied to a dental structure surface under conditions effective to etch the dental structure surface.

Organophosphorus compounds for dental polymerizable compositions

An organic phosphate compound having at least one radically polymerizable double bond, at least one phosphate residue having one or two hydroxyl groups, and at least one hydrocarbon group having 4 or more carbon atoms in a molecule, wherein a 10% by weight methanol solution of the organic phosphate compound has an electric conductivity at 25° C. of 0.5 mS/cm or less, and/or the organic phosphate compound has a light transmittance at 455 nm of 90% or more; a process for preparing the organic phosphate compound; a dental polymerizable composition comprising (a) the organic phosphate compound and (b) a polymerizable monomer capable of copolymerizing with the organic phosphate compound.

(Meth) arcylic ester derivatives

A novel compound useful as a precious metal adhesive component is provided which can exhibit high and durable adhesivity with precious metals, such as gold, silver, platinum, and palladium, and alloys thereof. The compound is a (meth)acrylic ester derivative having a disulfide cyclic group which is represented by the general formula ?I!: STR1 in which R1 represents a hydrogen atom or a methyl group, and R2 represents a C1-C14 alkylene group which may have a substituent.