781637-36-3

Usage

Uses

Used in Coatings, Adhesives, Sealants, and Elastomers:
2-Propenoic acid, 2-methyl-, 3,5-bis[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]cyclohexyl ester is used as a key component in the production of coatings, adhesives, sealants, and elastomers. Its unique chemical structure provides enhanced properties such as adhesion, flexibility, and durability, making it suitable for various applications in the manufacturing and construction industries.
Used in Agricultural and Industrial Chemicals:
2-Propenoic acid, 2-methyl-,
3,5-bis[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]cyclohexyl ester is also employed in the formulation of agricultural and industrial chemicals. Its properties contribute to the effectiveness and performance of these chemicals, making it a valuable ingredient in various formulations.
Used as a Chemical Intermediate:
2-Propenoic acid, 2-methyl-, 3,5-bis[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]cyclohexyl ester serves as a chemical intermediate in the synthesis of various organic compounds. Its unique functional groups and reactivity make it a useful building block for the development of new and innovative chemical products.

Synthetic route

poly(methacrylic acid) (79-41-4) + 3,5-HFA-CHOH (669768-29-0) → 3,5-bis(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)cyclohexyl methacrylate (781637-36-3)

Conditions	Yield
With methanesulfonic acid In toluene at 130℃; for 3.5h;

3,5-bis(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)cyclohexyl methacrylate (781637-36-3) + di-tert-butyl dicarbonate (24424-99-5) → C26H32F12O8 (1181818-33-6)

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 70℃; Reflux;	80%

1-ethylcyclopentyl methacrylate + 3-hydroxy-1-adamantyl methacrylate (115372-36-6) + ethyl 2-hydroxypropionate (97-64-3, 2676-33-7) + diphenylether (101-84-8) + propylene glycol methyl ether acetate (108-65-6) + 3,5-bis(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)cyclohexyl methacrylate (781637-36-3) + 4-diacetoxyiodobiphenyl + alpha-(gamma-butyrolactone) methacrylate + 2-isopropyl-2-adamantyl methacrylate (297156-50-4) + gamma-butyrolactone methacrylate + potassium nonaflate (29420-49-3) → Biphenyl-4-yl(4-phenoxyphenyl)iodonium 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate

Conditions	Yield
With toluene-4-sulfonic acid In methanol; dichloromethane; water; acetonitrile

...Expand

2-methyl-2-adamantyl methacrylate (177080-67-0) + 2,2'-azobis-(2,4-dimethylvaleronitrile) (4419-11-8) + 3,5-bis(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)cyclohexyl methacrylate (781637-36-3) + alpha-(gammabutyrolactone)methacrylate + (t-butylphenyl)(phenyl)iodonium 1,1-difluoro-2-(methacryloyloxy)ethane-1-sulfonate + triphenylsulfonium 2,3,5,6-tetrafluoro-4-(methacryloyloxy)benzene sulfonate → methyltertbutyl ether (67000-01-5)

Conditions	Yield
In tetrahydrofuran; acetonitrile	39.6 g (54%)

3,5-bis(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)cyclohexyl methacrylate (781637-36-3) → C14H11F14O7S(1-)*C12H10I(1+)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydroxide; water / 1,4-dioxane / 36.5 h / 23 - 90 °C 2.1: chlorobenzene / 0.5 h / 23 °C 2.2: 3 h / 130 °C / Molecular sieve View Scheme

3,5-bis(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)cyclohexyl methacrylate (781637-36-3) → C14H11F14O7S(1-)*C12H15OS(1+)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydroxide; water / 1,4-dioxane / 36.5 h / 23 - 90 °C 2.1: chlorobenzene / 0.5 h / 23 °C 2.2: 3 h / 130 °C / Molecular sieve View Scheme

3,5-bis(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)cyclohexyl methacrylate (781637-36-3) → C14H13ClF12O4

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide; water / 1,4-dioxane / 36.5 h / 23 - 90 °C 2: pyridine / tetrahydrofuran / 4 h / 40 °C View Scheme

3,5-bis(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)cyclohexyl methacrylate (781637-36-3) → C16H13F14O9S(1-)*C18H15S(1+)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydroxide; water / 1,4-dioxane / 36.5 h / 23 - 90 °C 2.1: pyridine / tetrahydrofuran / 4 h / 40 °C 3.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1.5 h / 23 - 40 °C 3.2: 7 h / 40 °C View Scheme

3,5-bis(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)cyclohexyl methacrylate (781637-36-3) → 3,5-HFA-CHOH (669768-29-0)

Conditions	Yield
With water; sodium hydroxide In 1,4-dioxane at 23 - 90℃; for 36.5h;

3,5-bis(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)cyclohexyl methacrylate (781637-36-3) → C14H11F14O7S(1-)*C18H15S(1+)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydroxide; water / 1,4-dioxane / 36.5 h / 23 - 90 °C 2.1: chlorobenzene / 0.5 h / 23 °C 2.2: 3 h / 130 °C / Molecular sieve View Scheme

3,5-bis(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)cyclohexyl methacrylate (781637-36-3) → C14H11F14O7S(1-)*C21H21S(1+)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydroxide; water / 1,4-dioxane / 36.5 h / 23 - 90 °C 2.1: chlorobenzene / 0.5 h / 23 °C 2.2: 3 h / 130 °C / Molecular sieve View Scheme

Upstream product

• 79-41-4 poly(methacrylic acid) 
• 669768-29-0 3,5-HFA-CHOH 

Downstream Products

• 669768-29-0 3,5-HFA-CHOH 
• 1181818-33-6 C₂₆H₃₂F₁₂O₈ 

Relevant academic research and scientific papers

Polymerizable Fluorine-Containing Compound

A polymerizable fluorine-containing compound represented by formula (1), wherein R1 represents a polymerizable double-bond containing group, R2 represents an acid-labile protecting group, R3 represents a fluorine atom or fluorine-containing alkyl group, and W represents a bivalent linking group. This compound can provide a fluorine-containing polymer compound that has a weight-average molecular weight of 1,000-1,000,000 and contains a repeating unit represented by formula (2), wherein R2, R3 and W are defined as above, each of R4, R5 and R6 independently represents a hydrogen atom, fluorine atom or monovalent organic group, at least two of R4, R5 and R6 may be combined to form a ring. This polymer compound can provide a resist composition capable of forming a pattern that is transparent to exposure light and superior in rectangularity.