Cyclohexyl methacrylate, commonly abbreviated as CHMA (CAS 101-43-9), is a versatile monofunctional ester of methacrylic acid. It is primarily used as a specialty monomer in the synthesis of high-performance acrylic resins and polymers. CHMA is highly valued for its ability to impart high glass transition temperatures ($T_g$), excellent scratch resistance, and superior weatherability to the finished polymer. Its unique alicyclic structure provides a balance of hardness and flexibility, making it a preferred component in coatings, adhesives, and dental materials where clarity and durability are paramount.
Acrylic Resin Monomer
This product is extensively used as a co-monomer to produce acrylic resins that require high hardness, water resistance, and resistance to ultraviolet degradation.
Weather-Resistant Coatings
It is a critical component in automotive and industrial coatings, providing enhanced gloss retention and durability against harsh environmental conditions.
Optical and Dental Materials
CHMA is utilized in the formulation of optical lenses and dental resins due to its excellent transparency, low shrinkage during polymerization, and biocompatibility.
The standard industrial packaging options for Cyclohexyl methacrylate include:
Cyclohexyl methacrylate should be stored in a cool, dry, and well-ventilated warehouse. It is sensitive to light and heat, which may trigger spontaneous polymerization; therefore, it is typically supplied with an inhibitor (such as MEHQ). Keep the containers tightly sealed and store them away from direct sunlight, heat sources, and open flames. It should be kept separate from oxidizing agents and peroxides.
Cyclohexyl 2-methylprop-2-enoate, Methacrylic acid cyclohexyl ester, CHMA, 2-Propenoic acid, 2-methyl-, cyclohexyl ester.
| Property | Value/Description |
|---|---|
| CAS Number | 101-43-9 |
| Molecular Formula | $C_{10}H_{16}O_{2}$ |
| Molecular Weight | 168.23 |
| EINECS Number | 202-943-5 |
| Appearance | Clear colorless liquid |
| Melting Point | -60°C |
| Boiling Point | 210°C |
| Density | 0.964 $g/cm^{3}$ |
| Refractive Index | 1.458 |
| Flash Point | 82°C |
| Test Item | Specification Standard |
|---|---|
| Appearance | Clear colorless liquid |
| Purity (by GC) | ≥ 99.0% |
| Moisture Content | ≤ 0.05% |
| Color (APHA) | ≤ 10 |
| Acidity (as MAA) | ≤ 0.02% |
| Inhibitor (MEHQ) | 50 - 100 ppm |
Methyl Methacrylate (MMA) – CAS 80-62-6
Butyl Methacrylate (BMA) – CAS 97-88-1
Isobornyl Methacrylate (IBOMA) – CAS 7534-94-3
Ethyl Methacrylate (EMA) – CAS 97-63-2
Lauryl Methacrylate (LMA) – CAS 142-90-5
2-Hydroxyethyl Methacrylate (HEMA) – CAS 868-77-9
Glycidyl Methacrylate (GMA) – CAS 106-91-2
Stearyl Methacrylate (SMA) – CAS 32360-05-7
Benzyl Methacrylate – CAS 2495-37-6
Cyclohexyl Acrylate – CAS 3066-71-5
Acrylic Resin Monomer
Q1: Why is CHMA preferred over MMA in certain resin formulations?
A1: CHMA provides better water resistance and lower polymerization shrinkage compared to MMA, along with improved weatherability for outdoor applications.
Q2: Does CHMA affect the glass transition temperature of polymers?
A2: Yes, it significantly increases the $T_g$ of the copolymer, leading to harder and more thermally stable resins.
Q3: Is CHMA compatible with other vinyl monomers?
A3: It is highly compatible with a wide range of acrylates, methacrylates, and styrene monomers for customized copolymer synthesis.
Weather-Resistant Coatings
Q1: How does CHMA improve the gloss of coatings?
A1: Its refractive index and alicyclic structure contribute to high clarity and surface smoothness, which enhances the specular gloss of the coating.
Q2: Is CHMA suitable for automotive topcoats?
A2: Yes, it is frequently used in automotive clearcoats to provide scratch resistance and prevent yellowing over time.
Q3: Does CHMA provide chemical resistance to industrial paints?
A3: The cyclohexyl group provides a hydrophobic barrier that improves the coating's resistance to moisture, alcohols, and dilute acids.
Optical and Dental Materials
Q1: What makes CHMA ideal for dental resin applications?
A1: Its low irritation potential, high transparency, and excellent mechanical strength after curing make it a standard choice for dental restoratives.
Q2: Does CHMA have a high refractive index for optical lenses?
A2: It has a moderate refractive index (approx. 1.458), which, combined with low dispersion, is beneficial for specific optical lens designs.
Q3: How does CHMA behave regarding volume shrinkage?
A3: Compared to smaller methacrylates, CHMA exhibits lower volume shrinkage during polymerization, ensuring better dimensional stability in precision-molded parts.
Cyclohexyl methacrylate, commonly abbreviated as CHMA (CAS 101-43-9), is a versatile monofunctional ester of methacrylic acid. It is primarily used as a specialty monomer in the synthesis of high-performance acrylic resins and polymers. CHMA is highly valued for its ability to impart high glass transition temperatures ($T_g$), excellent scratch resistance, and superior weatherability to the finished polymer. Its unique alicyclic structure provides a balance of hardness and flexibility, making it a preferred component in coatings, adhesives, and dental materials where clarity and durability are paramount.
Acrylic Resin Monomer
This product is extensively used as a co-monomer to produce acrylic resins that require high hardness, water resistance, and resistance to ultraviolet degradation.
Weather-Resistant Coatings
It is a critical component in automotive and industrial coatings, providing enhanced gloss retention and durability against harsh environmental conditions.
Optical and Dental Materials
CHMA is utilized in the formulation of optical lenses and dental resins due to its excellent transparency, low shrinkage during polymerization, and biocompatibility.
The standard industrial packaging options for Cyclohexyl methacrylate include:
Cyclohexyl methacrylate should be stored in a cool, dry, and well-ventilated warehouse. It is sensitive to light and heat, which may trigger spontaneous polymerization; therefore, it is typically supplied with an inhibitor (such as MEHQ). Keep the containers tightly sealed and store them away from direct sunlight, heat sources, and open flames. It should be kept separate from oxidizing agents and peroxides.
Cyclohexyl 2-methylprop-2-enoate, Methacrylic acid cyclohexyl ester, CHMA, 2-Propenoic acid, 2-methyl-, cyclohexyl ester.
| Property | Value/Description |
|---|---|
| CAS Number | 101-43-9 |
| Molecular Formula | $C_{10}H_{16}O_{2}$ |
| Molecular Weight | 168.23 |
| EINECS Number | 202-943-5 |
| Appearance | Clear colorless liquid |
| Melting Point | -60°C |
| Boiling Point | 210°C |
| Density | 0.964 $g/cm^{3}$ |
| Refractive Index | 1.458 |
| Flash Point | 82°C |
| Test Item | Specification Standard |
|---|---|
| Appearance | Clear colorless liquid |
| Purity (by GC) | ≥ 99.0% |
| Moisture Content | ≤ 0.05% |
| Color (APHA) | ≤ 10 |
| Acidity (as MAA) | ≤ 0.02% |
| Inhibitor (MEHQ) | 50 - 100 ppm |
Methyl Methacrylate (MMA) – CAS 80-62-6
Butyl Methacrylate (BMA) – CAS 97-88-1
Isobornyl Methacrylate (IBOMA) – CAS 7534-94-3
Ethyl Methacrylate (EMA) – CAS 97-63-2
Lauryl Methacrylate (LMA) – CAS 142-90-5
2-Hydroxyethyl Methacrylate (HEMA) – CAS 868-77-9
Glycidyl Methacrylate (GMA) – CAS 106-91-2
Stearyl Methacrylate (SMA) – CAS 32360-05-7
Benzyl Methacrylate – CAS 2495-37-6
Cyclohexyl Acrylate – CAS 3066-71-5
Acrylic Resin Monomer
Q1: Why is CHMA preferred over MMA in certain resin formulations?
A1: CHMA provides better water resistance and lower polymerization shrinkage compared to MMA, along with improved weatherability for outdoor applications.
Q2: Does CHMA affect the glass transition temperature of polymers?
A2: Yes, it significantly increases the $T_g$ of the copolymer, leading to harder and more thermally stable resins.
Q3: Is CHMA compatible with other vinyl monomers?
A3: It is highly compatible with a wide range of acrylates, methacrylates, and styrene monomers for customized copolymer synthesis.
Weather-Resistant Coatings
Q1: How does CHMA improve the gloss of coatings?
A1: Its refractive index and alicyclic structure contribute to high clarity and surface smoothness, which enhances the specular gloss of the coating.
Q2: Is CHMA suitable for automotive topcoats?
A2: Yes, it is frequently used in automotive clearcoats to provide scratch resistance and prevent yellowing over time.
Q3: Does CHMA provide chemical resistance to industrial paints?
A3: The cyclohexyl group provides a hydrophobic barrier that improves the coating's resistance to moisture, alcohols, and dilute acids.
Optical and Dental Materials
Q1: What makes CHMA ideal for dental resin applications?
A1: Its low irritation potential, high transparency, and excellent mechanical strength after curing make it a standard choice for dental restoratives.
Q2: Does CHMA have a high refractive index for optical lenses?
A2: It has a moderate refractive index (approx. 1.458), which, combined with low dispersion, is beneficial for specific optical lens designs.
Q3: How does CHMA behave regarding volume shrinkage?
A3: Compared to smaller methacrylates, CHMA exhibits lower volume shrinkage during polymerization, ensuring better dimensional stability in precision-molded parts.