NEOPENTYLGLYCOL
NEOPENTYLGLYCOL
Neopentyl glycol = Neopentylglycol = Neopentanediol = Neopentylene glycol = Dimethyltrimethylene glycol = 2,2-Dimethylpropane-1,3-diol = NPG =1,3-Dihydroxy-2,2-dimethylpropane
Neopentylglycol (NPG) is a polyalcohol offering superior performance advantages in many end-use applications due to its high chemical and thermal stability.
Neopentyl Glycol can be used as an intermediate for both plasticizers and for synthetic lubricants.
In most polyester resin formulations, Neopentylglycol is used as the sole glycol component.
Neopentylglycol offers excellent thermal stability, weathering, and stain resistance.
CAS No.: 126-30-7
EC Number: 204-781-0
Mol. formula: C5H12O2
NEOPENTYL GLYCOL
2,2-Dimethyl-1,3-propanediol
2,2-Dimethylpropane-1,3-diol
1,3-Dihydroxy-2,2-dimethylpropane
CAS #: 126-30-7
EC Number: 204-781-0
neopentanediol
neopentyl glycol
neopentylglycol
NPG
NPG glycol
INDUSTRIES OF APPLICATIONS:
Coatings
Lubricants
Polyurethanes
Adhesives
UPAC: 2,2-Dimethyl-1,3-Propanediol
Main Applications: Alkyd resin paint, polyester resin, powdered paint
NPG applications
Use %
Coatings 42.0
Automotive parts/insulation 10.5
Construction insulation 9.5
Furniture/footwear 6.3
Plasticisers 5.3
Electronic products 5.2
Automotive/construction 4.2
/adhesives
Lubricants 3.2
Fibres 2.1
Pharmaceuticals 2.1
Neopentyl glycol (NPG; 2,2-dimethylpropane-1,3-diol) is an industrially important and versatile diol, mainly employed as a building block for polyesters and polyurethanes.
Neopentylene glycol imparts desirable properties to its derivatives, including low color, good weathering and chemical resistance, and high thermal and hydrolytic stability.
Neopentylene glycol is a crystalline solid at room temperature that is highly reactive and colorless to white in color.
Neopentylene glycol has good solubility in water, alcohols, ethers, ketones and toluene.
As a typical glycol, Neopentylene glycol can undergo reactions such as esterification, etherification, condensation and oxidation
Neopentylglycol is the industry standard glycol component in high-quality polyester resins for industrial coatings and fiberglass-reinforced plastics applications.
Most polyester resin formulations contain Neopentylglycol as the sole glycol component, or it is used in conjunction with a modifying glycol to achieve desired properties.
Neopentylglycol and Purified Terephthalic Acid are the primary components for polyester powder coating resins.
Neopentylglycol delivers the overall toughness, stain and detergent resistance, and outdoor weathering performance required of coil coatings for appliances and products for exterior applications.
Gel coats containing unsaturated polyesters made from Neopentylglycol and Purified Isophthalic Acid provide excellent weatherability and water and stain resistance.
Neopentylglycol is also used in polyester polyols for polyurethane coatings for the automotive, industrial maintenance, transportation, and aerospace markets.
In the United States, neopentyl glycol may be lawfully used as a reactant for coatings and other products intended for use in contact with foods under specific federal food additive regulations.
Neopentanediol is a unique polyalcohol that has proven itself in many applications, especially in the production of polyester and alkyd resins for various coatings and plastics due to its high chemical and thermal stability.
Neopentanediol is used for Powder coatings for the construction industry
An essential field of Neopentanediol application is powder coatings, which prove particularly successful in the construction industry as well as in the coating of household appliances.
Neopentylglycol is available in three forms:
Platelets in bags that exhibit excellent caking stability on storage.
Bulk molten shipped in tank trucks that require a heated tank for storage.
Neopentylglycol, a liquid at or above 38°C containing 90 parts NPG and 10 parts water, is delivered in bulk and can be stored at a much lower temperature than molten NPG.
Applications/uses
Adhesives/sealants-B&C
Architectural coatings
Auto OEM
Auto refinish
Automotive
Building materials
Coil coatings
Construction chemicals
Equipment & machinery
Inks
Intermediates
Lubricants
Paints & coatings
Polycarbonate
Polymer modification
Process additives
Protective coatings
Textile
Wind energy
Key attributes
Excellent thermal stability for low resin color
Excellent weathering
Good chemical and stain resistance
Good chemical, stain, and humidity resistance
Good hardness/flexibility balance
Ideal glass transition temperature range
Outstanding powder flow and fluidization characteristics
Outstanding weathering
Rapid reactivity during esterification and cure
Adhesives and Sealants
Neopentylglycol is used as a building block for the production of polyurethane adhesive resins (polyester polyol and polycarbonate diol) providing flexibility and adhesion.
Coatings
Neopentylglycol (NPG), or 2, 2-dimethyl-1,3-propanediol, is mainly used as a building block for coating resins such as saturated polyesters (major application in powder coatings), alkyds (e.g. coating metal furniture and fixtures), unsaturated polyesters (e.g. artificial marble and gelcoat for boats), and finally for the production of polyurethane resins (polyester polyol and polycarbonate diol).
Neopentylglycol provides high hydrolytic stability, high UV stability (UVA/UVB), weatherability, adhesion and a good balance between hardness and flexibility.
Others
Neopentylglycol is utilised in the production of polyester lubricants and plasticizers
Lubricants :
Neopentyl Glycol Ester is a fatty ester, which exhibits low viscosity and high thermal stability.
Functions: Neopentyl Glycol Ester
Product Applications: Grinding oils, Semi-synthetics, Soluble oils, Synthetics
Product Classes: Lubricants, Metalworking & Grease, Lubricity Additive
Uses
Neopentyl glycol is used primarily in base resins for coatings.
Important uses of Neopentyl glycol are also found in hydraulic fluids, synthetic lubricant oils, greases, metal-working fluids and aircraft engine lubricants.
Other applications of Neopentyl glycol include textiles, pharmaceuticals, pesticides, plasticisers and petroleum
Neopentyl glycol (NPG, IUPAC name 2,2-dimethyl-1,3-propanediol) is an important industrial intermediate used in the synthesis of polyesters, especially resins for airplane or boat manufacturing. The neopentyl structure provides excellent resistance to light, heat, and hydrolysis. NPG is also being used in a variety of formulations in varnish coatings, synthetic lubricants, and plasticizers.
Neo pentyl glycol (IUPAC name 2,2-dimethyl-1,3-propanediol) is an organic chemical compound. It is used in the synthesis of polyesters, paints, lubricants, and plasticizers. When used in the manufacture of polyesters, it enhances the stability of the product towards heat, light, and water. By esterification reaction with fatty or carboxylic acids, synthetic lubricating esters with reduced potential for oxidation or hydrolysis, compared to natural esters, can be produced.
Technology
There are two main routes to Neopentyl glycol using isobutyraldehyde and formaldehyde.
In one, the raw materials react with a strongly alkaline catalyst to form Neopentyl glycol.
But, large amounts of formate salts are formed as byproduct and the process is only economically viable when a profitable use is found for the formate.
In a second and more common process, the aldolisation reaction is carried out in the presence of an amine catalyst.
This is further hydrogenated in the presence of a catalyst and the molten Neopentyl glycol is solidified by means of a flaking roll, or a crystallising or cooling belt.
Health and safety
Neopentyl glycol is a white, crystalline solid with a mint-like odour.
Finely dispersed particles form explosive mixtures in air and it reacts violently with oxidants.
Neopentyl glycol, also known as Dimethylolpropan, is a hydroscopic crystalline organic chemical compound, colorless-to-white in color. Neopentyl glycol is industrially synthesized by the aldol reaction of formaldehyde and isobutyraldehyde, which results in formation of intermediate hydroxypivaldehyde. This can be converted to neopentyl glycol through catalytic hydrogenation of aldehyde group to an alcohol group.
The major driver for global neopentyl glycol market is the increasing use of neopentyl glycol as a base resin for coatings, hydraulic fuels, greases, and aircraft engine lubricant. Resistance to oxidation, non-polar chemical nature, and enhanced stability towards heat, light, and water are some of the superior properties it possess.
Neopentyl glycol is soluble in water, benzene, chloroform, ethanol, and diethyl ether. Furthermore, its demand is increasing due to its growing use as a chemical intermediate for the synthesis of resins, polyester, alkyd resins, paints, synthetic lubricants, adhesives, and others. It is also used as a base product for plasticizers, pharmaceuticals, pesticides, fragrances, fabric softeners, vibration dampers, and others.
The global neopentyl glycol market is expected to witness a substantial growth due to the increasing penetration of nepentyl glycol in paints and coatings, which is complementary to various end-use industries such as automotive, aerospace, ship building, construction, among others. Heavy investments in infrastructure projects in emerging countries and the new product development in pharmaceuticals and personal care products are likely to offer substantial opportunities to neopentyl glycol
Neopentyl glycol (IUPAC name: 2,2-dimethylpropane-1,3-diol) is an organic chemical compound.
Neopentyl glycol is used in the synthesis of polyesters, paints, lubricants, and plasticizers.
When used in the manufacture of polyesters, Neopentyl glycol enhances the stability of the product towards heat, light, and water.
By esterification reaction with fatty or carboxylic acids, synthetic lubricating esters with reduced potential for oxidation or hydrolysis, compared to natural esters, can be produced.
Reactions
Neopentyl glycol is synthesized industrially by the aldol reaction of formaldehyde and isobutyraldehyde.
This creates the intermediate hydroxypivaldehyde, which can be converted to neopentyl glycol with either excess formaldehyde or by palladium on carbon hydrogenation.
Neopentyl glycol has two primary hydroxyl groups. Neopentyl glycol is a white material in flakes.
Neopentyl glycol is used in saturated polyesters for powder coatings, coil coatings and other stoving enamels, unsaturated polyesters for gel coats and reinforced plastics and in esters for synthetic lubricants.
Neopentyl glycol is a propane-1,3-diol carrying two methyl groups at position 2.
ChEBI
2,2-dimethylpropane-1,3-diol is a white crystalline solid. Melting point 130°C.
Neopentyl glycol is used as a protecting group for ketones, for example in gestodene synthesis.
A condensation reaction of neopentyl glycol with 2,6-di-tert-butylphenol gives CGP-7930.
Organoboronic acid esters of neopentyl glycol are useful in the Suzuki reaction
Research
It has been reported that plastic crystals of neopentyl glycol exhibit a colossal barocaloric effect (CBCEs), which is a cooling effect caused by pressure-induced phase transitions.
The obtained entropy changes are about 389 joules per kilogram per kelvin near room temperature.
This CBCE phenomenon is likely to be very useful in future solid-state refrigeration technologies.
Preferred IUPAC name: 2,2-Dimethylpropane-1,3-diol
Other names: 2,2-Dimethyl-1,3-propanediol
CAS Number: 126-30-7
Properties
Chemical formula: C5H12O2
Molar mass: 104.148 g/mol
Melting point: 129.13 °C (264.43 °F; 402.28 K)
Boiling point: 208 °C (406 °F; 481 K)
Solubility in water: good
Solubility: soluble in benzene, chloroform, very soluble in ethanol, diethyl ether
Formula: C5H12O2 / (CH3)2C(CH2OH)2
Density: 1.1 g/cm³
Solubility in water, g/100ml at 20°C: 83
Vapour pressure, Pa at 20°C: 30
Relative vapour density (air = 1): 3.6
Relative density of the vapour/air-mixture at 20°C (air = 1): 1.0
Flash point: 107°C
Auto-ignition temperature: 388°C
Explosive limits, vol% in air: 1.1-11.4
Octanol/water partition coefficient as log Pow: -0.84
Thermochemistry
Std enthalpy of formation (ΔfH⦵298): -551.2 kJ•mol−1
Flash point: 129 °C (264 °F; 402 K)
Application: Powder Coatings Resins
Neopentyl glycol
2,2-Dimethylpropane-1,3-diol
126-30-7
2,2-DIMETHYL-1,3-PROPANEDIOL
Dimethylolpropane
1,3-Propanediol, 2,2-dimethyl-
Neopentanediol
Neopentylglycol
Neopentylene glycol
Neol
Hydroxypivalyl alcohol
Dimethyltrimethylene glycol
NPG Glycol
2,2-Dimethyltrimethylene glycol
UNII-QI80HXD6S5
NSC 55836
MFCD00004685
QI80HXD6S5
2,3 propanediol
1,3-Dihydroxy-2,2-dimethylpropane
2,2-Dimethyl-1,3-propanediol, 99%
DSSTox_CID_7036
DSSTox_RID_78285
DSSTox_GSID_27036
WLN: Q1X1 & 1 & 1Q
CAS-126-30-7
CCRIS 3273
2,2-Dimethyl-1,3 propanediol
EINECS 204-781-0
Propanediol, 2,2-dimethyl-, 1,3-
BRN 0605291
2,2-Bis(hydroxymethyl)propane
AI3-05739
2,2-dimethylolpropane
ACMC-1C2GC
EC 204-781-0
SCHEMBL19621
CBDivE_004836
4-01-00-02551 (Beilstein Handbook Reference)
2,2-dimethyl-1,3-propandiol
2,2-dimethylpropan-1,3-diol
2,2-dimethyl 1,3-propanediol
2.2-dimethyl-1,3-propanediol
2,3-Dimethyl-1,3-propanediol
CHEMBL3184801
DTXSID8027036
HSDB 8424
2,2-dimethyl -1,3-propanediol
2,2-dimethyl-1,3-propane diol
2,2-dimethyl-propane-1,3-diol
NSC6366
CHEBI:143768
ZINC388175
AMY25552
NSC-6366
NSC55836
2,2-Dihydroxy-2,2-dimethylpropane
2,2-Dimethyl-1,3-dihydroxypropane
NPG (Neopentyl Glycol)
Key Applications
Polyester coatings; gel coatings; synthetic marble; polyurethane coatings; synthetic lubricants
Product Description
NPG (Neopentyl Glycol) can be used as an intermediate for both plasticizers and for synthetic lubricants.
In most polyester resin formulations, NPG (Neopentyl Glycol) is used as the sole glycol component. NPG (Neopentyl Glycol) offers excellent thermal stability, weathering, and stain resistance.
Other names: 1,3-Propanediol, 2,2-dimethyl-; Dimethylolpropane; Neopentanediol; Neopentylene glycol; 2,2-Dimethyl-1,3-propanediol; Dimethyltrimethylene glycol; Hydroxypivalyl alcohol; NPG; Neol; 1,3-Dihydroxy-2,2-dimethylpropane; 2,2-Dimethyl-1,3-dihydroxypropane; 2,2-Dimethylpropane-1,3-diol; NPG Glycol; 2,2-Dimethyltrimethylene glycol; NSC 55836
Global paints & coatings industry is accelerating at a fast pace owing to the escalating demand from automotive, transportation, and building & construction sectors. Housing subsidies along with socio-economic development by the regional governments will also positively impact the product demand.
Increasing necessity for advanced adhesives & sealants with easy usability and low VOC content will further promulgate the overall neopentyl glycol market development.
Shifting trends in the preparation of chemicals using organic compounds along with the adoption of advanced industrial synthesis, such as green catalytic process, are among the major factors stimulating the raw material supply dynamics. Stringent government regulations concerning VOC emissions will also support the neopentyl glycol business operations. The organic nature of the product will further help in the production of organic chemicals used in agrochemicals, skincare, and pharmaceutical application industries.
Neopentyl Glycol Market, By Type
Neopentyl glycol sales from flakes generated over USD 900 million in 2018 and expected to hold a significant industry share. Key benefits including ease of handling during storage, enhanced usability, and low maintenance in terms of transportation and application have enhanced the demand neopentyl glycol flake demand across the resins & coatings industry. Increasing product adoption rate in saturated polyesters for coil coatings, powder coatings & stoving enamels fueling neopentyl glycol market growth.
Neopentyl glycol slurry market is set to witness over 6.5% CAGR up to 2025. The market will witness a substantial growth due to neopentyl glycol’s unique structure and high thermal stability, making it an attractive option for a wide variety of applications including fibreglass reinforced resins, alkyd coating resins, polyester polyols plasticizer, powder coating resins, etc. High crystalline and weatherability assistance of the product are among the key factors supporting the market demand.
Automotive parts/insulation hold over 18% of the market share in the neopentyl glycol market in 2018.
Neopentyl glycol is widely used in insulation and coatings application owing to its high chemical and thermal stability.
Growing necessity for insulation in automotive to reduce the heat-related issues with the engine will boost the neopentyl glycol application in automotive sector.
Applicability of neopentyl glycol enables high performance standards including greater thermal stability, fire safety and mechanical stability of the end-use product.
Electronics products by the application are expected to register 8% gains in the forecast period. Increasing demand for decorative colour and coating styles in electronic appliances like refrigerators, television sets, DVD players and washing machines will provide strong business outlook for industry participants.
Factors such as aesthetic appearance and protection against any damage during its everyday usage will foster product demand.
Neopentyl glycol is used mainly for the production of saturated/unsaturated polyester resin, oil-free alkyd resin, polyester polyol and used synthetic lubricant esters, polyurethane foam plastics and elastomers plasticizer, senior lubricating oil additives and other fine chemicals.
Neopentylene glycol joins to polyester resin molecular chain, make the resin with excellent chemical stability, hydrolysis resistance, weather resistance, corrosion resistance, aging resistance and thermal stability, these performance is particularly important in the high-grade paint, neopentyl glycol applies and develops remarkably in the field of powder coating.
In addition, neopentyl glycol has been applied in the pharmaceutical industry.
At the same time, neopentyl glycol is a good solvent, it can be used for aromatic and naphthenic base for the separation of hydrocarbons.
Neopentyl Glycol, NPG (2, 2-dimethylpropane-1, 3-diol) is the standard diol for high performance coating resins.
The polyesters synthesized by NPG with saturated or unsaturated di-acids offer a great ingredient for paints, lubricants, plasticizers and fiberglass-reinforced plastics applications. NPG enhances stability toward heat, light, and water.
Neopentylglycol achieves high performance of resins due to its resistance to oxidation, its non-polar chemical nature, and steric retardation of hydrolysis.
Most polyester resin formulations contain Neopentylglycol as the sole glycol component, or feature neopentyl glycol in conjunction with a modifying glycol to achieve the desired properties.
Neopentylglycol is a white crystalline solid with a melting point of 127⁰C.
This solid flake form has a tendency to fuse together and form a block, becoming difficult to separate, transfer, and handle.
There are several forms of Neopentylglycol available for selection, depending on conditions specified for manufacturing and application:
Molten Neopentylglycol,transported at high temperature, ships in heated tank trucks.
For molten Neopentylglycol to arrive at the plant intact it is necessary for the heated storage tank to maintain a temperature at or above 140⁰C.
A slurry / suspension form of NPG in water (90% NPG by weight) is a liquid at or above 38°C.
This form of Neopentylglycol ships in bulk at temperatures ranging from 50 – 70⁰C, enabling storage at a much lower temperature than molten NPG, at around 55 – 60⁰C.
The flake form of Neopentylene glycol arrives in bags with the potential to agglomerate on storage.
Neopentylglycol has a combination of great properties but is rather complicated to handle; thus, we are continuously searching for a way to make handling easier.
In contrast, it is found that MPO(2-methyl-1, 3-propanediol) has an equivalent resistance against UV light combined with humidity.
Conventional wisdom previously held that the degradation process through oxidation occurred via UV-initiated radical chain propagation.
Instead of a cleaving C-C bond, we have found that the liability of related C-H bond impacts the propagation rate and ultimately the rate of damage to a polymer film.
A FMOC analysis indicated the C-H bond next to the ester links are the most vulnerable to oxidation attack.
This theory offers only a minor difference between Neopentylglycol and MPO in weatherability, confirmed by accelerated aging tests.
Neopentyl glycol (IUPAC name: 2,2-dimethylpropane-1,3-diol) is an organic chemical compound. It is used in the synthesis of polyesters, paints, lubricants, and plasticizers. When used in the manufacture of polyesters, it enhances the stability of the product towards heat, light, and water. By esterification reaction with fatty or carboxylic acids, synthetic lubricating esters with reduced potential for oxidation or hydrolysis, compared to natural esters, can be produced.
Reactions
Neopentyl glycol is synthesized industrially by the aldol reaction of formaldehyde and isobutyraldehyde. This creates the intermediate hydroxypivaldehyde, which can be converted to neopentyl glycol with either excess formaldehyde or by palladium on carbon hydrogenation. [2]
It is used as a protecting group for ketones, for example in gestodene synthesis.
A condensation reaction of neopentyl glycol with 2,6-di-tert-butylphenol gives CGP-7930.
Organoboronic acid esters of neopentyl glycol are useful in the Suzuki reaction[3]
Research
It has been reported that plastic crystals of neopentyl glycol exhibit a colossal barocaloric effect (CBCEs), which is a cooling effect caused by pressure-induced phase transitions. The obtained entropy changes are about 389 joules per kilogram per kelvin near room temperature. This CBCE phenomenon is likely to be very useful in future solid-state refrigeration technologies.[4]
Neopenthylglycol is a white cristalline solid. It easily dissolves in room temperature in water, alcohols, glycol esters, ketones and esters. Despite a high reactivity it is termically stabile. It is an irritant.
Application
Neopenthylglycol is used in producing polyester and alkyd resins for paints and varnishes, plastifiers, foam polyurethanes, pharmaceuticals, pesticides, aromatic substances, photographic materials and as a disperger of titan dioxide. Neopenthylglycol is used in producing gel coatings.
Storage and transport
Neopenthylglycol is packed in 25-kg polyethylene bags. Other packaging types and sizes can also be used which will ensure the quality of the product to be preserved and the handling safety thereof.
The product should be stored in covered and dry places, in tightly sealed bags.
Neopenthylglycol is not considered a hazardous material according to RID/ADR.
Regulatory process names
1,3-Propanediol, 2,2-dimethyl-
2,2-Dimethyl-1,3-propanediol
2,2-dimethyl-1,3-propanediol
2,2-dimethylpropane-1,3-diol
EC Inventory
2,2-dimethylpropane-1,3-diol
2,2-Dimethyltrimethylene glycol
Dimethylolpropane
Dimethyltrimethylene glycol
Hydroxypivalyl alcohol
Neol
Neopentanediol
Neopentyl glycol
Neopentylene glycol
NPG
CAS names
1,3-Propanediol, 2,2-dimethyl-
IUPAC names
1,3-Propanediol, 2,2-dimethyl-
2,2-Dimethyl-1,3-propanediol
2,2-dimethyl-1,3-Propanediol
2,2-dimethyl-1,3-propanediol
2,2-dimethylpropan-1,3-diol
2,2-Dimethylpropane-1,3-diol
2,2-dimethylpropane-1,3-diol
2,2-dimethylpropane-1,3-diol
2,2-dimethylpropane-1,3-diol (neopentyl glycol)
Trade names
1,3-Dihydroxy-2,2-dimethylpropane
1,3-Propanediol, 2,2-dimethyl- (6CI, 7CI, 8CI, 9CI)
2,2-Dimethyl-1,3-dihydroxypropane
2,2-Dimethyl-1,3-propanediol
2,2-Dimethyltrimethylene glycol
Dimethylolpropane
Fomrez Series
Hydroxypivalyl alcohol
Neo Pentyl glycol
Neopentanediol
Neopentil Glicole
Neopentyl glycol
Neopentylene glycol
Neopentylglykol
NPG
VIBRATHANE Series
Witcobond Series
neopentylglycol