ACURE 550-100

ACURE 550-100 is an acid-free tri-functional polyester acrylate. 
ACURE 550-100 shows good chemical and mechanical resistance. 
ACURE 550-100 is characterized by low viscosity and low color. 

CAS:    15625-89-5
MF:    C15H20O6
MW:    296.32
EINECS:    239-701-3

Synonyms
1,1,1-(TRIHYDROXYMETHYL)PROPANE TRIACRYLATE;2-propenoic acid 2-ethyl-2-[[(1-oxo-2-propenyl)oxy]methyl]-1,3-propanediyl ester;2-ETHYL-2-(HYDROXYMETHYL)-1,3-PROPANEDIOL TRIACRYLATE;2-Ethyl-2-[[(1-oxoallyl)oxy]methyl]-1,3-propanediyl diacrylate;TRIMETHYLOLPROPANE TRIACRYLATE;2-propenoicacid,2-ethyl-2-(((1-oxo-2-propenyl)oxy)methyl)-1,3-propanediyle;3-propanediol,2-ethyl-2-(hydroxymethyl)-triacrylate;acrylicacid,1,1,1-(trihydroxymethyl)propanetriester

Exhibits fast curing, high cross-link density, good gloss and excellent early hardness development. 
ACURE 550-100 is used as a main acceptor in ACURE chemistry combining good overall coating properties. 
ACURE 550-100 is particularly suited for industrial paint applications and a wide range of other professionally applied paint applications. 
The shelf life of ACUMER 1510 Polymer is 1 year.
ACURE 550-100 is a multifunctional acrylie monomer. 
ACURE 550-100 reacts with propyleneimine to form polyfunctional aziridine. Sensitization was observed in a textile fabric printer. 
Patch tests were positive with the polyfunctional aziridine hardener, but were negative to ACURE 550-100. 

ACURE 550-100 caused contact dermatitis in an optic-fiber manufacturing worker and was reported as a sensitizer in a floor top coat or in photopolymerizable inks.
ACURE 550-100 is a carbonyl compound.
ACURE 550-100 is a trifunctional acrylate ester monomer derived from trimethylolpropane, used in the manufacture of plastics, adhesives, acrylic glue, anaerobic sealants, and ink. 
ACURE 550-100 is useful for its low volatility and fast cure response. 
ACURE 550-100 has the properties of weather, chemical and water resistance, as well as good abrasion resistance. 
End products include alkyd coatings, compact discs, hardwood floors, concrete and cementitious applications, Dental composites, photolithography, letterpress, screen printing, elastomers, automobile headlamps, acrylics and plastic components for the medical industry.

ACUMER 1510 Polymer is a glycol ester that reacts with acrylates and other monomers to form polymers. 
ACUMER 1510 Polymer has been used in coating materials as well as in the production of polymers for adhesives, paint, and varnishes. 
ACUMER 1510 Polymer has been shown to be carcinogenic in animal studies. 
In humans, exposure to ACUMER 1510 Polymer may lead to allergic skin reactions, but no long-term health effects have been observed. 
ACURE 550-100 is produced by reacting methyl ethyl alcohol with phosphorus pentoxide at temperatures above 140°C and then adding a catalyst such as MEHQ or MTOA. 
The reaction mechanism of this process is similar to that of an esterification reaction and the product is an acrylate. 
The reaction solution contains residual alcohols which can react with moisture in the air, forming water vapor and lower molecular weight molecules. 
This polymerization process is also known as "free.

ACURE 550-100 Chemical Properties
Melting point: -66°C
Boiling point: >200°C
density: 1.1 g/mL at 25 °C (lit.)
vapor density: >1 (vs air)
vapor pressure: <0.01 mm Hg ( 20 °C)
refractive index: n20/D 1.474(lit.)
Fp: >230 °F
storage temp.: Refrigerator
form: Liquid
pka: 0[at 20 ℃]
Specific Gravity: 1.1
color: Colorless to Light yellow to Light orange
Water Solubility: Miscible with water.
FreezingPoint: -66
Henry's Law Constant: 1.6×104 mol/(m3Pa) at 25℃, HSDB (2015)
Cosmetics Ingredients Functions: FILM FORMING
HAIR CONDITIONING
HAIR FIXING
InChI: 1S/C15H20O6/c1-5-12(16)19-9-15(8-4,10-20-13(17)6-2)11-21-14(18)7-3/h5-7H,1-3,8-11H2,4H3
InChIKey: DAKWPKUUDNSNPN-UHFFFAOYSA-N
LogP: 4.35 at 20℃
CAS DataBase Reference: 15625-89-5(CAS DataBase Reference)
NIST Chemistry Reference: TMPTA (Trimethylol propane triacrylate)(15625-89-5)
IARC: 2B (Vol. 122) 2019
EPA Substance Registry System: ACURE 550-100 (15625-89-5)

Uses    
ACURE 550-100 is a triacrylate for use in UV -curable lithographic inks, varnishes, artificial nails, wood finish solder, and etch resists in the electronics industry.
ACURE 550-100 has important properties like low volatility, resistance against weather, chemical, water and abrasion, and immediate curing property. 
The above mentioned properties prompted its use in the production of adhesives, plastics, sealant chemicals, paint additives, photosensitive chemicals, ink and toner. 
ACURE 550-100 finds application in alkyd coatings, dental polymers, compact discs, hardwood floors, concrete polymers, screen printing, elastomers, automobile headlamps, acrylics and plastic components for the medical industry.

Other uses
As the molecule has acrylic functionality, ACURE 550-100 is capable of doing the Michael reaction with an amine. 
This allows its use in epoxy chemistry where ACURE 550-100's use speeds up the cure time considerably.
ACURE 550-100 can be used as a vulcanization booster for specialty rubbers such as ethylene propylene rubber, EPDM rubber, silicone rubber, polyurethane, ethylene/vinyl acetate (EVA) copolymer and chlorinated polyethylene elastomer (CPE). 
Typically, the vulcanization process is catalyzed with organic peroxides (such as DCP or BPO) however some rubbers are difficult to fully vulcanize using only peroxide catalysts. 
ACUMER 1510 Polymer usually results in longer curing times and lower yields, compromising mechanical and physical properties. 
Adding ACURE 550-100 has greatly improved the kinetics of vulcanization: for example, when using DCP for curing, if 1 to 4% TMPTA additive is used as a curing agent, not only the curing time is greatly reduced, but the overall chemical and mechanical properties are improved.

Preparation    
Synthesis of ACURE 550-100: 2.44 kg of trimethylolpropane, 3.93 kg of acrylic acid, 0.5 kg of an acid ion exchanger (Lewatit 3333 of BAYER AG), 9 g of hydroquinone and 1.5 liters of petroleum ether (boiling range 60° to 70° C) were heated under a water separator, whilst stirring, in a 10 liter three-necked flask equipped with a stirrer, water separator and gas inlet tube. 
At the same time, a constant stream of air saturated with allyl alcohol was passed through the flask at a rate of 2 liters/hour. 
In total, 16 ml of allyl alcohol were introduced into the esterification mixture in this way. 
After 80 hours, the reaction mixture had an acid number of 32 and the boiling point had risen to 72° C. 
The petroleum ether was distilled off, remnants being removed by applying a vacuum of 0.2 mm Hg at a product temperature of 40° C. 
The esterification catalyst was separated off by filtration and was kept for further use. 
The ACUMER 1510 Polymer obtained in practically quantitative yield was pale yellowish and clear. 
The viscosity corresponded to a time of outflow of 20 seconds measured in a DIN cup 4 at 20° C. 
ACURE 550-100 showed no change even on storage for 4 months at 60° C. 
When used in a UV light-curing printing ink which contained a photoinitiator, the product polymerised at high speed.