STEARYL 3-(4'-HYDROXY-3,5-DI-T-BUTYLPHENYL) PROPIONATE

PRODUCT IDENTIFICATION
CAS NO. 2082-79-3

STEARYL 3-(4'-HYDROXY-3,5-DI-T-BUTYLPHENYL) PROPIONATE

EINECS NO. 218-216-0
FORMULA [(CH3)3C]2C6H2(OH)CH2CH2COO(CH2)17CH3
MOL WT. 530.87
H.S. CODE 2918.29.0030
TOXICITY  
SYNONYMS Octadecyl 3,5-di-tert-butyl-4-hydroxyhydrocinnamate;
3,5-Bis(1,1-dimethylethyl)-4-hydroxybenzenepropanoic acid octadecyl ester; Irganox 1076; Octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate; Antioxidant 1076; Stearyl beta-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate; Other RN: 69093-37-4; 80693-11-4; 109265-64-7; 119764-08-8; 156511-59-0;

SMILES

 c1(cc(cc(c1O)C(C)(C)C)CCC(OCCCCCCCCCCCCCCCCCC)= O)C(C)(C)C

CLASSIFICATION

Antioxidant, Stabilizer, Hindered phenolic

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE White crystalline powder
MELTING POINT 50 - 55 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER Insoluble (6.09E-09 mg/l at 25 C)

SOLVENT SOLUBILITY

 Soluble in almost organic solvents but insoluble in alcohol
AUTOIGNITION  
pKa (Dissociation Constant at 20 C)
log Pow 13.41 (Octanol-water)
VAPOR PRESSURE 3.38E-13 (mmHg at 25 C)
HENRY'S LAW 1.61E-06 (atm-m3/mole at 25 C)
OH RATE 4.32E-11 (cm3/molecule-sec at 25 C Atmospheric )
VAPOR DENSITY  
NFPA RATINGS

 

REFRACTIVE INDEX

  
FLASH POINT  
STABILITY Stable under ordinary conditions

GENERAL DESCRIPTION & EXTERNAL LINKS
Antioxidant is a substance added in small quantities to hydrocarbons which are susceptible to oxidation, such as rubbers, plastics, foods, and oils to inhibit or slow oxidative processes, while being itself oxidized.  Antioxidants work in two different ways. In primary antioxidants (also called free-radical scavengers), antioxidative activity is implemented by the donation of an electron or hydrogen atom to a radical derivative. These antioxidants are usually hindered amines (p-Phenylene diamine, trimethyl dihydroquinolines, alkylated diphenyl amines) or substituted phenolic compounds with one or more bulky functional groups such as a tertiary butyl at 2,6 position commonly. Butylated hydroxytoluene (BHT) is a common example of hindered phenolic antioxidant. The reaction rate, or carbocation stability, in SN1 mechanism is 3° > 2° > 1° > CH3 (no SN1) so, tertiary alkyl moiety exists in lots of phenolic antioxidant compounds. Primary antioxidants are free radical scavengers which combine with peroxy radicals and break autocatalytic cycle. In secondary antioxidants ( also called peroxide decomposers), activity is implemented by the removal of an oxidative catalyst and the consequent prevention of the initiation of oxidation. Examples of peroxide decomposer type of antioxidant are trivalent phosphorous and divalent sulfurcontaining compound such as sulfides, thiodipropionates and organophosphites. Synergistic effect is expected when primary antioxidants are used together with secondary antioxidants as primary antioxidants are not very effective against the degradation by UV oxidation. Sometimes, chelating agents are added to scavenge metal impurities which can initiate decomposition.

http://doc.utwente.nl
....It is important to recognize that different types of inhibitors often function by different mechanisms, and that a given antioxidant may react in more than one way. Thus a material that acts as an antioxidant under one set of conditions may become a pro-oxidant in another situation. The search for possible synergistic combinations of antioxidants can be conducted more logically and efficiently if we seek to combine the effects of different modes of action. Five general modes of oxidation inhibition are commonly recognized:
1. Metal deactivators - Organic compounds capable of forming coordination complexes with metals are known to be useful in inhibiting metal-activated oxidation. These compounds have multiple coordination sites and are capable of forming cyclic structures, which “cage” the pro-oxidant metal ions. EDTA and its various salts are examples of this type of metal chelating compounds.
2. Light absorbers – These chemicals protect from photo-oxidation by absorbing the ultraviolet light energy, which would otherwise initiate oxidation, either by decomposing a peroxide or by sensitizing the oxidizable material to oxygen attack. The absorbed energy must be disposed of by processes, which do not produce activated sites or free radicals. Fillers which impart opacity to the compound (e.g. carbon black, zinc oxide) tend to stabilize rubbers against UV catalyzed oxidation.
3. Peroxide decomposers – These function by reacting with the initiating peroxides to form nonradical products. Presumably mercaptans, thiophenols, and other organic sulfur compounds function in this way.19 It has been suggested that zinc dialkyldithiocarbamates function as peroxide decomposers, thus giving rubber compounds good initial oxidative stability.
4. Free radical chain stoppers – These chemicals interact with chain propagating RO2• radicals to form inactive products.
5. Inhibitor regenerators - These react with intermediates or products formed in the chain-stopping reaction so as to regenerate the original inhibitor or form another product capable of functioning as an antioxidant.
Termination of propagating radicals during the oxidative chain reaction is believed to be the dominant mechanism by which amine and phenolic antioxidants.......

http://www.thefreelibrary.com/
.....CIBA SPECIALTY CHEMICALS Irganox high-molecular-weight hindered phenolics provide long-term oxidative and thermal stability. Irganox 1010 and 1076 have good compatibility with polyolefins and styrenics and are FDA-regulated. Irganox MD-1024 is a metal deactivator and all-purpose antioxidant. Irganox 1035, 1010 and MD-1024 are for wire and cable.
Irganox B-225 and B-215 low-volatility, heat- and hydrolysis-resistant additive blends reportedly offer excellent processing and long-term stability in polyolefins.
New FS systems provide polyethylene fibers and thin-section materials with reportedly exceptional resistance to gas fade, excellent initial color, and a combination of long-term thermal and uv stability, in a phenolic-free stabilizer package. FS 812, a new combination of hindered amine stabilizer, uv absorber and hydroxyl amino processing stabilizer, offers gloss and color retention for molded-in color applications.
Irganox HP products are synergistic combinations of phenolic antioxidants, phosphites, and a new lactone processing stabilizer. The combination results in improved melt flow control, allows for higher temperature processing, and can result in improved overall processing, heat, and long-term stability of the polymer.
New Irganox XP processing stabilizers are combinations of the new lactone processing stabilizer, high-performance phosphites and phenolic antioxidant. Irganox XP combines superior compatibility and solubility with outstanding processing stability and color control.
Irganox E, a vitamin E antioxidant for use in food and medical packaging offers superior melt flow and color control, low migration, and superior extraction resistance......
SALES SPECIFICATION

APPEARANCE

 White crystalline powder

ASSAY

97.0% min

SET POINT

 50 C min

VOLATILE MATTER

0.5% max (at 100 C for 2 hrs)

ACID VALUE

0.1 max (mg KOH/kg)

OH VALUE 10.0 max (mg KOH/kg)

ASH CONTENT

0.1% max

TRANSPORTATION
PACKING  
HAZARD CLASS

Not regulated

UN NO.

 

OTHER INFORMATION
Hazard Symbols: XI, Risk Phrases: 36/37/38, Safety Phrases: 26-37/39