31570-04-4

Basic information

• Product Name: Tris(2,4-ditert-butylphenyl) phosphite
• Synonyms: Phenol,2,4-bis(1,1-dimethylethyl,phosphite(3:1);tri(2,4-Ditertrabutylphenyl)phosphiteester;Tris(2,4-di-tert-butylphenyl)phoshit;PHOSPHOROUS ACID TRIS(2,4-DI-TERT-BUTYLPHENYL) ESTER;PHOSPHORIC ACID-TRIS(2,4-DI-TERT-BUTYLPHENYLESTER);TRIS(2,4-DI-T-BUTYLPHENYL)PHOSPHITE;TRIS(2,4-DI-TERT-BUTYLPHENYL) PHOSPHITE;IRGAFOS 168
• CAS NO: 31570-04-4
• Molecular Formula: C42H63O3P
• Molecular Weight: 646.92
• EINECS: 250-709-6
• Product Categories: Additives for Plastic;Organics;Polymer Additives;Polymer Science;Stabilizers;organophosphorus compound;Polymer Additives;Polymer Science;Achiral Phosphine;Aryl Phosphine
• Mol File: 31570-04-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 181-184 °C(lit.)
• Boiling Point: 594.2 °C at 760 mmHg
• Flash Point: 394 °C
• Appearance: white/Powder
• Density: -0.98
• Vapor Pressure: 0mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: Acetonitrile (Slightly), Chloroform (Sparingly), Ethyl Acetate (Sparingly, Heate
• Sensitive: moisture sensitive
• Stability: Moisture Sensitive
• CAS DataBase Reference: Tris(2,4-ditert-butylphenyl) phosphite(CAS DataBase Reference)
• NIST Chemistry Reference: Tris(2,4-ditert-butylphenyl) phosphite(31570-04-4)
• EPA Substance Registry System: Tris(2,4-ditert-butylphenyl) phosphite(31570-04-4)

Safety Data

• TSCA: Yes
• Hazardous Substances Data: 31570-04-4(Hazardous Substances Data)

Usage

Characterization

Antioxidant 168? is a hydrolytically stable phosphite processing stabilizer. As a secondary antioxidant,Antioxidant 168 reacts during processing with hydroperoxides formed by autoxidation of polymers preventing process induced degradation and extending the performance of primary antioxidants.

Reactions

Precursor to a palladacyclic catalyst for Suzuki, Stille and Heck processes. Ligand for Pd-catalyzed [3+2] intramolecular cycloaddition of alk-5-enylidenecyclopropanes. Ligand for Pt-catalyzed intramolecular silaboration of alkenes. Ligand for Ni-catalyzed aminocarbonylation of aryl halides. Ligand for the Au-catalyzed [4+2] intramolecular cycloaddition of allene-dienes. Rhodium-Catalyzed Allylic Substitution with an Acyl Anion Equivalent.

Applications

The application range of Antioxidant 168 -synergistically combined with other Ciba anti-oxidants - comprises polyolefins and olefin-copolymers such as polyethylene (e.g. HDPE, LLDPE), polypropylene, polybutene and ethylene-vinylacetate copolymers as well as polycarbonates and polyamides. The blends can also be used in polyesters, styrene homo- and copolymers, adhesives and natural and synthetic tackifier resins, elastomers such as BR, SEBS, SBS, and other organic substrates. Antioxidant 168? blends can be used in combination with light stabilizers of the TINUVIN and CHIMASSORB range.

Features/benefits

Antioxidant 168? is an organophosphite of low volatility and is particularly resistant to hydrolysis. It protects polymers which are prone to oxidation, during the processing steps (compounding/ pelletizing, fabrication and recycling) from molecular weight change (e.g. chain scission/crosslinking) and prevents discoloration. Antioxidant 168 performs best when combined with other Ciba antioxidants. Blends of Antioxidant 168 with antioxidants of the IRGANOX range (IRGANOX B-blends) and with Hydroxylamine FS042 are particularly effective. The IRGANOX range antioxidants additionally provide storage stability and give the polymer long term protection against thermo-oxidative degradation. Antioxidant 168 comprised in phenol free systems with other appropriate Ciba stabilizers addresses specific stabilization requirements.

Guidelines for use

Typically 500 - 2000 ppm of Antioxidant 168 combined with appropriate levels of other additives are used for the processing stabilization of polymers. The optimum level is application specific. Extensive performance data of Antioxidant 168 combinations in various organic polymers and applications are available upon request.

Safety

Different sources of media describe the Safety of 31570-04-4 differently. You can refer to the following data:
1. In accordance with good industrial practice, handle with care and prevent contamination of the environment. Avoid dust formation and ignition sources. For more detailed information please refer to the material safety data sheet.
2. Antioxidant 168 is approved for indirect food contact applications.

Description

ANTIOXIDANT 168 is a secondary antioxidant with excellent resistance to extraction by water, low volatility and high heat stability. It can effectively decompose hydroperoxides produced during the processing of polymeric materials. ANTIOXIDANT 168 usually not used alone, is compounded with hindered phenolic primary antioxidants such as 1010 to improve thermostability of polymer during the processing. There are over ten kinds of blends of 168 with phenolic antioxidants, widely use in the polymer materials such as PE, PP, PA, PC, ABS and so on.

Uses

Different sources of media describe the Uses of 31570-04-4 differently. You can refer to the following data:
1. Tris(2,4-tert-butylphenyl) Phosphite is an intermediate in the synthesis of Tris(2,4-di-tert-butylphenyl)phosphate (T884500), a processing stabilizer for polymers.
2. This product is an excellent Antioxidant wnameely applied to polyethylene, polypropylene, polyoxymethylene, ABS resin, PS resin, PVC, engineering plastics, binding agent, rubber, petroleum etc. for product polymerization.

Application

Antioxidant 168 is a kind of phosphite ester antioxidant as processing stabilizer, used for polypropylene, polyethylene, and adhesives. The amount to be used may be 0.1%~1.0% depending on the substrate, processing conditions, and requirements of the end application. Blends with hindered phenols are particularly effective.In addition, they use combination with light stabilizers when need.

General Description

Tris(2,4-di-tert-butylphenyl) phosphite is a triaryl based phosphite that can be used in catalysis and metallation. Its characteristic to undergo metallation reaction and provide a cost effective synthetic processes allows it to be useful in biaryl coupling reactions.

Flammability and Explosibility

Notclassified

Properties and Applications

TEST ITEMS SPECIFICATION APPEARANCE WHITE INCOMPACT POWDER CONTENT 99.0% min MELTING RANGE 183-187 °C VOLATILE 0.3% max SOLUBILITY 2g/20ml TOLUENE CLEAR FREE 2,4-DITERT-BUTYPHENOL 0.2% max (wt) TRANSMITTANCE 98% min 425nm 98% min 500nm ACID VALUE,mg KOH/g 0.3% max HYDROLYSIS TIME (90°C WATER ） 14 h min SOLUBILITY 1% ACETONE 30% TOLUENE 36% CHLOROFORM 4% ETHYL ACETATE 11% n-HEXANE 0.1% ETHANOL 36% DICHLOROETHANE 6% max PHENYLETHYLENE 0.01% max WATER

TEST ITEMS

SPECIFICATION

APPEARANCE

WHITE INCOMPACT POWDER

CONTENT

99.0% min

MELTING RANGE

183-187 °C

SOLUBILITY 2g/20ml TOLUENE

CLEAR

FREE 2,4-DITERT-BUTYPHENOL

0.2% max (wt)

TRANSMITTANCE

98% min 425nm

ACID VALUE,mg KOH/g

0.3% max

HYDROLYSIS TIME (90°C WATER ）

14 h min

SOLUBILITY

1% ACETONE

InChI:InChI=1/C14H21O3P/c1-13(2,3)10-7-8-12(17-18(15)16)11(9-10)14(4,5)6/h7-9H,1-6H3/q-2

Upstream product

• 96-76-4 2,4-di-tert-Butylphenol 
• 98-54-4 para-tert-butylphenol 

Downstream Products

• 617-94-7 1-methyl-1-phenylethyl alcohol 
• 95906-11-9 tris(2,4-di(tert-butyl)phenyl) phosphate 
• 850093-87-7 [HRh(CO)3(tris(2,4-di-tert-butylphenyl)phosphite)] 
• 850093-88-8 [HRh(CO)2(tris(2,4-di-tert-butylphenyl)phosphite)2] 
• 850093-85-5 [Rh(3,5,7-tribromotropolonato)(CO)(tris(2,4-di-tert-butylphenyl)phosphite)]*tris(2,4-di-tert-butylphenyl)phosphite*acetone 
• 852813-38-8 [CoH(CO)3(tris(2,4-di-tert-butylphenyl)phosphite)] 
• 852813-39-9 [Co₂(CO)6(tris(2,4-di-tert-butylphenyl)phosphite)2] 
• 17787-26-7 cis-[PdCl₂(P(OMe)3)2] 
• 609368-10-7 trans-[PdCl₂(P(OC₆H₃-2,4-tBu₂)3)2] 
• 952235-95-9 [Ru(C₅Me₅)(tris(2,4-di-tertbutylphenyl)phosphite)(CH₃CN)2]PF₆ 
• 21532-81-0 2,4-di-tert-butylphenoxyl 
• 1005329-54-3 [Ru(CO)(O₂P(OC₆H₃(C₄H₉)2)2)(OC(CH₃)2)(P(OC₆H₃(C₄H₉)2)2(OC₆H₂(C₄H₉)2))(H₂O)]*C₃H₆O 
• 915299-24-0 tris(2,4-di-tert-butylphenyl)phosphite gold(I) chloride 

Relevant articles and documents

Preparation method of phosphite antioxidant 168

The invention discloses a preparation method of a phosphite antioxidant 168 and belongs to the technical field of antioxidant preparation. The preparation method is as follows: adding excessive 2,4-di-tert-butylphenol and a catalyst into a reaction kettle, adding phosphorus trichloride, and carrying out a synthetic reaction to generate tri(2,4-di-tert-butyl)phosphite; then, adding an anti-hydrolytic agent, then, carrying out filtration, and evaporating the excessive 2,4-di-tert-butylphenol in filtrate to obtain a crude product of tri(2,4-di-tert-butyl)phosphite; and then, crystallizing the crude product, and carrying out centrifuging, washing and drying to obtain a final finished product. By using the preparation method of the phosphite antioxidant 168, the consumption of raw materials isreduced, a reaction solvent is reduced, the reaction time is shortened, and the generation amount of byproducts is low; and a phosphite antioxidant 168 product prepared by using the preparation methodhas the characteristics of high purity (larger than or equal to 99%, low acid value (smaller than or equal to 0.3 mgKOH/g) and good hydrolysis resistance (PH is larger than or equal to 7).

SOLID ALKYLARYL PHOSPHITE COMPOSITIONS AND METHODS FOR MANUFACTURING SAME

The invention is directed to various alkylaryl phosphite compositions that ideally are suitable for use as secondary antioxidants in polymers. In one aspect, the phosphite composition comprises a tris(dialkylaryl)phosphite in an amount from 20 to 93 weight percent; and at least one of: a bis(dialkylaryl)monoalkylaryl phosphite; a bis(monoalkylaryl)dialkylaryl phosphite; and a tris(monoalkylaryl) phosphite. The inventive phosphite composition is a solid at ambient conditions. The invention also relates to alkylate compositions and processes for forming such alkylate compositions and such phosphite compositions.

Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith

Hindered amines substituted on the N-atom with an hydroxy-substituted alkoxy moiety are particularly effective in stabilizing organic polymer compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not otherwise attainable.