1709-70-2

Basic information

• Product Name: 1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene
• Synonyms: 1,3,5-trimethyl-2,4,6-tris(3,5-di-t-butyl-4-hydroxybenzyl)-benzen;1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hy;1-dimethylethyl)-bis(;4,4’,4’’-[(2,4,6-trimethyl-1,3,5-benzenetriyl)tris(methylene)]tris[2,6-bis(1,1-dimethylethyl)-Phenol;4,4’,4’’-[(2,4,6-trimethyl-1,3,5-benzenetriyl)tris(methylene)]tris[2,6-pheno;ahydol;ao-40;ethanox330
• CAS NO: 1709-70-2
• Molecular Formula: C₅₄H₇₈O₃
• Molecular Weight: 775.2
• EINECS: 216-971-0
• Product Categories: Industrial/Fine Chemicals;Organics;Polymer Additives;Polymer Science;Stabilizers
• Mol File: 1709-70-2.mol

Chemical Properties

• Melting Point: 248-250 °C(lit.)
• Boiling Point: 739.54°C (rough estimate)
• Flash Point: 321℃
• Appearance: White crystalline powder
• Density: 0.8883 (rough estimate)
• Vapor Pressure: 5.02E-22mmHg at 25°C
• Refractive Index: 1.5800 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Very Slightly, Heated, Sonicated)
• PKA: 11.91±0.40(Predicted)
• Water Solubility: 8.09μg/L at 20℃
• CAS DataBase Reference: 1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene(1709-70-2)
• EPA Substance Registry System: 1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene(1709-70-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 1
• RTECS: DC3750000
• Hazardous Substances Data: 1709-70-2(Hazardous Substances Data)

Usage

Characterization

Antioxidant 1330 – a sterically hindered phenolic antioxidant – is as highly effective stabilizer for organic substrates such as polymers, synthetic fibers, elastomers, adhesives, waxes, oils and fats. It protects these substrates against thermo-oxidative degradation.

Applications

Antioxidant 1330 is used in polyolefins e.g. polyethylene, polypropylene, polybutene for the stabilization of pipes, molded articles, wires and cables, dielectric films, etc.. Furthermore, it is applied in other polymers such as engineering plastics like linear polyesters, polyamides, and styrene homoand copolymers. It may also be used in PVC, polyurethanes, elastomers, adhesives, and other organic substrates.

Features/benefits

Antioxidant 1330 has good compatibility with most substrates, high resistance to extraction and is odorless. It offers also excellent dielectrical properties. The product can be used in combination with other additives such as costabilizers (e.g. thioethers, phosphites, phosphonites), light stabilizers and other functional stabilizers. The effectiveness of the blends of Irganox 1330 with Irgafos 168 (Irganox B-blends) is particularly noteworthy. Irganox 1330 is particularly recommended for polyolefin applications requiring good water extraction resistance combined with low color development. Furthermore, Irganox 1330 reduces water carry-over in polypropylene tape extrusion.

Product forms

Antioxidant 1330 ? ? ? white, free-flowing powder Antioxidant 1330 FF??? white, free-flowing granules

Guidelines for use

In polyolefins, the concentration levels for Antioxidant 1330 range typically between 0.05 % and 0.3 % depending on substrate, processing conditions and long-term thermal stability requirements. The optimum level is application specific. Concentration levels of Antioxidant 1330 in hot melt adhesives range from 0.2 % to 1 %, in synthetic tackifier resins, Irganox 1330 concentration ranges between 0.1 % and 0.5 %. Extensive performance data of Irganox 1330 in various organic polymers and applications are available upon request.

Health & Safety

Antioxidant 1330 exhibits a very low order of oral toxicity and does not present any abnormal problems in its handling or general use. Detailed information on handling and any precautions to be observed in the use of the product(s) described in this leaflet can be found in our relevant health and safety information sheet.

Uses

Different sources of media describe the Uses of 1709-70-2 differently. You can refer to the following data:
1. 1,3,5-trimethyl-2,4,6-tris(3,5-di-t-butyl-4-hydroxybenzyl)benzene, commercially known as Irganox 1330 and Ethanox 330, is a sterically hindered phenolic antioxidant that protects organic substrates against thermo-oxidative degradation. Irganox 1330 / Ethanox 330 is used in polyolefins (e.g., polyethylene, polypropylene, polybutene) for the stabilization of pipes, molded articles, wires and cables, dielectric films and in other polymers such as engineering plastics like linear polyesters, polyamides, and styrene homo- and copolymers. It may also be used in PVC, polyurethanes, elastomers, adhesives, and other organic substrates. This product has been regulated by the FDA for use in all polymers at a maximum level of 0.5% except for nylon resins where the maximum use level is 1%. The resultant polymers would conceivably contact all food types with no temperature restrictions.
2. 1,?3,?5-?Trimethyl-?2,?4,?6-?tris(3,?5-?di-?tert-?butyl-?4-?hydroxybenzyl)?benzene is a phenolic antioxidant that is used as a polymer additive found in polyethylene, polypropylene, and polyvinyl chloride packaging materials.
3. Antioxidant for polypropylene, high-density polyethylene, spandex fibers, polyamides, and specialty rubbers.

Chemical Properties

Free-flowing, white, crystalline powder; no odor. Partially soluble in benzene and methylene chloride; insoluble in water. Permissible in contact with food products. Combustible.

General Description

1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene(HEMA) is an antioxidant that can be used to prevent the oxidative degradation of plastics.

Flammability and Explosibility

Nonflammable

Safety Profile

Moderately toxic by ingestion. An experimental teratogen. When heated to decomposition it emits acrid smoke and irritating fumes.

InChI:InChI=1/C54H78O3/c1-31-37(22-34-25-40(49(4,5)6)46(55)41(26-34)50(7,8)9)32(2)39(24-36-29-44(53(16,17)18)48(57)45(30-36)54(19,20)21)33(3)38(31)23-35-27-42(51(10,11)12)47(56)43(28-35)52(13,14)15/h25-30,55-57H,22-24H2,1-21H3

Upstream product

• 87-97-8 2,6-di-tert-butyl-4-methoxymethylene-phenol 
• 108-67-8 1,3,5-trimethyl-benzene 
• 128-39-2 2,6-di-tert-butylphenol 
• 14387-17-8 3,5-di-tert-butyl-4-hydroxybenzyl acetate 
• 88-26-6 3,5-di-tert-butyl-4-hydroxybenzyl alcohol 
• 149475-62-7 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-2,4,6-trimethylbenzene radical 
• 3849-01-2 2,4,6-tris(chloromethyl)-mesitylene 

Downstream Products

• 20357-51-1 1.3.5-Trimethyl-2.4.6-tris-<3.5-bis-(tert.-butyl)-4-oxo-cyclohexadien-(2.5)-yliden-(1)-methyl>-benzol 

Relevant articles and documents

Preparation method of antioxidant 330

The invention relates to the technical field of chemical material processing, in particular to a synthetic method for preparing a hindered phenol antioxidant 330. The method comprises the following steps: reducing 3, 5-di-tert-butyl-4-hydroxybenzoic acid serving as an initial raw material into 3, 5-di-tert-butyl-4-hydroxybenzyl alcohol, and condensing the 3, 5-di-tert-butyl-4-hydroxybenzyl alcoholwith mesitylene under the action of an acid catalyst to generate the antioxidant 330. In the condensation reaction process, the phase transfer catalyst polyethylene glycol is utilized to improve thecatalytic effect of the concentrated sulfuric acid and reduce the consumption of the concentrated sulfuric acid, thereby having higher industrial value. The reaction yield is high, the optimal yield can reach 95%, the purity of the obtained reduction product is high, and in the industrial process, aftertreatment is simple. Therefore, the antioxidant 330 is synthesized by taking 3, 5-di-tert-butyl-4-hydroxybenzoic acid as an initial raw material and reducing 3, 5-di-tert-butyl-4-hydroxybenzoic acid into alcohol, and the method is a process route with relatively high industrial value.

Bifunctional compound and synthesis method thereof, and applications of bifunctional compound as antioxidant

The invention discloses a bifunctional compound and a synthesis method thereof, and applications of the bifunctional compound as an antioxidant, wherein the bifunctional compound comprises a hinderedphenol unit, a phosphite unit, a trimethylbenzene unit and a straight-chain segment unit. According to the invention, the synergistic effect of the hindered phenol unit and the phosphite unit and thecontent of the effective functional groups in unit mass are adjusted by controlling the length of the straight-chain segment unit, and the trimethylbenzene structure is beneficial to preventing the antioxidant compound from being precipitated out of the polymer; and the compound can be used as an antioxidant of polypropylene or polyethylene.

Novel method for synthesizing antioxidant 330 by catalyst

The invention aims at providing a method for synthesizing an antioxidant 330. Manganese dioxide-titanium dioxide-molecular sieve loaded phosphoric acid and ferroferric oxide-molecular sieve loaded phosphoric acid catalysts are prepared; under the existence of manganese dioxide-titanium dioxide-molecular sieve loaded phosphoric acid catalysts, 2,6-butylated hydroxytoluene and methyl alcohol are used as preparation raw materials to synthesize 3,5-di-tert-4-hydroxybenzyl ether; the methyl alcohol is used as preparation raw materials to synthesize 3,5-di-tert-4-hydroxybenzyl ether; next, under theexistence of the iron oxide-molecular sieve loaded phosphoric acid catalysts, the 3,5-di-tert-4-hydroxybenzyl ether and mesitylene react to obtain the antioxidant 330. The yield of the synthesized antioxidant is high; the purity is high.

Method for synthesizing multi-hindered phenolic antioxidant 330

The invention relates to a method for synthesizing a multi-hindered phenolic antioxidant 330. The method comprises putting an appropriate amount of 2, 6-di-tert-butyl-4-methoxymethylphenol and dichloromethane into a reactor, controlling the temperature to less than or equal to 10 DEG C, adding mesitylene into the reactor, then controlling the temperature to less than or equal to 5 DEG C, after adding the acid solution drop by drop, maintaining the temperature of 0-5 DEG C for 3-4h, adding an appropriate amount of an alkali solution into the reaction product for neutralization, pouring the liquid after the neutralization reaction into a water segregator, adding water into the water segregator, carrying out washing under the conditions of heating and reflux for 0.5h, removing the water layer, carrying out repeated washing until pH of the water layer is 7-8, distilling the organic layer at 90 DEG C to remove dichloromethane, adding a crystallization solvent into the organic layer, carrying out heating reflux so that the materials are completely dissolved, distilling the solution under -0.1MPa to remove 40 to 50% of the crystallization solvent, cooling the solution to less than 8 DEG C, carrying out crystallization, and carrying out suction filtration and washing to obtain a desired product. The method has simple processes, high production efficiency and low energy consumption.

Antioxidant hindered phenol compound 330 method for the synthesis of (by machine translation)

The invention provides a synthesis method for a hindered phenolic compound antioxidant 330; the method comprises the following steps: in the presence of a ternary composite catalyst and a diluted hydrochloric acid aqueous solution with specific concentration and amount, a compound represented by the following formula (I) and a compound represented by the following formula (II) are subjected to a reaction in a solvent, and thus the antioxidant 330 is obtained. In the synthesis method, through suitable selection and combination of a catalyst system and a solvent system, the target product is obtained with high yield; and the synthesis method is quite suitable for industrialization large-scale production and application and has a quite broad market prospect.

METHODS AND COMPOSITIONS FOR INHIBITING VINYL AROMATIC MONOMER POLYMERIZATION

Methods and compositions are provided for inhibiting the polymerization of a vinyl aromatic monomer, such as styrene monomer, during elevated temperature processing thereof or during storage or shipment of polymer containing product. The compositions comprise a combination of a quinone methide derivative A) and a phenol compound B). The methods comprise adding from about 1-10,000 ppm of the combination to the monomer containing medium, per one million parts of the monomer.

GREEN AND ATOM-ECONOMICAL PROCESSES FOR PRODUCING PHENOLIC ANTIOXIDANTS

Processes for producing 1,3,5-trimethyI-2,4,6-tris(3,5-dialkyl-4- hydroxybenzyl)benzene are provided, in particular such processes that utilize 2,6-di-tert- butylphenol, paraformaldehyde, a secondary amine, mesitylene, and acetic acid.

Thioether substituted hydroxybenzophenones and stabilized compositions

2-Hydroxybenzophenone derivatives substituted in the 4′-position by a thioether moiety exhibit enhanced absorption in the UV at longer wavelength. Compositions comprising organic material subject to actinic degradation are beneficially stabilized with such derivatives.

2-(2′-hydroxyphenyl)benzotriazoles used as U.V. stabilizers

2-(2′-hydroxyphenyl)benzotriazoles having general formula (I). The above 2-(2′-hydroxyphenyl)benzotriazoles are useful as light stabilizers for organic polymers.

Mixture of substances containing compounds with vinyl groups and stabilizers

A mixture contains one or more vinyl-containing compounds as component (A) and, as a further component, a stabilizer (B) which contains one or more readily volatile nitroxyl compounds as component (b1), one or more sparingly volatile nitroxyl compounds as component (b2), if required one or more aromatic nitro compounds as component (b3) and, if required, one or more iron compounds as component (b4).Stabilizers (B) contain the components (b1) and (b2), (b1) and (b2) and (b3), (b1) and (b2) and (b4), and (b1), (b2), (b3) and (b4), and the premature polymerization of vinyl-containing compounds during their purification or distillation is inhibited by a process in which a stabilizer (B) is added or the components of stabilizer (B) are added as individual substances or in at least two groups of the components.