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Terephthalic acid

Terephthalic acid
Terephthalic acid structure
CAS No.
100-21-0
Chemical Name:
Terephthalic acid
Synonyms
QTA;TPA;ta12;TA 12;S-LOP;Ta-33mp;TA 33LP;wr16262;nsc36973;tephthol
CBNumber:
CB8852557
Molecular Formula:
C8H6O4
Formula Weight:
166.13
MOL File:
100-21-0.mol

Terephthalic acid Properties

Melting point:
>300 °C (lit.)
Boiling point:
214.32°C (rough estimate)
Density 
1.58 g/cm3 at 25 °C
vapor pressure 
<0.01 mm Hg ( 20 °C)
refractive index 
1.5100 (estimate)
Flash point:
260°C
storage temp. 
Sealed in dry,Room Temperature
solubility 
15mg/l (experimental)
form 
Crystalline Powder
pka
3.51(at 25℃)
color 
White
Water Solubility 
slightly soluble in water (0,017 g/L at 25°C)
Merck 
14,9162
BRN 
1909333
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference
100-21-0(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances
TEREPHTHALIC ACID
EWG's Food Scores
1
FDA UNII
6S7NKZ40BQ
EPA Substance Registry System
Terephthalic acid (100-21-0)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280a-P305+P351+P338-P321-P332+P313-P337+P313-P261-P304+P340-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  WZ0875000
Autoignition Temperature 925 °F
TSCA  Yes
HS Code  2917 36 00
Toxicity LD50 orally in Rabbit: > 6400 mg/kg
NFPA 704
1
1 0

Terephthalic acid price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00762 Terephthalic acid for synthesis 100-21-0 100 g $25.53 2021-03-22 Buy
Sigma-Aldrich 185361 Terephthalic acid 98% 100-21-0 5g $27 2021-03-22 Buy
Sigma-Aldrich 185361 Terephthalic acid 98% 100-21-0 100g $32.4 2021-03-22 Buy
Sigma-Aldrich 8.00762 Terephthalic acid for synthesis 100-21-0 1 kg $52.35 2021-03-22 Buy
TCI Chemical T0166 Terephthalic Acid >99.0%(GC)(T) 100-21-0 25g $18 2021-03-22 Buy

Terephthalic acid Chemical Properties,Uses,Production

Description

Terephthalic acid is the organic compound with formula C6H4(COOH)2. This colourless solid is a commodity chemical, used principally as a precursor to the polyester PET, used to make clothing and plastic bottles. Several million tones are produced annually. It is one of three isomeric phthalic acids.

Chemical Properties

Terephthalic acid is poorly soluble in water and alcohols, consequently up until around 1970 most crude terephthalic acid was converted to the dimethyl ester for purification. It sublimates when heated.

Chemical Properties

TPA is a white crystalline solid.

Chemical Properties

white powder

History

Terephthalic acid came to prominence through the work of Winfield and Dickson in Britain around 1940. Earlier work by Carothers and coworkers in the United States established the feasibility of producing high molecular weight linear polyesters by reacting diacids with diols, but they used aliphatic diacids and diols. These made polyesters which were unsuitable to be spun into fibers. Winfield and Dickson found that symmetrical aromatic diacids yield high-melting, crystalline, and fiberforming materials; poly(ethylene terephthalate) (PET) has since become the largest volume synthetic fiber.

Uses

Terephthalic acid (TPA) is a high-tonnage chemical, widely used in the production of synthetic materials, notably polyester fibers (poly-(ethylene terephthalate)).

Uses

Terephthalic acid is a benzenepolycarboxylic acid with potential anti-hemorrhagic properties.

Uses

1,4-benzenedicarboxylic acid is mainly used for the production of poly (ethylene terephthalate). Also production of plasticizer dioctyl phthalate (DOTP) and polyester plasticized agents. 1,4-benzenedicarboxylic acid and polyhydric alcohols have a condensation reaction withd iethylene glycol, triethylene glycol, glycerol, propylene glycol, butylene glycol, etc. preparation of the polyester plasticizer.

Definition

ChEBI: A benzenedicarboxylic acid carrying carboxy groups at positions 1 and 4. One of three possible isomers of benzenedicarboxylic acid, the others being phthalic and isophthalic acids.

Application

Virtually the entire world's supply of terephthalic acid and dimethyl terephthalate are consumed as precursors to polyethylene terephthalate (PET). World production in 1970 was around 1.75 million tones. By 2006, global purified terephthalic acid (PTA) demand had exceeded 30 million tonnes.
There is a smaller, but nevertheless significant, demand for terephthalic acid in the production of poly butylene terephthalate and several other engineering polymers.

Production Methods

Terephthalic acid is produced by oxidation of p-xylene by oxygen in air:
This reaction proceeds through a p-toluic acid intermediate which is then oxidized to terephthalic acid. In p-toluic acid, deactivation of the methyl by the electron withdrawing carboxylic acid group makes the methyl one tenth as reactive as xylene itself, making the second oxidation significantly more difficult . The commercial process utilizes acetic acid as solvent and a catalyst composed of cobalt and manganese salts, with a bromide promoter.

Production Methods

Benzoic acid, phthalic acid and other benzene-carboxylic acids in the form of alkali-metal salts, comprise the chargestock. In a first step, the alkali-metal salts (usually potassium) are converted to terephthalates when heated to a temperature exceeding 350 °C (662 °F). The dried potassium salts (of benzoic acid or o- or isophthalic acid) are heated in anhydrous form to approximately 420 °C (788 °F) in an inert atmosphere (CO2) and in the presence of a catalyst (usually cadmium benzoate, phthalate, oxide, or carbonate). The corresponding zinc compounds also have been used as catalysts. In a following step, the reaction products are dissolved in H2O and the terephthalic acid precipitated out with dilute H2SO4. The yield of terephthalic acid ranges from 95 to 98%.

Synthesis Reference(s)

Chemistry Letters, 15, p. 299, 1986
Journal of the American Chemical Society, 82, p. 2876, 1960 DOI: 10.1021/ja01496a051
The Journal of Organic Chemistry, 44, p. 4727, 1979 DOI: 10.1021/jo00393a063

General Description

White powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Terephthalic acid is a carboxylic acid. Terephthalic acid donates hydrogen ions if a base is present to accept them. This "neutralization" generates substantial amounts of heat and produces water plus a salt. Insoluble in water but even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Terephthalic acid to corrode or dissolve iron, steel, and aluminum parts and containers. May react with cyanide salts to generate gaseous hydrogen cyanide. Will react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by reaction with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. React with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. May initiate polymerization reactions; may catalyze (increase the rate of) chemical reactions.

Fire Hazard

Flash point data for Terephthalic acid are not available. Terephthalic acid is probably combustible.

Safety Profile

Moderately toxic by intravenous and intraperitoneal routes. Mildly toxic by ingestion. An eye irritant, Can explode during preparation. When heated to decomposition it emits acrid smoke and irritating fumes.

Potential Exposure

TPA is used primarily in the production of polyethylene terephthalate polymer for the fabrication of polyester fibers and films. A high-volume production chemical in the United States.

Purification Methods

Purify the acid via the sodium salt which, after crystallisation from water, is re-converted to the acid by acidification with mineral acid. Filter off the solid, wash it with H2O and dry it in a vacuum. The S-benzylisothiuronium salt has m 204o (from aqueous EtOH). [Beilstein 9 IV 3301.]

Incompatibilities

Combustible; dust may form an explosive mixture with air. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur). Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

Terephthalic acid Preparation Products And Raw materials

Raw materials

Preparation Products


Terephthalic acid Suppliers

Global( 366)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
+86(0)13336195806 +86-571-85586718
+86-571-85864795 sales@capotchem.com China 20012 60
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 26751 60
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679
86-0551-65418697 info@tnjchem.com China 3000 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29954 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2941 58
Changzhou Ansciep Chemical Co., Ltd.
+86 519 86305871
+86 519 86305879 sales@ansciepchem.com CHINA 4242 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58
Jinan Finer Chemical Co., Ltd
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Hebei Guanlang Biotechnology Co., Ltd.
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hdzhl biotechnology co., ltd
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View Lastest Price from Terephthalic acid manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-11-08 Terephthalic acid
100-21-0
US $10.00 / KG 1KG 99% 20 tons Wuhan wingroup Pharmaceutical Co., Ltd
2021-10-14 99.9% Purified Terephthalic Acid
100-21-0
US $1600.00 / Kg/Bag 25Kg/Bag 99% 20ton Hebei Dongdu Import and Export Co. LTD
2021-10-14 Purified Terephthalic Acid Pta
100-21-0
US $1100.00 / T 1KG 99.9% 20tons Hebei Dongdu Import and Export Co. LTD

Terephthalic acid Spectrum


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