1962-75-0

Usage

Uses

Used in Plastics and Polymer Industry:
Dibutyl terephthalate is used as a plasticizer to increase the flexibility and durability of various materials. It is particularly effective in improving the performance of polymers and resins, making them more suitable for a wide range of applications.
Used in Adhesives Industry:
In the adhesives industry, dibutyl terephthalate is used as a plasticizer to enhance the adhesive properties of various formulations. Its incorporation into adhesives results in improved bonding strength and durability, making it an essential component in the production of high-quality adhesives.
Used in Personal Care Industry:
Dibutyl terephthalate is used as a fragrance ingredient in the personal care industry, particularly in the production of cosmetics and perfumes. It imparts a pleasant scent to these products and contributes to their overall texture and performance, making them more appealing to consumers.
Used in Fragrance Industry:
In the fragrance industry, dibutyl terephthalate is used as a key ingredient to create various scent profiles. Its unique aromatic properties allow it to be blended with other fragrance components to develop complex and long-lasting scents for a variety of applications, including perfumes, candles, and air fresheners.
Used in Textile Industry:
Dibutyl terephthalate is also utilized in the textile industry as a plasticizer for fibers and fabrics. Its addition to textile materials enhances their flexibility and durability, making them more resistant to wear and tear, and improving their overall performance in various applications, such as clothing, upholstery, and technical textiles.
Used in Coatings Industry:
In the coatings industry, dibutyl terephthalate is used as a plasticizer to improve the flexibility and durability of paint and coating formulations. Its incorporation into coatings results in enhanced adhesion, improved resistance to environmental factors, and increased longevity of the coated surfaces.
Used in Rubber Industry:
Dibutyl terephthalate is used in the rubber industry as a plasticizer to enhance the flexibility and durability of rubber products. Its addition to rubber formulations improves their performance in various applications, such as automotive components, industrial equipment, and consumer goods.

InChI:InChI=1/C16H22O4/c1-3-5-11-19-15(17)13-7-9-14(10-8-13)16(18)20-12-6-4-2/h7-10H,3-6,11-12H2,1-2H3

Synthetic route

propan-1-ol (71-23-8) + terephthalic acid (100-21-0) → di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
Stage #1: propan-1-ol; terephthalic acid With titanium(IV) isopropylate at 180℃; under 4560.31 Torr; for 3h; Inert atmosphere; Stage #2: propan-1-ol With toluene-4-sulfonic acid at 200℃; under 4560.31 Torr; for 6h; Reagent/catalyst; Inert atmosphere;	99.6%

terephthalic acid (100-21-0) + butan-1-ol (71-36-3) → di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
With thionyl chloride Heating;	95%
With lead(II) oxide; zinc(II) oxide at 250 - 300℃;
With sulfuric acid
zirconium(IV) oxide at 180℃; for 2h; in autoclave; Yield given;

methyl 4-((2-dimethyl(oxo)-λ6-sulfanylidene)acetyl)benzoate + butan-1-ol (71-36-3) → di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
at 120℃; for 40h; Sealed tube;	94%

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) + butan-1-ol (71-36-3) → di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
With Amberlyst 70 resin at 120 - 155℃;	92.5%
With potassium n-butoxide

terephthalic acid (100-21-0) + butan-1-ol (71-36-3) → Terephthalic acid mono-n-butyl ester (1818-06-0) + di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
With sulfuric acid for 6h; Reflux;	A 10% B 80%

n-Butyl chloride (109-69-3) + terephthalic acid (100-21-0) → di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
With 1,1'-(hexane-1,6-diyl)bis(1,8-diazabicyclo[5.4.0]undec-7-enium) dichlorine In ethanol; water at 70℃; for 3h; Green chemistry;	77%

terephthaloyl chloride (100-20-9) + butan-1-ol (71-36-3) → di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
In toluene	75%

Methyl 4-chlorobenzoate (1126-46-1) + n-butyl formate (592-84-7) → di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A at 140℃; for 16h; Inert atmosphere;	53%

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) + 2-methyl-propan-1-ol (78-83-1) + butan-1-ol (71-36-3) → n-butyl isobutyl terephthalate (1020110-91-1) + di-n-butyl terephthalate (1962-75-0) + diisobutyl terephthalate (18699-48-4)

Conditions	Yield
titanium(IV) isopropylate at 119 - 149℃; for 7h; Product distribution / selectivity; Heating / reflux;
With Amberlyst 70 resin at 120 - 155℃; Overall yield = 91 %; Overall yield = 75.985 g;

di(2-ethylhexyl)terephthalate (6422-86-2) + butan-1-ol (71-36-3) → di-n-butyl terephthalate (1962-75-0) + 1-butyl 4-(2-ethylhexyl)terephthalate

Conditions	Yield
With titanium tetraisopropoxide at 160℃; for 4h; Reagent/catalyst; Temperature; Concentration; Inert atmosphere; Large scale;
at 160℃; for 2h; Inert atmosphere;
at 160℃; for 2h; Inert atmosphere;

2-Ethylhexyl alcohol (104-76-7) + terephthalic acid (100-21-0) + butan-1-ol (71-36-3) → di-n-butyl terephthalate (1962-75-0) + di(2-ethylhexyl)terephthalate (6422-86-2) + 1-butyl 4-(2-ethylhexyl)terephthalate

Conditions	Yield
With methanesulfonic acid at 210℃; under 760.051 Torr; for 4h; Inert atmosphere;

terephthalic acid (100-21-0) → di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: methanesulfonic acid / 4 h / 210 °C / 760.05 Torr / Inert atmosphere 2: titanium tetraisopropoxide / 4 h / 160 °C / Inert atmosphere; Large scale View Scheme
Multi-step reaction with 3 steps 1: titanium tetraisopropoxide / 4.5 h / 170 - 220 °C / 760.05 Torr / Inert atmosphere; Large scale 2: titanium tetraisopropoxide / 5 h / 160 °C / Inert atmosphere 3: titanium tetraisopropoxide / 4 h / 160 °C / Inert atmosphere; Large scale View Scheme

di(2-ethylhexyl)terephthalate (6422-86-2) → di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
Multi-step reaction with 3 steps 1: titanium tetraisopropoxide / 5 h / 160 °C / Inert atmosphere 2: titanium tetraisopropoxide / 5 h / 160 °C / Inert atmosphere 3: titanium tetraisopropoxide / 4 h / 160 °C / Inert atmosphere; Large scale View Scheme

bis(2-propylheptyl)terephthalate → di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: titanium tetraisopropoxide / 5 h / 160 °C / Inert atmosphere 2: titanium tetraisopropoxide / 4 h / 160 °C / Inert atmosphere; Large scale View Scheme

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) + 2-methyl-propan-1-ol (78-83-1) + butan-1-ol (71-36-3) → n-butyl isobutyl terephthalate (1020110-91-1) + methyl n-butyl terephthalate (52392-55-9) + di-n-butyl terephthalate (1962-75-0) + diisobutyl terephthalate (18699-48-4) + methyl isobutyl terephthalate

Conditions	Yield
With Amberlyst 36 resin at 120 - 155℃; Overall yield = 90.4 %; Overall yield = 75.484 g;

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) + 2-methyl-propan-1-ol (78-83-1) + butan-1-ol (71-36-3) → n-butyl isobutyl terephthalate (1020110-91-1) + di-n-butyl terephthalate (1962-75-0) + diisobutyl terephthalate (18699-48-4) + methyl isobutyl terephthalate

Conditions	Yield
With Amberlyst 35 resin at 120 - 140℃; Overall yield = 92.2 %; Overall yield = 76.987 g;

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) + 2-methyl-propan-1-ol (78-83-1) + butan-1-ol (71-36-3) → n-butyl isobutyl terephthalate (1020110-91-1) + methyl n-butyl terephthalate (52392-55-9) + di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
With Amberlyst 70 resin at 120 - 155℃; Overall yield = 91.3 %; Overall yield = 76.236 g;

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) + 2-methyl-propan-1-ol (78-83-1) + butan-1-ol (71-36-3) → n-butyl isobutyl terephthalate (1020110-91-1) + di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
With Amberlyst 70 resin at 120 - 155℃; Overall yield = 91.7 %; Overall yield = 76.57 g;

4-Methoxycarbonylbenzoyl chloride (7377-26-6) → di-n-butyl terephthalate (1962-75-0)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium tert-butylate / tetrahydrofuran / 2 h / Inert atmosphere; Reflux 1.2: 3 h / 0 - 20 °C / Inert atmosphere 2.1: 40 h / 120 °C / Sealed tube View Scheme

di-n-butyl terephthalate (1962-75-0) + butan-1-ol (71-36-3) → potassium monobutyl terephthalate

Conditions	Yield
With potassium hydroxide In toluene	96%

di-n-butyl terephthalate (1962-75-0) → C12H16N2O3

Conditions	Yield
With hydrazine hydrate In ethanol for 8h; Reflux;	87%

2-Ethylhexyl alcohol (104-76-7) + di-n-butyl terephthalate (1962-75-0) → di(2-ethylhexyl)terephthalate (6422-86-2) + 1-butyl 4-(2-ethylhexyl)terephthalate

Conditions	Yield
at 140℃; for 5h; Inert atmosphere;

di-n-butyl terephthalate (1962-75-0) → 2-propylheptyl 2-ethylhexyl terephthalate

Conditions	Yield
Multi-step reaction with 3 steps 1: 5 h / 140 °C / Inert atmosphere 2: titanium tetraisopropoxide / 5 h / 160 °C / Inert atmosphere 3: titanium tetraisopropoxide / 5 h / 160 °C / Inert atmosphere View Scheme

di-n-butyl terephthalate (1962-75-0) → 1-butyl 4-(2-ethylhexyl)terephthalate

Conditions	Yield
Multi-step reaction with 2 steps 1: 5 h / 140 °C / Inert atmosphere 2: titanium tetraisopropoxide / 4 h / 160 °C / Inert atmosphere; Large scale View Scheme

di-n-butyl terephthalate (1962-75-0) → bis(2-propylheptyl)terephthalate

Conditions	Yield
Multi-step reaction with 2 steps 1: 5 h / 140 °C / Inert atmosphere 2: titanium tetraisopropoxide / 5 h / 160 °C / Inert atmosphere View Scheme

di-n-butyl terephthalate (1962-75-0) → 4-(5-mercapto-4-amino-1,3,4-triazole)benzoic acid

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrazine hydrate / ethanol / 8 h / Reflux 2.1: potassium hydroxide / ethanol / 12 h / 20 °C 2.2: 18 h / 100 °C View Scheme

Upstream product

• 100-20-9 terephthaloyl chloride 
• 71-36-3 butan-1-ol 
• 120-61-6 1,4-benzenedicarboxylic acid dimethyl ester 
• 100-21-0 terephthalic acid 
• 78-83-1 2-methyl-propan-1-ol 
• 104-76-7 2-Ethylhexyl alcohol 
• 6422-86-2 di(2-ethylhexyl)terephthalate 
• 109-69-3 n-Butyl chloride 
• 7377-26-6 4-Methoxycarbonylbenzoyl chloride 
• 201230-82-2 carbon monoxide 
• 106-37-6 1.4-dibromobenzene 
• 130447-23-3 n-butyl 4-iodobenzoate 
• 71-23-8 propan-1-ol 
• 1126-46-1 Methyl 4-chlorobenzoate 

Downstream Products

• 1818-06-0 Terephthalic acid mono-n-butyl ester 
• 5547-49-9 6,6′-(1,4-phenylene)bis(1,3,5-triazine-2,4-diamine) 
• 6422-86-2 di(2-ethylhexyl)terephthalate 
• 84731-70-4 bis(2-ethylhexyl)cyclohexane-1,4-dicarboxylate 
• 93158-39-5 1,4-DBCH 

Relevant academic research and scientific papers

Mechanistic insight into the synergistic Cu/Pd-catalyzed carbonylation of aryl iodides using alcohols and dioxygen as the carbonyl source

Pd-catalyzed carbonylation, as an efficient synthetic approach to the installation of carbonyl groups in organic compounds, has been one of the most important research fields in the past decade. Although elegant reactions that allow highly selective carbonylations have been developed, straightforward routes with improved reaction activity and broader substrate scope remain long-term challenges for new practical applications. Here, we show a new type of synergistic Cu/Pd-catalyzed carbonylation reaction using alcohols and dioxgen as the carbonyl sources. A broad range of aryl iodides and alcohols are compatible with this protocol. The reaction is concise and practical due to the ready availability of the starting materials and the scalability of the reaction. In addition, the reaction affords lactones and lactams in an intermolecular fashion. Moreover, DFT calculations have been performed to study the detailed mechanisms. [Figure not available: see fulltext.]

Palladium-Catalyzed Butoxycarbonylation of Polybromo(hetero)arenes: A Practical Method for the Preparation of (Hetero)arenepolycarboxylates and -carboxylic Acids

The palladium-catalyzed alkoxycarbonylation of polybromo (hetero)arenes was investigated systematically. The results show that cheap and readily available in situ Pd(OAc) 2/ rac -BINAP catalyst can catalyze the butoxycarbonylation of various polybromo(hetero)arenes efficiently, and gave (hetero)arenepolycarboxylates with moderate to high yield (59-94%). Using this method, two new compounds, 4,4'-bis(butoxycarbonyl)-1,1'-bi-2-naphthol and dibutyl [2,2'-bipyrimidine]-5,5'-dicarboxylate, are reported for the first time. In addition, the gram-scale preparation of carboxylate and carboxylic acids was successful performed by butoxycarbonylation followed by hydrolysis. This shows the wide scope of substrates and practical applications of the Pd(OAc) 2/ rac -BINAP catalytic system. Moreover, these carboxylic acids and carboxylates can be used as ligands or structural units to construct MOFs, metal complexes, and COFs etc.

PLASTICIZER COMPOSITION AND RESIN COMPOSITION INCLUDING THE SAME

A plasticizer composition and a resin composition including the same. The plasticizer composition includes a terephthalate-based material including a mixture of dibutyl terephthalate, butyl(2-ethylhexyl) terephthalate and di(2-ethylhexyl) terephthalate; and a glyceride-based material. The plasticizer composition has improved physical properties such as tensile strength, elongation rate and modulus and also has excellent properties attributable to the inclusion of a terephthalate-based material, such as excellent transmittance, transparency and migration loss properties.

A METHOD FOR MANUFACTURING TEREPHTHALATE-BASED COMPOSITION COMPRISING APPLYING PRESSURE

Provided is a method for manufacturing a terephthalate-based composition, the method comprising: a step (S1) of flowing in a dialkyl terephthalate in which alkyl has 7 to 10 carbon atoms and a primary alcohol with a low boiling point having 4 or 5 carbon atoms into a reactor and performing transesterification of the dialkyl terephthalate and the primary alcohol with a low boiling point anda step (S2) of extracting in a reduced pressure an unreacted material and a by-product from the reactor after finishing the transesterification,wherein the step S1 comprises a pressure-applying step in which the pressure of the reactor is 1.5 to 2.5 bar.

Synthesis of Esters from Stable and Convenient Sulfoxonium Precursors under Catalyst- And Additive-Free Conditions

A convenient and efficient procedure for the construction of esters from stable sulfoxonium ylides and alcohols has been developed. This protocol presents a broad substrate scope and good yields of the desired esters can be isolated. Notably, no catalyst, oxidant, base or any other additive is required.

PLASTICIZER COMPOSITION AND RESIN COMPOSITION INCLUDING THE SAME

The present invention relates to a plasticizer composition and a resin composition including the same, and can provide a plasticizer composition in which three types of terephthalate-based materials and three types of cyclohexane 1,4-diester-based materials are mixed, and by which environmental friendliness can be secured, mechanical properties such as tensile strength and an elongation rate, physical properties such as migration properties and volatile loss can be improved to levels equal to or higher than those of existing products, and effects of improving processability and plasticizing efficiency can be expected, and a resin composition including the same.

METHOD OF PREPARING ESTERS OF TEREPHTHALIC ACID

?The present invention relates to the field of preparing esters of terephthalic acid, used as plasticizers for the manufacture of plasticizers for polyvinyl chloride plastic materials. The invention discloses a method according to which the step of esterification of the acid with an alcohol comprises the use of two catalysts of different nature, in particular a metal-containing catalyst and an acid catalyst, which are added sequentially. The technical result of the present invention is to increase conversion of terephthalic acid up to 100% and to reduce the amount of by-products formed during the production of a dicarboxylic acid ester. The obtained ester is characterized by a low acid number and a low value of color.

ESTER-BASED COMPOUND, COMPOSITION COMPRISING THE SAME, METHOD FOR PREPARING THE SAME AND RESIN COMPOSITION COMPRISING THE SAME (AS AMENDED)

The present invention relates to an ester-based plasticizer composition, a method for preparing the same and a resin composition comprising the same. The ester-based plasticizer composition according to one embodiment of the present invention is a novel terephthalate-based ester compound for a plasticizer prepared through transesterification. When the ester-based plasticizer composition is used in a resin composition, it is capable of providing excellent resistance for stress, and excellent physical properties such as migration resistance and volatility resistance as well as tensile strength and elongation rate.

DBU-Based Dicationic Ionic Liquids Promoted Esterification Reaction of Carboxylic Acid with Primary Chloroalkane Under Mild Conditions

Abstract: A series of DBU-based (DBU = 1, 8-diazabicyclo [5.4.0] undec-7-ene) dicationic ionic liquids with different anions were successfully synthesized by the reaction of DBU and 1, 6-dichlorohexane. Therein, the dicationic ionic liquid 1, 1′-(hexane-1, 6-diyl)bis(1, 8-diazabicyclo [5.4.0]undec-7-enium) dichlorine (IL-1) was successfully employed as an efficient catalyst in esterification reaction of carboxylic acids with primary chloroalkanes under mild conditions without any additional basic reagents. Moreover, the optimum catalyst could be efficiently reused for five times without any significant change on the catalytic effect. The improved protocol is not only efficient, but also green and pollution-free.

Preparation method of low-melting-point mixture of diesters of terephthalic acid

The invention relates to a preparation method of terephthalate n-butyl.isobutyl ester and a preparation method of low-melting-point mixture of diesters of terephthalic acid. According to the preparation method, dimethyl terephthalate and mixed liquor of n-butanol and isobutanol are used as raw materials, and high-temperature-resistant acidic resin is used as a catalyst. The disadvantage that a product is hard to separate, separation processes are many, and there are lots of waste liquids in the prior art is overcome. Instruments and equipment used in the process by the method are simple. In addition, operation steps are simple, and yield of the target product is high.