52664-35-4

Usage

Uses

Used in Polymer Industry:
TRIS-(4-AMINOPHENYL)THIOPHOSPHATE is used as a flame retardant for enhancing the fire resistance of polymers, particularly in polyurethane foam. Its incorporation into these materials helps to slow down or prevent the spread of flames, thereby improving safety standards in various applications.
Used in Adhesive and Sealant Production:
In the adhesive and sealant industry, TRIS-(4-AMINOPHENYL)THIOPHOSPHATE is utilized to improve the performance of these products, potentially through its flame retardant properties or other chemical interactions that enhance bonding and sealing capabilities.
Used in Pharmaceutical Synthesis:
TRIS-(4-AMINOPHENYL)THIOPHOSPHATE serves as an intermediate or a reagent in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to participate in reactions that produce compounds with specific therapeutic properties.
Used in Agrochemical Synthesis:
Similarly, in the agrochemical sector, TRIS-(4-AMINOPHENYL)THIOPHOSPHATE is employed in the synthesis of products designed to protect and enhance crop yields. Its role in these processes may involve the creation of compounds that resist pests or diseases, or that promote plant growth and health.
Overall, TRIS-(4-AMINOPHENYL)THIOPHOSPHATE's applications span across different industries, leveraging its flame retardant nature and its chemical reactivity to improve material performance and contribute to the development of new products.

InChI:InChI=1/C18H18N3O3PS/c19-13-1-7-16(8-2-13)22-25(26,23-17-9-3-14(20)4-10-17)24-18-11-5-15(21)6-12-18/h1-12H,19-21H2

Synthetic route

tris(N-boc-4-aminophenyl)thiophosphate → tris(4-aminophenyl) thiophosphate (52664-35-4)

Conditions	Yield
With trifluoroacetic acid In dichloromethane for 4h;	88%

4-amino-phenol (123-30-8) → tris(4-aminophenyl) thiophosphate (52664-35-4)

Conditions	Yield
Multi-step reaction with 4 steps 1: tetrahydrofuran / 30 h 2: triethylamine; phosphorus trichloride / toluene / 24 h / 0 - 20 °C / Inert atmosphere 3: sulfur / 30 h / Inert atmosphere; Reflux 4: trifluoroacetic acid / dichloromethane / 4 h View Scheme

C33H42N3O9P → tris(4-aminophenyl) thiophosphate (52664-35-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfur / 30 h / Inert atmosphere; Reflux 2: trifluoroacetic acid / dichloromethane / 4 h View Scheme

4-N-tert-butoxycarbonylaminophenol (54840-15-2) → tris(4-aminophenyl) thiophosphate (52664-35-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: triethylamine; phosphorus trichloride / toluene / 24 h / 0 - 20 °C / Inert atmosphere 2: sulfur / 30 h / Inert atmosphere; Reflux 3: trifluoroacetic acid / dichloromethane / 4 h View Scheme

tris(4-acetamidophenyl) thiophosphate (75144-41-1) → tris(4-aminophenyl) thiophosphate (52664-35-4)

Conditions	Yield
With hydrogenchloride In dichloromethane at 45 - 85℃; for 6h;

pyridine-2-carbaldehyde (1121-60-4) + iron(II) tetrafluoroborate + tris(4-aminophenyl) thiophosphate (52664-35-4) → 4Fe(2+)*8BF4(1-)*4C36H27N6O3PS

Conditions	Yield
In acetonitrile for 24h;

cobalt(II) tetrafluoroborate + pyridine-2-carbaldehyde (1121-60-4) + tris(4-aminophenyl) thiophosphate (52664-35-4) → 8BF4(1-)*4C36H27N6O3PS*4Co(2+)

Conditions	Yield
In acetonitrile for 24h;

Upstream product

• 75144-41-1 Tris (4-acetylaminophenyl) Thiophosphate 
• 54840-15-2 4-N-tert-butoxycarbonylaminophenol 
• 123-30-8 4-amino-phenol 

Relevant academic research and scientific papers

Preparation method of thiophosphoric acid tri (4-aminobenzene) ester

The invention relates to a preparation method of thiophosphoric acid tri (4-aminobenzene) ester. Specifically, according to the preparation method of the thiophosphoric acid tris (4-aminobenzene) ester, acetaminophen and thiophosphoryl chloride are used as raw materials, and esterification and hydrolysis reactions are performed in sequence to obtain the thiophosphoric acid tris (4-aminobenzene) ester. The synthesis method of thiophosphate tri (4-aminobenzene) ester has the advantages of short synthesis route, simple process operation, mild reaction conditions, short reaction time, fast reaction speed, strong selectivity, high yield, high purity, low cost, avoidance of expensive and highly toxic reagents and catalysts, environmental protection and easy industrial production.

Self-assembly of M4L4 tetrahedral cages incorporating pendant PS and PSe functionalised ligands

Herein, the synthesis of metal-organic tetrahedral cages featuring flexible thio- and selenophosphate-based ligands is described. The cages were prepared by sub-component self-assembly of AP(OC6H4NH2-4)3 (A = S, Se) or SP(SC6H4NH2-4)3, 2-pyridinecarboxaldehyde, and either Fe[BF4]2 or Co[BF4]2. Preliminary host-guest studies into the ability of the pendant PS and PSe groups to interact with suitable substrates will be discussed.