Tridecyl acid phosphate

• CAS: 5116-94-9
• Catalog Number: ACM5116949
• Category: Main Products
• Molecular Weight: 280.34
• Molecular Formula: C₁₃H₂₉O₄P
• Synonyms: Mono-tridecylphosphorsaeure; Monotridecyl phosphate; C12-15-Alkyl phosphates; Tridecyl acid phosphate; Tridecylphosphorsaeure; phosphoric acid monotridecyl ester; tridecan-1-yl dihydrogen phosphate; 1-Tridecanol,dihydrogen phosphate; Tridecyl phosphate; Phosphoric acid tridecyl ester
• IUPAC Name: tridecyl dihydrogen phosphate

Case Study

Anhydrous Proton Conductor Based on Polybenzimidazole and Tridecyl Phosphate

Jiang, Fengjing, et al. Electrochimica acta 53.13 (2008): 4495-4499.

This study presented a novel anhydrous proton-conducting membrane composed entirely of organic materials, specifically polybenzimidazole (PBI) and tridecyl phosphate (TP).
Preparation
The preparation of a 1% (w/v) PBI solution in N-methyl-2-pyrrolidone (NMP) required heating to 160 °C for five hours along with stirring to achieve dissolution. TP entered the solution of PBI as it stirred at 50 °C for one hour to achieve a uniform mixture. The PBI and TP composite membrane was created by pouring the solution into a polished polytetrafluoroethylene (PTFE) mold. The solution underwent solvent evaporation at 100 °C for three hours and then experienced vacuum drying at 190 °C for no less than 24 hours. The PBI/xTP blend membranes were produced by incorporating precise TP amounts before casting.
Performance
The PBI/1.8TP composite membranes demonstrated a direct current conductivity of about 10^-4 S/cm when tested at 140 °C and this conductivity rose with the addition of more TP. The proton conductivity measurements demonstrate that PBI/TP membranes possess better conductivity than PBI/H3PO4 membranes while the conductivity of PBI/H3PO4 membranes shows a stronger temperature dependency. The migration stability of TP proves to be substantially better in PBI/TP membranes than in PBI/H3PO4 membranes.

Tridecyl Phosphate as an Effective Carrier of Supported Liquid Membrane in Electromembrane Extraction

Seip, Knut Fredrik, et al. Journal of separation science 34.23 (2011): 3410-3417.

This work discussed the selection of organic solvents and carriers in supported liquid membranes (SLM) for the electromembrane extraction (EME) of specific small model peptides.
Key Findings
· A variety of organic solvents were assessed, with aliphatic alcohols and ketones proving most effective. Numerous carriers, including tridecyl phosphate (TDP), were evaluated, revealing that mono- and di-alkylated phosphates were particularly successful. These findings emphasize the critical role of the chemical properties of both the organic solvent and the carrier in achieving effective EME of peptides.
· The carrier facilitated ion pairing of the peptides at the interface of the sample and the SLM, influencing their extraction into the membrane. The extent of extraction into the SLM primarily depended on the net-positive charge of the peptide in the sample, showing limited dependence on peptide polarity. Notably, small, nonpolar peptides with low net-positive charge exhibited different extraction behaviors.
· Additionally, extraction from the SLM to the acceptor phase varied among peptides, without clear structural correlations. A novel SLM comprised of 2-octanone and 10% w/w TDP demonstrated greater efficiency, yielding significantly higher recovery rates and better reproducibility compared to previously reported membranes.

Tridecyl acid phosphate is used in research on binding biomolecules to the surface of GaAs.

Artzi, Reit, et al. Langmuir 19.18 (2003): 7392-7398.

GaAs-based electronic devices have interesting applications in spintronics and sensors. Molecules that can bind to GaAs via phosphate groups were investigated. Phosphate functional groups can be found in many biomolecules; therefore, the binding of organophosphates to semiconductor surfaces could be a first step towards a new series of bio-organic/inorganic hybrid electronic devices. The adsorption of tridecyl acid phosphate (TDP) was investigated and compared with that of dodecanoic acid (lauric acid), which contains a carboxylic acid binding group. It was found that the binding of alkyl phosphate monolayers to GaAs surfaces was stronger than any other functional group known to date.
Tridecyl acid phosphate (TDP) and lauric acid were dissolved in a 90% acetonitrile/water solution, while 5'-AMP and adenine were dissolved in an 85% acetonitrile/water solution. In all cases, undoped GaAs (100) wafers were used as substrates. Gallium arsenide samples were boiled in acetone and then in methanol for 10 minutes in each solvent. The cleaned sample was then etched, rinsed in 1% HF solution for 5 s, rinsed in water, and finally rinsed in the adsorption solvent for 5 s to remove oxides. The cleaned and etched sample was deposited in the adsorption solution under dry nitrogen. The container containing the sample was then sealed and left to adsorb overnight at room temperature. After adsorption, excess molecules were removed by washing with hexane, 5'-AMP was washed with water, and adenine was washed with DMSO.

Effects of tridecyl acid phosphate on the surface protection of steel and aluminum

Sonnenschein, Mark F., and C. Michael Cheatham. Langmuir 18.9 (2002): 3578-3584.

The temperature-dependent durability of coatings such as tridecyl acid phosphate on steel and aluminum surfaces was investigated. Coatings were applied to metal surfaces and then challenged with the polymer methylene bis(phenyl isocyanate) (pMDI), a corrosive agent with an affinity for metal surfaces. The progress of chemical etching of the coatings was observed by measuring the contact angle as a function of temperature, and the chemical outcome of the etching was confirmed by X-ray photoelectron spectroscopy. The data indicate that the coating performance depends on the interaction energy between pMDI and the metal oxide layer.
When tridecyl acid phosphate is dropped onto an uncoated metal surface, it diffuses spontaneously due to the driving force generated by the specific acid-base interaction between the acid and the metal surface. Although tridecyl acid phosphate appears to have an initial preference or kinetic advantage in diffusing from aluminum to steel, the difference is below a significant level and is not significantly affected by temperature. This experiment suggests that tridecyl acid phosphate will exhibit strong interactions with both metal surfaces while presenting a low surface energy interface with the environment.

Custom Q&A

What is the molecular formula of tridecyl acid phosphate?

The molecular formula of tridecyl acid phosphate is C13H29O4P.

What are the synonyms of tridecyl acid phosphate?

The synonyms of tridecyl acid phosphate are monotridecyl phosphate, tridecyl dihydrogen phosphate, 1-Tridecanol, dihydrogen phosphate, Tridecan-1-yl dihydrogen phosphate, and phosphoric acid tridecyl ester, among others.

What is the CAS number of tridecyl acid phosphate?

The CAS number of tridecyl acid phosphate is 5116-94-9.

Is tridecyl acid phosphate corrosive?

Yes, tridecyl acid phosphate is corrosive.

How does tridecyl acid phosphate appear physically?

Tridecyl acid phosphate appears as a liquid.

What is the IUPAC name of tridecyl acid phosphate?

The IUPAC name of tridecyl acid phosphate is tridecyl dihydrogen phosphate.

What is the InChIKey of tridecyl acid phosphate?

The InChIKey of tridecyl acid phosphate is GAJQCIFYLSXSEZ-UHFFFAOYSA-N.

What is the molecular weight of tridecyl acid phosphate?

The molecular weight of tridecyl acid phosphate is 280.34g/mol.

How many hydrogen bond donor counts does tridecyl acid phosphate have?

Tridecyl acid phosphate has 2 hydrogen bond donor counts.

How many rotatable bond counts does tridecyl acid phosphate have?

Tridecyl acid phosphate has 13 rotatable bond counts.