7057-92-3

Basic information

• Product Name: didodecyl hydrogen phosphate
• Synonyms: didodecyl hydrogen phosphate;Dilauryl hydrogen phosphate;didodecyl phosphate;DI-N-DODECYLPHOSPHATE;Phosphoric acid, didodecyl ester;Phosphoric acid bisdodecyl ester;Phosphoric acid hydrogen didodecyl ester
• CAS NO: 7057-92-3
• Molecular Formula: C₂₄H₅₁O₄P
• Molecular Weight: 434.633101
• EINECS: 230-341-2
• Mol File: 7057-92-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 507.9 °C at 760 mmHg
• Flash Point: 261 °C
• Appearance: /
• Density: 0.946 g/cm³
• Vapor Pressure: 1.09E-11mmHg at 25°C
• Refractive Index: 1.457
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.50±0.50(Predicted)
• CAS DataBase Reference: didodecyl hydrogen phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: didodecyl hydrogen phosphate(7057-92-3)
• EPA Substance Registry System: didodecyl hydrogen phosphate(7057-92-3)

Safety Data

• Hazardous Substances Data: 7057-92-3(Hazardous Substances Data)

Usage

Uses

Used in Personal Care Industry:
Didodecyl hydrogen phosphate is used as an emulsifying and stabilizing agent in the production of personal care products such as hair conditioners and lotions. It helps to create stable emulsions and improve the texture and performance of these products.
Used in Paints and Coatings Industry:
In the paints and coatings industry, Didodecyl hydrogen phosphate is used as a surfactant to improve the stability and performance of the formulations. It helps to create a uniform dispersion of pigments and other ingredients, resulting in better adhesion, coverage, and durability of the final product.
Used in Lubricants Industry:
Didodecyl hydrogen phosphate is used in the manufacturing of lubricants to improve their emulsifying and stabilizing properties. It helps to create stable emulsions of oil and water, which can be used in various applications such as metalworking fluids and hydraulic fluids.
Used in Agricultural Products:
In the agricultural industry, Didodecyl hydrogen phosphate is used in the formulation of various products, such as pesticides and fertilizers. Its emulsifying and stabilizing properties help to create uniform mixtures and improve the effectiveness of these products.
Used in Textile Industry:
In the textile industry, Didodecyl hydrogen phosphate is used as a fabric softener and antistatic agent. It helps to soften the fabric, reduce static electricity, and improve the overall feel and appearance of the textiles.
Used in Pharmaceutical and Food Industries:
Didodecyl hydrogen phosphate has potential applications in the pharmaceutical and food industries due to its emulsifying and stabilizing properties. It can be used in the formulation of various products, such as drug delivery systems and food emulsions, to improve their stability and performance.

InChI:InChI=1/C24H51O4P/c1-3-5-7-9-11-13-15-17-19-21-23-27-29(25,26)28-24-22-20-18-16-14-12-10-8-6-4-2/h3-24H2,1-2H3,(H,25,26)

Upstream product

• 112-53-8 1-dodecyl alcohol 
• 5958-41-8 dilauryl hydrogen phosphite 
• 770-12-7 O-phenyl phosphorodichloridate 
• 21302-09-0 didodecyl phosphonate 
• 77638-31-4 didodecyl chlorophosphate 

Relevant articles and documents

pH-SENSITIVE CAPSULE MEMBRANES. REVERSIBLE PERMEABILITY CONTROL FROM THE DISSOCIATIVE BILAYER-COATED CAPSULE MEMBRANE BY AN AMBIENT pH CHANGE.

Nylon ultrathin capsules coated with synthetic bilayers having dissociative head groups (2C//1//2PO//4** minus , 2C//1//2-cys-2COO** minus , 2C//1//2-scu-COO** minus , and 2C//1//6-gly-NH//3** plus ) were prepared. Permeations through the membrane of a fluorescent probe trapped in the inner aqueous phase could be reduced by factors of 50-100 relative to that of the uncoated capsule and reversibly controlled by pH changes of the outer medium: in the case of the capsule coated with bilayers containing phosphate (2C//1//2PO//4** minus ) and carboxylate head groups (2C//1//2-cys-2COO** minus and 2C//1//2-suc-COO** minus ), the permeation was redused in the neutral medium, increased in the acidic medium, and reverted to the original slow rate in the neutral medium, depending on the dissociation of head groups of coating bilayers.

PHOSPHORUS-BASED RELEASING AGENT, OPTICAL POLYMERIZABLE COMPOSITION COMPRISING SAME AND PREPARATION THEREOF

Embodiments relate to a polymerizable composition comprising a phosphorus-based mold releasing agent for an optical use whose preparation process is improved, and a process for preparing the phosphorus-based mold releasing agent. The phosphorus-based mold releasing agents can be prepared more easily and conveniently by using phosphorous pentoxide, which can easily react with a monoalcohol and/or water at room temperature in the absence of a catalyst or a solvent. In addition, byproducts are not generated during the reaction. Thus, when a lens is produced by using the mold release agent obtained therefrom, it is possible to prevent a defective appearance of the lens that may be caused by byproducts, thereby further enhancing the appearance properties thereof. Further, since separate steps for removing byproducts, specifically, such steps as washing and filtration, are not required, wastewater is not generated. Thus, it is not only environmentally friendly, but the production cost can also be reduced as the process is simple.

Two novel bi-functional hybrid materials constructed from POMs and a Schiff base with excellent third-order NLO and catalytic properties

The first polyoxometalates modified by a porphyrin-resembling planar Schiff base have been successfully designed and synthesized under hydrothermal conditions. The third-order NLO responses indicated that they are excellent third-order NLO materials. Their catalytic performances are also investigated. The Royal Society of Chemistry.

Convenient preparation of long-chain dialkyl phosphates: Synthesis of dialkyl phosphates

Reaction of phosphorus oxychloride with a primary alcohol (1.8 equiv) and triethylamine (1.8 equiv) in toluene, followed by filtration and treatment with steam, gives dialkyl phosphates in good yield and essentially free from trialkyl phosphate contamination. Georg Thieme Verlag Stuttgart · New York.

POLYCATIONIZED PHOSPHOLIPID DERIVATIVES

The present invention provides novel phospholipid derivatives. Furthermore, the present invention provides lipid membrane structures excellent in gene/nucleic acid introduction efficiency into a cell.

Liposomal polyamine-dialkyl phosphate conjugates as effective gene carriers: Chemical structure, morphology, and gene transfer activity

Synthetic cationic lipids are promising transfection agents for gene therapy. We report here that polyamine conjugates of dialkyl phosphates, combined with natural lipids and assembled in the form of liposomes (polycationic liposome: PCL), possess high transfection activity in the COS-1 cell line. Furthermore, we describe the functional morphology of the PCL/DNA complexes as revealed by atomic force microscopy (AFM). The conjugates were synthesized from dialkyl phosphates (with alkyl chain lengths of 12, 14, or 16 carbons) by reaction with the polyamine molecules, spermidine, spermine, or polyethylenimine (PEI(1800)). [Dewa, T., et al. Bioconjugate Chem. 2004, 15, 824]. The PCL composed of the spermidine and C16 conjugate combined with phospholipid and cholesterol (conjugate/phospholipid/cholesterol = 1/1/1 as a molar ratio) exhibited 3.6 times higher activity than that of a popular commercial product. Systematic tests revealed clear correlations of the transgene activity with physical properties of the polyamine, in particular, that longer alkyl chains and the lower molecular weight polyamines (spermidine, spermine) favor high efficacy at the higher nitrogen/phosphate ratio = 24 (N/P, stoichiometric ratio of nitrogen in the conjugate to phosphate in DNA). The low molecular weight polyamine-based PCLs, which formed 150-400 nm particles with plasmid DNA (lipoplexes), exhibited ～3-fold higher gene transfer activity than micellar aggregates (lacking phospholipid and cholesterol) of the corresponding conjugate. In contrast, the PEI-based PCL formed large aggregates (～1 μm), that, like the micellar aggregate form, had low activity. Activity of the low molecular weight polyamine-based PCLs increased linearly with the N/P of the lipoplex up to N/P = 24. Formation of lipoplexes was examined by agarose gel electrophoresis, dynamic light scattering (DLS), and AFM. At the lower N/P = 5, large aggregates of complex (～1 μm), in which DNA molecules were loosely packed, were observed. At higher N/P, lipoplexes were converted into smaller particles (150-400 nm) having a lamellar structure, in which DNA molecules were tightly packed. Such morphological features of the lipoplex correlate with the dependence of transfection on the N/P in that the lamellar structures gave superior transfection. AFM also indicated that the lipoplexes disassembled significantly, releasing DNA, when the lipoplexes were exposed to acidic conditions (pH 4). The significance for transfection activity of the metamorphosis of bilayer lipoplexes is discussed relative to that of the less active micellar aggregate form, which is unresponsive to pH change.

Alkyl chain length dependency in hydrolysis of liposomal phosphatidylcholine by dialkylphosphate

Because an amphiphile with a positive or negative charge, such as dialkylphosphate or stearylamine, is often added to liposomal phosphatidylcholine (PC) dispersions to prevent aggregation of the liposomes, we investigated the long-term stability of liposomes prepared from saturated PC in the presence of various amphiphiles. On storage of these liposomes at 40°C, PC was gradually hydrolyzed by dialkylphosphate, a negatively charged lipid, while neither stearylamine, a positively charged lipid, nor a non- charged lipid hydrolyzed PC at all. This hydrolysis of PC was examined using dialkylphosphates of various alkyl chain lengths (C10, C12, C14, C16, C18 and C20) and PC with different fatty acyl chain lengths (C14, C16 and C18). The rate of hydrolysis was maximum when the alkyl chain length of dialkylphosphate was almost equal to the fatty acyl chain length of PC. That is, the hydrolysis of dimyristoyl (C14) and dipalmitoyl (C16) acyl chains of PC was accelerated most by the incorporation of dimyristylphosphate (C14) and dipalmitylphosphate (C16), respectively. Distearoyl (C18) acyl chains of PC were hydrolyzed effectively by the incorporation of distearylphosphate (C18) as well as dipalmitylphosphate (C16). The hydrolysis did not occur when methyl dipalmitylphosphate was added instead of dipalmitylphosphate, or when the liposomal structure was decomposed by adding ethanol. These results suggest that dialkylphosphate and PC are aligned head to tail in liposomes and that the phosphate functional group causes the hydrolysis of the esters of PC. The incorporation of cholesterol into PC bilayers suppressed the hydrolysis of PC above the phase transition temperature (T(c)) of PC, but increased it below the T(c). The hydrolysis of PC by dialkylphosphate appears to depend on membrane fluidity and to be accelerated with increased membrane fluidity, because cholesterol reduces the fluidity of the liposomal membrane above the T(c) and enhances it below the T(c).

Process for the preparation of phosphoric diesters

An industrially advantageous process of preparing phosphoric acid diesters of high purity. To a mixture of phosphoric esters comprising phosphoric monoesters and phosphoric diesters, a base is added in an amount of 0.5-1.3 equivalents based on phosphorus atoms which are contained in the mixture. The phosphoric monoesters are converted into orthophosphoric acid and organic hydroxyl compounds by hydrolysis, after which step the orthophosphoric acid and organic hydroxyl compounds are removed from the mixture.