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Usage

Uses

Used in Pharmaceutical Industry:
12-Hydroxydodecyl methacrylate is used as a monomer for the synthesis of IR-780-loaded phospholipid mimicking homopolymeric micelles. These micelles are designed for near-infrared imaging and photothermal therapy of pancreatic cancer, providing a targeted and effective treatment option.
Used in Adhesive Industry:
12-Hydroxydodecyl methacrylate is used as a monomer to prepare degradable adhesive compounds. These adhesives have good adhesive properties and can degrade over time, making them suitable for various applications where temporary adhesion is required.

InChI:InChI=1/C16H30O3/c1-15(2)16(18)19-14-12-10-8-6-4-3-5-7-9-11-13-17/h17H,1,3-14H2,2H3

Upstream product

• 5675-51-4 1,12-dodecandiol 
• 920-46-7 Methacryloyl chloride 
• 79-41-4 poly(methacrylic acid) 

Relevant academic research and scientific papers

Phosphatidic acid-functionalized monolithic stationary phase for reversed-phase/cation-exchange mixed mode chromatography

A novel phosphatidic acid functionalized polymeric monolithic column was prepared through the thermally initiated co-polymerization of 12-methacryloyl dodecylphosphatidic acid (MDPA) and ethylene glycol dimethacrylate (EDMA) in the presence of 1,4-butanediol and isopropanol as porogens within 100 μm I.D. capillaries. The polymerization conditions of monolithic columns were systematically optimized in order to obtain good permeability, stability and column efficiency. The reproducibility of the optimized monolithic column was also satisfactory. The physicochemical properties of the monolithic column were evaluated by use of instrumental techniques including scanning electron microscopy, Fourier transform infrared spectra, ζ-potential analysis and micro-HPLC. A series of test compounds such as small peptides, alkylphenones, etc., were employed to investigate the retention mechanism on the poly(MDPA-co-EDMA) monolithic column. The results demonstrate that both hydrophobic and cation-exchange interactions could contribute to the overall retention of analytes. Furthermore, the novel reversed-phase/cation-exchange mixed mode monolithic column was applied to the separations of small peptides, phenols, water-soluble vitamins B, and pharmaceutical compounds. The successful applications indicate the potential of the poly(MDPA-co-EDMA) monolithic column in complex sample analysis.

Synthesis, characterization and properties of a new polymerisable surfactant: 12-Methacryloyl dodecylphosphocholine

A new polymerizable surfactant, 12-methacryloyl dodecylphosphocholine (MDPC), has been synthesized using a three-step procedure in moderate yield. Phase transitions were characterized by DSC and phase behavior in water was determined by surface tension and polarizing microscopy. MDPC showed typical surfactant behavior and self-aggregated to micelles above a distinct concentration. The critical micelle concentration (CMC) of MDPC was determined to be 5 × 10-4 mol/L. MDPC showed mesomorphic properties between 75 and 86 °C as studied by differential scanning calorimetry (DSC). The formation of black lipid membranes was further investigated. The methacrylate functionalized MDPC could form a bilayer membrane (BLM) although it was very unstable (collapsed after 10-30 s). However, it was possible to form stable BLMs in mixture with non-polymerizable two chain phospholipids, i.e. asolectin and diphytanoyl phosphatidylcholine (DPhPC). Stable bilayers could be obtained up to a MDPC content of 50 mol%. Gramicidin A was incorporated into MDPC/DPhPC membranes and exhibited ion-channel activity shown by single channel conductivity measurements.

Zwitterionic Molecularly Imprinted Cross-Linked Micelles for Alkaloid Recognition in Water

Molecular imprinting within surface/core doubly cross-linked micelles afforded water-soluble nanoparticle receptors for their template molecules. Extremely strong imprinting effects were consistently observed, with the imprinting factor >100:1 in comparison to nonimprinted nanoparticles prepared without the templates. The ionic nature of the cross-linkable surfactant strongly impacted the imprinting and binding process. Imprinted receptors prepared with a zwitterionic cross-linkable surfactant (4) outperformed a similar cationic one (1) when the template was zwitterionic or cationic and preferred their templates over structural analogues regardless of their ionic characteristics. Electrostatic interactions, however, dominated the receptors made with the cationic surfactant. The same micellar imprinting applied to simple as well as complex alkaloids. Imprinted receptors from 4 were also shown to categorize their alkaloid guests according to their structural similarity.

Zwitterionic Molecularly Imprinted Cross-Linked Micelles for Alkaloid Recognition in Water

Molecular imprinting within surface/core doubly cross-linked micelles afforded water-soluble nanoparticle receptors for their template molecules. Extremely strong imprinting effects were consistently observed, with the imprinting factor >100:1 in comparison to nonimprinted nanoparticles prepared without the templates. The ionic nature of the cross-linkable surfactant strongly impacted the imprinting and binding process. Imprinted receptors prepared with a zwitterionic cross-linkable surfactant (4) outperformed a similar cationic one (1) when the template was zwitterionic or cationic and preferred their templates over structural analogues regardless of their ionic characteristics. Electrostatic interactions, however, dominated the receptors made with the cationic surfactant. The same micellar imprinting applied to simple as well as complex alkaloids. Imprinted receptors from 4 were also shown to categorize their alkaloid guests according to their structural similarity.

A general method for selective recognition of monosaccharides and oligosaccharides in water

Molecular recognition of carbohydrates plays vital roles in biology but has been difficult to achieve with synthetic receptors. Through covalent imprinting of carbohydrates in boroxole-functionalized cross-linked micelles, we prepared nanoparticle receptors for a wide variety of mono- and oligosaccharides. The boroxole functional monomer bound the sugar templates through cis-1,2-diol, cis-3,4-diol, and trans-4,6-diol. The protein-sized nanoparticles showed excellent selectivity for daldohexoses in water with submillimolar binding affinities and completely distinguished the three biologically important hexoses (glucose, mannose, and galactose). Glycosides with nonpolar aglycon showed stronger binding due to enhanced hydrophobic interactions. Oligosaccharides were distinguished on the basis of their monosaccharide building blocks, glycosidic linkages, chain length, as well as additional functional groups that could interact with the nanoparticles.

COLORED COMPOSITION

The present invention is to provide a colored composition having higher heat resistance compared with conventional colored compositions. The present invention further relates to: “a polymer having a monomer unit derived from a monomer which has (i) a cationic rhodamine derivative having, as an counter anion, an anion including an aryl group having an electron-withdrawing substituent and an anion group and (ii) an ethylenically unsaturated bond”, “a monomer which has (i) a cationic rhodamine derivative having, as an counter anion, an anion including an aryl group having an electron-withdrawing substituent and an anion group and (ii) an ethylenically unsaturated bond”, “a colored composition comprising the above-described polymer or the monomer”, and “a colored composition for a color filter comprising the above-described polymer or the monomer”.

Protein-mimetic, molecularly imprinted nanoparticles for selective binding of bile salt derivatives in water

A tripropargylammonium surfactant with a methacrylate-terminated hydrophobic tail was combined with a bile salt derivative, divinyl benzene (DVB), and a photo-cross-linker above its critical micelle concentration (CMC). Surface-cross-linking with a diazide, surface-functionalization with an azido sugar derivative, and free-radical-core-cross-linking under UV irradiation yielded molecularly imprinted nanoparticles (MINPs) with template-specific binding pockets. The MINPs resemble protein receptors in size, complete water-solubility, and tailored binding sites in their hydrophobic cores. Strong and selective binding of bile salt derivatives was obtained, depending on the cross-linking density of the system.