19102-92-2

Usage

Uses

Used in Adhesives Production:
Heptadecanedioic acid dimethyl ester is used as a component in the production of adhesives for its ability to improve the adhesive's performance and durability.
Used in Coatings Industry:
In the coatings industry, heptadecanedioic acid dimethyl ester is used as a plasticizer to enhance the flexibility and workability of coatings, providing a smooth and even finish.
Used in Lubricants:
Heptadecanedioic acid dimethyl ester is utilized as a lubricant due to its low volatility and ability to reduce friction between moving parts, thus extending the lifespan of machinery.
Used in Polymers and Resins:
Heptadecanedioic acid dimethyl ester is used as a plasticizer in polymers and resins, improving their processability and end-use properties, such as flexibility and toughness. Its low volatility ensures that the plasticized materials maintain their properties over time without releasing harmful emissions.

Upstream product

• 67-56-1 methanol 
• 3508-00-7 1-bromoheptadecane 
• 2424-90-0 heptadecanedioic acid 
• 1374572-51-6 1,13-bis(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)tridecane 
• 505-52-2 brassylic acid 
• 35691-43-1 tridecanedioyl dichloride 
• 247599-36-6 1,13-bis(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)tridecane-1,13-dione 
• 629-56-1 hexadeca-2-enoic acid 
• 201230-82-2 carbon monoxide 
• 106-02-5 pentadecanolide 
• 14722-40-8 1,15-pentadecanediol 
• 21964-50-1 pentadeca-1,14-diene 
• 81726-81-0 1,15-dibromopentadecane 
• 4175-47-7 methyl α-eleostearate 

Downstream Products

• 72849-42-4 heptadecanedioic acid monomethyl ester 
• 66577-59-1 1,17-heptadecanediol 
• 94036-00-7 17-hydroxy-heptadecanoic acid methyl ester 

Relevant academic research and scientific papers

HETEROCYCLIC DERIVATIVES

Compounds of the formula (I): Q1-Q2-Q3, in which Q1, Q2 and Q3 have the meanings indicated in Claim 1, degrade target proteins, and can be employed, inter alia, for the treatment of diseases such as cancer, multiple sclerosis, cardiovascular diseases, central nervous system injury and different forms of inflammation.

Valorization of Unconventional Lipids from Microalgae or Tall Oil via a Selective Dual Catalysis One-Pot Approach

A dual catalysis approach enables selective functionalization of unconventional feedstocks composed of complex fatty acid mixtures with highly unsaturated portions like eicosapentaenoate (20:5) along with monounsaturated compounds. The degree of unsaturation is unified by selective heterogeneous hydrogenation on Pd/γ-Al2O3, complemented by effective activation to a homogeneous carbonylation catalyst [(dtbpx)PdH(L)]+ by addition of diprotonated diphosphine (dtbpxH2)(OTf)2. By this one-pot approach, neat 20:5 as a model substrate is hydrogenated to up to 80% to the monounsaturated analogue (20:1), this is functionalized to the desired C21 α,ω-diester building block with a linear selectivity of over 90%. This catalytic approach is demonstrated to be suitable for crude microalgae oil from Phaeodactylum tricornutum genetically engineered for this purpose, as well as tall oil, an abundant waste material. Both substrates were fully converted with an overall selectivity to the linear α,ω-diester of up to 75%.

Metathesis of renewable polyene feedstocks – Indirect evidences of the formation of catalytically active ruthenium allylidene species

Cross-metathesis (CM) of conjugated polyenes, such as 1,6-diphenyl-1,3,5-hexatriene (1) and α-eleostearic acid methyl ester (2) with several olefins, including 1-hexene, dimethyl maleate and cis-stilbene as model compounds has been carried out using (1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene)-dichloro(o-isopropoxyphenylmethylene)ruthenium (Hoveyda-Grubbs 2nd generation, HG2) catalyst. The feasibility of these reactions is demonstrated by the observed high conversions and reasonable yields. Thus, regardless of the relatively low electron density, =CH–CH= conjugated units of molecules, including compound 2 as a sustainable, non-foodstuff source, can be utilized as building blocks for the synthesis of various value-added chemicals via olefin metathesis. DFT-studies and the product spectrum of the self-metathesis of 1,6-diphenyl-1,3,5-hexatriene suggest that a Ru η1-allylidene complex is the active species in the reaction.

Synthetic polyester from algae oil

Current efforts to technically use microalgae focus on the generation of fuels with a molecular structure identical to crude oil based products. Here we suggest a different approach for the utilization of algae by translating the unique molecular structures of algae oil fatty acids into higher value chemical intermediates and materials. A crude extract from a microalga, the diatom Phaeodactylum tricornutum, was obtained as a multicomponent mixture containing amongst others unsaturated fatty acid (16:1, 18:1, and 20:5) phosphocholine triglycerides. Exposure of this crude algae oil to CO and methanol with the known catalyst precursor [{1,2-(tBu2PCH2) 2C6H4}Pd(OTf)](OTf) resulted in isomerization/methoxycarbonylation of the unsaturated fatty acids into a mixture of linear 1,17- and 1,19-diesters in high purity (>99%). Polycondensation with a mixture of the corresponding diols yielded a novel mixed polyester-17/19.17/19 with an advantageously high melting and crystallization temperature. Algae as feedstock: Crude algae oil from the strain Phaeodactylum tricornutum was transformed into polycondensation-grade purity monomers and thus utilized as feedstock for the production of an algae oil based polyester.

Polymerisable di- and triesters from Tall Oil Fatty Acids and related compounds

Tall Oil Fatty Acids, a low value side product from the paper industry containing mainly oleic and linoleic acids, are used for producing the polyester precursor, dimethyl 1,19-nonadecanedioate by methoxycarbonylation in the presence of [Pd2(dba)3], 1,2- bis(ditertiarybutylphosphinomethyl)benzene and methanesulfonic acid in methanol. The methoxycarbonylation of methyl linoleate has been used to identify other products formed and approaches to their minimisation have been developed. It has also been used for the production of trimethyl heptadecanetricarboxylates. Finally, conjugated unsaturated esters of different chain length (up to 16 C atoms), some of them available from plant oils, are subjected to methoxycarbonylation to give α,ω-diesters.

Biosynthesis of defensive coccinellidae alkaloids: Incorporation of fatty acids in adaline, coccinelline, and harmonine

In this study, we report on in vitro incorporation experiments of several labelled fatty acids in the ladybird alkaloids coccinelline (Coccinella 7-punctata), adaline (Adalia 2-punctata), and harmonine (Harmonia axyridis). The obtained results clearly indicate that stearic acid is the precursor of coccinelline and harmonine, whereas myristic acid is at the origin of the carbon skeleton of adaline. Possible pathways for the biosynthesis of these alkaloids are presented. In vitro incorporation experiments of labelled fatty acids in the ladybird alkaloids coccinelline (Coccinella 7-punctata), adaline (Adalia 2-punctata) and harmonine (Harmonia axyridis) indicate that stearicacid is the best precursor for the biosynthesis of coccinelline and harmonine, whereas myristic acid is more efficient for the formation of the carbon skeleton of adaline. Copyright