Alkyl ammonium salts

Antistatic additives are designed to be present on the surface of the molded part to achieve the full antistatic benefit. The types of additives used to enhance antistatic properties include quaternary ammonium salts, alkyl sulfonates or phosphate plus alkali metals, ethoxylated amines, or gylcerol esters. Antistatics are typically used at higher levels than other additives such as antioxidants. Therefore, antistatics are likely to increase light scattering, making it more difficult to achieve the higher chroma colors. 

Corrosion inhibitors for mineral oils include alkyl imidazoles, amines, aminopyridines, quaternary ammonium salts, alkyl sulfonates, borate esters, hydroxy amines, naphthenic acids, phosphate esters, and stearates. 

Alkylbenzyl- Detergents Pressure (5-10 s) ammonium salts, alkyl pyridtnium salts... 

When an alkyl aryl ketone is heated with yellow ammonium polysulphide solution at an elevated temperature, an aryl substituted aliphatic acid amide is foimed the product actually isolated is the amide of the ci-aryl carboxylic acid together with a smaller amount of the corresponding ammonium salt of the oarboxylio acid. Thus acetophenone affords phenylacetamide (50 per cent.) and ammonium phenylacetate (13 per cent.) ... 

Amines are powerful nucleophiles which react under neutral or slightly basic conditions with several electron-accepting carbon reagents. The reaction of alkyl halides with amines is useful for the preparation of tertiary amines or quaternary ammonium salts. The conversion of primary amines into secondary amines is usually not feasible since the secondary amine tends towards further alkylation. 

Ammonium salts that have four alkyl groups bonded to nitrogen are called quaternary ammonium salts... 

In spite of being ionic many quaternary ammonium salts dissolve m nonpolar media The four alkyl groups attached to nitrogen shield its positive charge and impart lipophilic character to the tetraalkylammonium ion The following two quaternary ammonium salts for example are soluble m solvents of low polarity such as benzene decane and halo genated hydrocarbons... 

Even the tertiary amine competes with ammonia for the alkylating agent The product is a quaternary ammonium salt... 

A second alkylation may follow converting the secondary amine to a tertiary amine Alkylation need not stop there the tertiary amine may itself be alkylated giving a qua ternary ammonium salt... 

Because of its high reactivity toward nucleophilic substitution methyl iodide is the alkyl halide most often used to prepare quaternary ammonium salts... 

Ammonia can act as a nucleophile toward primary and some secondary alkyl halides to give primary alkylamines Yields tend to be modest because the primary amine IS itself a nucleophile and undergoes alkylation Alkylation of ammonia can lead to a mixture containing a primary amine a secondary amine a tertiary amine and a quaternary ammonium salt... 

Alkylation (Section 22 12) Amines act as nucleophiles toward alkyl halides Pri mary amines yield secondary amines secondary amines yield tertiary amines and tertiary amines yield quaternary ammonium salts... 

Quantum (Section 13 1) The energy associated with a photon Quaternary ammonium salt (Section 22 1) Salt of the type R4N X The positively charged ion contains a nitrogen with a total of four organic substituents (any combination of alkyl and aryl groups)... 

The Leuckart reaction uses formic acid as reducing agent. Reductive alkylation using formaldehyde, hydrogen, and catalyst, usually nickel, is used commercially to prepare methylated amines. These tertiary amines are used to prepare quaternary ammonium salts. 

Quaternary ammonium compounds are usually named as the substituted ammonium salt. The anion is Hsted last (3). Substituent names can be either common (stearyl) or lUPAC (octadecyl). If the long chain in the compound is from a natural mixture, the chain is named after that mixture, eg, taHowalkyL Prefixes such as di- and tri- are used if an alkyl group is repeated. Complex compounds usually have the substituents Hsted in alphabetical order. Some common quaternary ammonium compounds and their appHcations in patent Hterature are Hsted in Table 1. 

Quaternary ammonium alkyl ethers are prepared similarly an alkaline starch is reacted with a quaternary ammonium salt containing a 3-chloto-2-hydtoxyptopyl or 2,3-epoxyptopyl radical. Alternatively, such derivatives can be prepared by simple quaternization of tertiary aminoalkyl ethers by reaction with methyl iodide. Sulfonium (107) and phosphonium (108) starch salts have also been prepared and investigated. Further work has explained the synthesis of diethyl aminoethyl starch (109) as well as the production of cationic starches from the reaction of alkaline starch with... 

Physical Properties. Sulfuryl chloride [7791-25-5] SO2CI2, is a colorless to light yellow Hquid with a pungent odor. Physical and thermodynamic properties are Hsted ia Table 7. Sulfuryl chloride dissolves sulfur dioxide, bromine, iodine, and ferric chloride. Various quaternary alkyl ammonium salts dissolve ia sulfuryl chloride to produce highly conductive solutions. Sulfuryl chloride is miscible with acetic acid and ether but not with hexane (193,194). 

The nitrogen of aHphatic and aromatic amines is alkylated rapidly by alkyl sulfates yielding the usual mixtures. Most tertiary amines and nitrogen heterocycles are converted to quaternary ammonium salts, unless the nitrogen is of very low basicity, eg, ia tn phenylamine. The position of dimethyl sulfate-produced methylation of several heterocycles with more than one heteroatom has been examined (22). Acyl cyanamides can be methylated (23). Metal cyanates are converted to methyl isocyanate or ethyl isocyanate ia high yields by heating the mixtures (24,25). 

Methylsuccinic acid has been prepared by the pyrolysis of tartaric acid from 1,2-dibromopropane or allyl halides by the action of potassium cyanide followed by hydrolysis by reduction of itaconic, citraconic, and mesaconic acids by hydrolysis of ketovalerolactonecarboxylic acid by decarboxylation of 1,1,2-propane tricarboxylic acid by oxidation of /3-methylcyclo-hexanone by fusion of gamboge with alkali by hydrog. nation and condensation of sodium lactate over nickel oxide from acetoacetic ester by successive alkylation with a methyl halide and a monohaloacetic ester by hydrolysis of oi-methyl-o -oxalosuccinic ester or a-methyl-a -acetosuccinic ester by action of hot, concentrated potassium hydroxide upon methyl-succinaldehyde dioxime from the ammonium salt of a-methyl-butyric acid by oxidation with. hydrogen peroxide from /9-methyllevulinic acid by oxidation with dilute nitric acid or hypobromite from /J-methyladipic acid and from the decomposition products of glyceric acid and pyruvic acid. The method described above is a modification of that of Higginbotham and Lapworth. ... 

Low surface energy substrates, such as polyethylene or polypropylene, are generally difficult to bond with adhesives. However, cyanoacrylate-based adhesives can be effectively utilized to bond polyolefins with the use of the proper primer/activa-tor on the surface. Primer materials include tertiary aliphatic and aromatic amines, trialkyl ammonium carboxylate salts, tetraalkyl ammonium salts, phosphines, and organometallic compounds, which are initiators for alkyl cyanoacrylate polymerization [33-36]. The primer is applied as a dilute solution to the polyolefin surface, solvent is allowed to evaporate, and the specimens are assembled with a small amount of the adhesive. With the use of primers, adhesive strength can be so strong that substrate failure occurs during the course of the shear tests, as shown in Fig. 11. 

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