Development of a phosphate‐free home laundry detergent

Linfield, W. M.; Roseman, K. A.; Reilich, H. G.; Adlaf, P. C.; Harlin, C. C.

doi:10.1007/bf02582588

Cited by 6 publications

(9 citation statements)

References 2 publications

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“…The recrystallized surfactants were found to be over 95% pure by Hyarnine 1622 titration, and the purity was confirmed by elemental analyses. The structure of these compounds was confirmed by NMR spectroscopy as outlined in a previous publication (3).…”

Section: Purification Of Amidesmentioning

confidence: 81%

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Soap‐based detergent formulations: VI. Alkylaryl sulfonamide derivatives as lime soap dispersing agents

Bistline

Noble

Linfield

1974

J Americ Oil Chem Soc

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Alkylbenzenes, such as industrial detergent alkylates, as well as pure 1-phenylalkanes whose side chain lengths varied C8-C12 , were converted into the corresponding alkylbenzenesulfonyl chlorides with chlorosulfonic acid. Surface active sulfonamides were obtained from the reaction of the sulfonyl chlorides with various low mol wt aminosulfonic acids, such as N-methyltaurine, or with aminoalkyl esters of sulfuric acid, such as 2-aminoethyl hydrogen sulfate. The hydrolytic stability of the resulting surface active sulfonamide derivatives was investigated. As expected, the sulfonates were quite resistant to acid or alkaline hydrolysis, while the sulfates were more susceptible to hydrolysis. Hydrolytic stability of the sulfonamides was compared with that of the analogous fatty acid amide sulfactants. All of the compounds were excellent lime soap dispersing agents giving Borhetty-Bergman values of 4-10. The compounds were evaluated for detergency either alone or formulated either with tallow soap or with tallow soap and sodium silicate (Na20/SiO 2 ratio of 1:1.6). The derivatives of the pure hydrocarbons which gave the best overall detergency were those of 1-phenyldecane and 1-phenyldodecane, whereas those of 1-phenyloctane exhibited poor detergency. This ranking was observed when the compounds were tested alone as well as when formulated. The sulfonamide derivatives of the detergent alkylate type of alkylbenzenes exhibited excellent detergency characteristics and showed substantial potentiation of detergency when mixed with soap or with a soap-sodium silicate blend. The detergency performance of some of these formulated detergents was equal to that of a commercial household detergent used as a control.

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Section: Purification Of Amidesmentioning

confidence: 81%

“…The synthetic procedure of Linfield, et al, (3) was modified by replacement of the solvent dimethyl sulfoxide by 1-methyl-2-pyrrolidinone which was effective at a much lower concentration. Sodium hydroxide (27 g, 0.66 moles) was dissolved in 125 ml distilled water and cooled to room temperature.…”

Section: Synthesis Of Sulfonamide Surfactantsmentioning

confidence: 99%

Soap‐based detergent formulations: VI. Alkylaryl sulfonamide derivatives as lime soap dispersing agents

Bistline

Noble

Linfield

1974

J Americ Oil Chem Soc

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“…Co., Ponca City, Okla.): The product (II-A) was prepared by the reaction of the alkylbenzene mixture in 1,2-dichloroethane with an equimolar amount of maleic anhydride and 80% excess anhydrous aluminum chloride (2). The apparatus was rendered anhydrous by the removal of a small amount of the solvent by distillation, along with azeotroped water, prior to the addition of the reagents.…”

Section: Aroylacrylic Acid (Ii-a) From Nalkylene 500 (Alkylbenzene MImentioning

confidence: 99%

“…Methyl aroylacrylate from Nalkylene 500 (IliA): The literature procedure was followed explicitly (1,2). The crude aroylacrylic acid (II-A) in 1,2-dichloroethane was esterified without prior purification.…”

Section: Aroylacrylic Acid (Ii-a) From Nalkylene 500 (Alkylbenzene MImentioning

confidence: 99%

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Soap‐based detergent formulations: VII. Sodium methyl alkylbenzoylsulfopropionates as lime soap dispersing agents

Marmer

Horn

Linfield

1974

J Americ Oil Chem Soc

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Research was performed on the development of lime soap dispersing agents derived from alkylbenzenes. The sulfonation with sodium bisulfite of a variety of methyl/$-p-alkylbenzoylacrylates (III) produced adducts (I) whose detergent properties were studied. Yields were optimized, model compounds were synthesized, and products characterized by NMR spectroscopy. The sulfonated adduct (I-A) derived from a ~_o.mm_ercial_.~xture 0f alky!benze 9 can_ l~e formu_!aAe_d ~Wis~0ap, Sodium silicate, that is competitfi/~ 'with a standard linear alkyl?, benzenesulfonate-phosphate household deterge~lt.

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