Classifications

• • C—CHEMISTRY; METALLURGY
  • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
  • C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
  • C23G1/00—Cleaning or pickling metallic material with solutions or molten salts
  • C23G1/02—Cleaning or pickling metallic material with solutions or molten salts with acid solutions
  • C23G1/04—Cleaning or pickling metallic material with solutions or molten salts with acid solutions using inhibitors
  • C23G1/06—Cleaning or pickling metallic material with solutions or molten salts with acid solutions using inhibitors organic inhibitors
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
  • C07C381/00—Compounds containing carbon and sulfur and having functional groups not covered by groups C07C301/00 - C07C337/00
  • C07C381/12—Sulfonium compounds

Definitions

• ABSTRACT Corrosion inhibiting agents having the formula 1 6 2
• R stands for an alkyl radical having 4 to 18 carbon atoms and bound in the 6-, 4- or 2-position to the benzene nucleus
• R stands for hydrogen, an alkyl radical having up to 9 carbon atoms
• X (IV) in which n means an integer of 1 to 30 and m stands for 0 or 1 and wherein, if n is at least 3, in this formula 11 an amount of up to one third the radicals which are enclosed by the bracket can be replaced by radicals of the formula 0 0,11,- s c 11,, (-CCH2),,,,
• Corrosion inhibitors are used mainly in the surface cleaning of iron and iron alloys, where, in general, aqueous acids are employed for the removal of rust, scales and the like.
• the action of the acid is to be controlled in such a manner that the surface impurities are attacked and the material itself remains unaffected.
• special inhibitors are used.
• the present invention provides new corrosion inhibitors which permit a better protection of iron and iron alloys in acid solution.
• the invention furthermore relates to the use of these new inhibitors in the known industrial processes, for example in the surface cleaning of metals, wherein iron or iron alloys are subjected to the action of acid solutions.
• the present invention provides agents which inhibit the corrosion of iron or iron alloys in acid solution and which essentially consist of, or contain as the active component, compounds of the formula I m H HO-C2H4-S-X in which X represents an alkyl group having I to 4 carbon atoms, the group C H -OH or a group of the formula ll in which n represents numbers from 1 to 30 and m represents or I and wherein, if n is at least 3, in this formula ll an amount of up to one-third of the radicals which are enclosed by the bracket can be replaced by radicals of the formula R represents a straight chain or branched alkyl group having 4 to 18 carbon atoms bound in the 6-, 4- or 2- position to the benzene nucleus, R represents hydrogen, a straight chain or branched alkyl group having 1 to 9 carbon atoms or a group of the formula in which X has the meaning given above, A represents the anions Cl Br I", CH OSO 1/280 in a quantity which is equivalent to the number
• the corrosion inhibitors of the invention small amounts of up to about 15 percent by weight, referred to the sulfonium salts of the formula I, of alkynols, preferably propargyl alcohol.
• the new corrosion inhibitors may be applied together with other known corrosion inhibitors, other auxiliary agents, for example surface-active agents. 7
• the sulfonium salts of the formula I used according to the invention as corrosion inhibitors can be prepared by transforming a monoalkylor dialkyl-benzene be chloromethylation into the corresponding alkylor dialkyl-benzyl chloride and reacting the latter with an alkali mercaptide of thioethylene glycol to obtain the corresponding thio-ether:
• + olomocm @-cmo1 0111011 may be prepared, for example according to the method described in Houben-Weyl, Methoden der organi Disposlormie," volume 14/2 (1963), page 586.
• the polythio-diethylene-glycol ethers or the polythiodiethylene glycol formals-can then be reacted in known manner with alkyl-benzyl halides to yield the corresponding alkyl-benzyl-sulfonium salts.
• the reaction can be carried out by mixing the substances with stirring, if necessary in the presence of solvents, at room temperature or, if necessary, while heating.
• An addition of metal halides, such as zinc chloride has an ac celerating effect in the reaction.
• alkyl benzenes which may be used as starting materials for the preparation of the sulfonium salts of the formula I, there may be mentioned, for example hexylbenzene, octylbenzene, tetra. propylene-benzene, dodecylbenzene, 4-tert.-butyltoluene, n-nonylbenzene or an industrial alkyl-benzene mixture having alkyl groups of 12 to 18 carbon atoms.
• the chloromethylation of these alkyl-benzenes can 126 g 1 mole) of dimethyl sulfate were added dropwise, at 40 C, while stirring, to the tetrapropylenebenzyl-B-oxethyl sulfide and the whole was stirred for 2 be effected in a manner known per se, for example by ho r
• the p-tetrapropylenebenzyl-S-oxethyl-S- reaction with methylchloromethyl ether and Friedel- 5 m8thyl-S-Sulf0nium-methosulfate was obtained in the Crafts catalysts, for example zinc chloride or concenform fa C u il ith a yield of46l g and was found trated sulfuric acid.
• Prepamlio of P y y g y one or two chloromethyl groups into the benzene ring, dodeeylbel'llyl-sUlfonillm Chloride so that compounds such, for example, as p-dodecylben- 122 g (1 mole) of thiodiethyleneglycol and 30 g (1 zyl-chloride, 2-chloro-methyl-4-tert.butyltoluene, 2,4- mole) of paraformaldehyde in 500 ml of benzene were bis-chloromethyl-dodecylbenzene etc.
• g was found to have a molecular weight (measured os- The sulfonium salts of the formula 1 used according mometrically in benzene) of 546 and a content of to the invention are added to the acid metal treating 20 bound formaldehyde of 22.7 percent.
• the p0]y thiodiethyleneglycopformal was combined baths is at least Pereem by Weight;
• the product contained The preparation of the sulfonium salts of the formula 10 5 r ent by weight of ionogenically bound chlol of the present invention is illustrated in the following rine. Examples: The following Examples show the advantageous anti- 1. Preparation of p-tetrapropylenebenzyl-S.oxethyl-S- corrosive action of the sulfonium salts of the invention.
• methylsulfonium-methosulfate For testing the inhibiting effect, cleaned and weighed 300 g (1 mole) of tetrapropylene-benzyl chloride, iron plates (soft steel RST 37-2-05), having a size of 75 obtained in known manner from tetrapropylene- X 10 X 0.75 mm each, were treated at 80 C in an aquebenzene and methyl-chloromethyl ether and zinc chlo- 40 ous solution containing 80 percent by weight of hydroride or concentrated sulfuric acid were combined, chloric acid and (a) 0.05 percent by weight, b) 0.1 perwhile stirring, with 78 g (1 mole) of B-hydroxyethylcent by weight or (c) 0.15 percent by weight of one of mercaptan and then with 40 g 1 mole) of sodium hythe following inhibitors.
• Tetrapropylenebenzyl-B-oxethyl scope of the present invention and which are indicated sulfide in the form of a light yellow oil was obtained in in the Table hereinafter sub No. 13 to 16.
• the results a yield of 335 g 98 percent) having a content of orof these comparative tests demonstrate the superior anganically bound sulfur of 9.3 percent (theory 9.36 perticorrosive effect of the sulfonium salts according to cent) and a molecular weight of 338 (theory 342). the invention.
• An acid metal treating bath consisting essentially 6 1 2
• R represents hydrogen, a straight chain or branched alkyl group having 1 to 9 carbon atoms or a group of the formula in which Y represents an alkyl group having 1 to 4 carbon atoms or the group --C- ,H OH, A represents the anions Cl, Br", 1", CH OSO l/2SO in a quantity which is equivalent to the number of the positively charged sulfur atoms in the total molecule of the formula I.
• An acid metal treating bath consisting essentially of hydrochloric acid and as corrosion inhibitor 005 to 2.0 percent by weight of a compound of the formula CH3 C2H4O H 6 (+1/ (-1 H( HCH2)4 CH1s CH OSO 3 O and CH3 C2H4O H m-oH-cm).
• An acid metal treating bath consisting essentially of hydrochloric acid and as corrosion inhibitor 0.05 to 2.0 percent by weight of a compound of the formula 5.
• R represents a group of the formula 9 10 wherein Y is an alkyl group of l to 4 carbon atoms. 01H
• An acid metal treating bath consisting essentially H1 of hydro-chloric acid and as a corrosion inhibitor 0.05 5 to 2.0 percent by weight of a compound of the general CH3 formula H H(( JHC1)4 Hz

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Mechanical Engineering (AREA)
• Metallurgy (AREA)
• Preventing Corrosion Or Incrustation Of Metals (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)

Applications Claiming Priority (1)

Publications (1)

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Family Applications (1)

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Cited By (4)

Families Citing this family (1)

• 1970
  • 1970-12-28 DE DE2063987A patent/DE2063987C3/de not_active Expired
• 1971
  • 1971-12-21 US US00210558A patent/US3773675A/en not_active Expired - Lifetime
  • 1971-12-23 NL NL7117755A patent/NL7117755A/xx unknown
  • 1971-12-23 GB GB6006571A patent/GB1373509A/en not_active Expired
  • 1971-12-24 IT IT32912/71A patent/IT944360B/it active
  • 1971-12-27 BR BR8594/71A patent/BR7108594D0/pt unknown
  • 1971-12-28 BE BE777370A patent/BE777370A/xx unknown
  • 1971-12-28 FR FR7147031A patent/FR2120074A1/fr not_active Withdrawn

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