EP0000337A1 - Utilisation de télomères formés de mercaptans et de composés acryliques comme inhibiteurs d'entartrage et/ou de corrosion - Google Patents

Utilisation de télomères formés de mercaptans et de composés acryliques comme inhibiteurs d'entartrage et/ou de corrosion Download PDF

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Publication number
EP0000337A1
EP0000337A1 EP78100185A EP78100185A EP0000337A1 EP 0000337 A1 EP0000337 A1 EP 0000337A1 EP 78100185 A EP78100185 A EP 78100185A EP 78100185 A EP78100185 A EP 78100185A EP 0000337 A1 EP0000337 A1 EP 0000337A1
Authority
EP
European Patent Office
Prior art keywords
telomerizates
telomers
scale
corrosion inhibitors
acrylic compounds
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP78100185A
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German (de)
English (en)
Inventor
Bernd Dr. Wegemund
Volker Dr. Wehle
Jürgen Reiffert
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0000337A1 publication Critical patent/EP0000337A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F5/00Softening water; Preventing scale; Adding scale preventatives or scale removers to water, e.g. adding sequestering agents
    • C02F5/08Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents
    • C02F5/10Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances
    • C02F5/12Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances containing nitrogen
    • CCHEMISTRY; METALLURGY
    • C23COATING 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
    • C23FNON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
    • C23F11/173Macromolecular compounds

Definitions

  • the operation of industrial water systems is generally not possible without the use of anti-corrosion agents and hardness stabilizers.
  • the classic means for this purpose are phosphorus-containing substances, e.g. Polyphosphates or phosphonic acids.
  • the object of the present invention was therefore to find more effective agents of the type mentioned which are not phosphorus-containing compounds and are therefore of considerable technical interest.
  • telomerizates from telogen and acrylic compounds containing mercaptan groups are expediently used in amounts of 0.1 to 100, in particular 1 to 30 ppm, based on the process water.
  • Sodium and potassium are of course primarily considered as alkali metal ions. Of course, these can also be replaced in whole or in part by optionally substituted ammonium ion.
  • the telomerizates to be used according to the invention can be prepared by known processes (for example, see US Pat. No. 3,498,942).
  • the reaction of alkyl mercaptan, acrylonitrile and acrylic acid in an anhydrous medium such as e.g. carried out in low molecular weight aliphatic alcohols, such as methanol, ethanol or propanol.
  • the reaction temperature can be varied within wide limits from about 20 to about 100 ° C, but is generally between 20 to 70 ° C.
  • the reaction is carried out in the presence of a conventional radical initiator, such as e.g.
  • telomerisate obtained in this way is usually suitable for use as a stone and corrosion inhibitor without further purification.
  • Alkyl mercaptans with preferably a straight-chain primary, branched-chain primary, secondary or tertiary alkyl group with 8 to 18 carbon atoms, such as, for example, n-octyl mercaptan, n-decyl mercaptan, t-dodecyl mercaptan, hexadecyl mercaptan, octadecyl mercaptan, are used.
  • unsaturated monomers come especially acrylic acid and methacrylic acid and the corresponding amides and also acrylonitrile and methacrylonitrile.
  • acrylamide telomerizates are compounds of the general formula in which R represents an aliphatic hydrocarbon radical having 8 to 18 carbon atoms, X is hydrogen or a methyl group and m are numbers from approximately 6 to 20.
  • telomerization of the nonionic, i.e. Polymers containing amide and optionally nitrile groups are carried out as previously explained.
  • the reaction mixture is advantageously worked up by precipitation with solvents, such as, for example, lower hydrocarbons or, in particular, diethyl ether. In this way, even through sogn. Accidental cleaning can be carried out. In general, however, this is not necessary.
  • the solution was concentrated on a Rotavapor, dissolved in warm water with aqueous ethanol and precipitated in ether. Approx. 90% of the telomer was dispersed in water, neutralized to pH 10 with dilute sodium hydroxide solution, precipitated in ethanol and dried to constant weight in a vacuum drying cabinet.
  • telomeres In order to recover the telomeres, some of which were still in solution, 2.5 liters of ether were added as the precipitant and the precipitate formed was filtered off. The precipitate was washed with acetone, filtered and in Vacuum drying cabinet dried to constant weight.
  • telomeres The yield of telomeres was 609 g (corresponding to 79% of theory).
  • the sulfur content of the product was 4.15% and the distribution of the monomer fractions in moles in the telomer was 1 mol of n-dodecyl mercaptan: 8.6 mol of acrylamide (product A).
  • test water with the substance according to the invention contained therein is conveyed through a heat exchanger by means of a peristaltic pump.
  • the hardness deposited on the wall of the heat exchanger is dissolved in dilute hydrochloric acid and Ca0 is determined titrimetrically in this solution.
  • the relation to a blank value without dosing is given:
  • the test water had the following German degrees of hardness:
  • Table 1 below shows the values found for substance A in comparison with the so-called zero value.
  • Corrosion behavior is determined using the coupon method. For this purpose, iron dissolved in solution is determined after a certain test period due to the corrosion process and is given in relation to a blank value without addition of the products to be used according to the invention.
  • the percentage iron content is calculated according to:
  • Table 2 shows the corrosion protection effects in%, depending on the acrylic telomerisates according to II.
  • a technical cooling system with a content of 1.2 m 3 and a circulation of 8 m 3 / hour. is operated with Düsseldorf city water.
  • the main analysis data were: total hardness 16 ° dH, of which carbonate hardness 8.5 ° dH at a pH of 7.4 and a chloride content of 165 mg / l.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Environmental & Geological Engineering (AREA)
  • Hydrology & Water Resources (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Water Supply & Treatment (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
EP78100185A 1977-07-07 1978-06-19 Utilisation de télomères formés de mercaptans et de composés acryliques comme inhibiteurs d'entartrage et/ou de corrosion Withdrawn EP0000337A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19772730645 DE2730645A1 (de) 1977-07-07 1977-07-07 Verwendung von telomerisaten aus mercaptanen mit acrylverbindungen als steinschutz- und/oder korrosionsschutzmittel
DE2730645 1977-07-07

Publications (1)

Publication Number Publication Date
EP0000337A1 true EP0000337A1 (fr) 1979-01-24

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP78100185A Withdrawn EP0000337A1 (fr) 1977-07-07 1978-06-19 Utilisation de télomères formés de mercaptans et de composés acryliques comme inhibiteurs d'entartrage et/ou de corrosion

Country Status (3)

Country Link
EP (1) EP0000337A1 (fr)
DE (1) DE2730645A1 (fr)
IT (1) IT1097813B (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0025125A1 (fr) * 1979-08-17 1981-03-18 Henkel Kommanditgesellschaft auf Aktien Utilisation d'acides hydroxycarboxyliques contenant du soufre comme inhibiteurs de corrosion pour systèmes aqueux
AU624177B2 (en) * 1988-09-21 1992-06-04 Fmc Corporation (Uk) Limited Phosphonic acid containing cotelomers, and their use for water treatment
EP1122280A2 (fr) * 2000-02-05 2001-08-08 Eastman Kodak Company Tensio-actifs non-ioniques comme agents de revêtement pour la production de produits photographiques
EP1122279A2 (fr) * 2000-02-05 2001-08-08 Eastman Kodak Company Tensio-actifs oligomères non-ioniques et leur usage en tant que dispersant et stabilisateur
WO2013167583A1 (fr) 2012-05-07 2013-11-14 Anaconda Pharma Composition pharmaceutique d'un inhibiteur du virus du papillome
CN114291909A (zh) * 2021-12-21 2022-04-08 宁夏理工学院 一种阻垢分散剂

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4439329A (en) 1981-12-28 1984-03-27 Ciba-Geigy Corporation Aqueous based fire fighting foam compositions containing hydrocarbyl sulfide terminated oligomer stabilizers

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1552899A (fr) * 1966-09-15 1969-01-10
DE2027276A1 (de) * 1970-06-22 1971-12-30 Moskowskij textilnij Institut, Moskau Pfropfkopolymere von Zellulose oder synthetischen Polymeren und Polyakrylthioamid, Verfahren zu deren Herstellung und Verwendung
US3787488A (en) * 1972-04-17 1974-01-22 Milchem Inc Acrylic compositions

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1552899A (fr) * 1966-09-15 1969-01-10
DE2027276A1 (de) * 1970-06-22 1971-12-30 Moskowskij textilnij Institut, Moskau Pfropfkopolymere von Zellulose oder synthetischen Polymeren und Polyakrylthioamid, Verfahren zu deren Herstellung und Verwendung
US3787488A (en) * 1972-04-17 1974-01-22 Milchem Inc Acrylic compositions

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0025125A1 (fr) * 1979-08-17 1981-03-18 Henkel Kommanditgesellschaft auf Aktien Utilisation d'acides hydroxycarboxyliques contenant du soufre comme inhibiteurs de corrosion pour systèmes aqueux
AU624177B2 (en) * 1988-09-21 1992-06-04 Fmc Corporation (Uk) Limited Phosphonic acid containing cotelomers, and their use for water treatment
EP1122280A2 (fr) * 2000-02-05 2001-08-08 Eastman Kodak Company Tensio-actifs non-ioniques comme agents de revêtement pour la production de produits photographiques
EP1122279A2 (fr) * 2000-02-05 2001-08-08 Eastman Kodak Company Tensio-actifs oligomères non-ioniques et leur usage en tant que dispersant et stabilisateur
EP1122280A3 (fr) * 2000-02-05 2001-10-04 Eastman Kodak Company Tensio-actifs non-ioniques comme agents de revêtement pour la production de produits photographiques
EP1122279A3 (fr) * 2000-02-05 2002-10-02 Eastman Kodak Company Tensio-actifs oligomères non-ioniques et leur usage en tant que dispersant et stabilisateur
US6472139B1 (en) 2000-02-05 2002-10-29 Eastman Kodak Company Nonionic surface active oligomers as coating aids for the manufacture of photographic products
WO2013167583A1 (fr) 2012-05-07 2013-11-14 Anaconda Pharma Composition pharmaceutique d'un inhibiteur du virus du papillome
CN114291909A (zh) * 2021-12-21 2022-04-08 宁夏理工学院 一种阻垢分散剂
CN114291909B (zh) * 2021-12-21 2023-09-08 宁夏理工学院 一种阻垢分散剂

Also Published As

Publication number Publication date
DE2730645A1 (de) 1979-01-25
IT1097813B (it) 1985-08-31
IT7825342A0 (it) 1978-07-05

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Inventor name: REIFFERT, JUERGEN

Inventor name: WEHLE, VOLKER,DR.

Inventor name: WEGEMUND, BERND, DR.