NO773418L - Rust- og korrosjon-inhibitor. - Google Patents

Rust- og korrosjon-inhibitor.

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Publication number
NO773418L
NO773418L NO773418A NO773418A NO773418L NO 773418 L NO773418 L NO 773418L NO 773418 A NO773418 A NO 773418A NO 773418 A NO773418 A NO 773418A NO 773418 L NO773418 L NO 773418L
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NO
Norway
Prior art keywords
alkyl
carbon atoms
alkenyl
mixture
amine
Prior art date
Application number
NO773418A
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English (en)
Inventor
Harry John Andress Jr
Original Assignee
Mobil Oil Corp
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Publication date
Application filed by Mobil Oil Corp filed Critical Mobil Oil Corp
Publication of NO773418L publication Critical patent/NO773418L/no

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    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • C10L1/1905—Esters ester radical containing compounds; ester ethers; carbonic acid esters of di- or polycarboxylic acids
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • C07D249/18—Benzotriazoles
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    • 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
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    • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10—Inhibiting 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
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
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    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Lubricants (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

"Rust- og korrosjon-inhibitor".
Denne oppfinnelse vedrører nye rust- og/ellér kor.ro-sjon-inhibitorer og blandinger.som inneholder slike inhibitorer.
Det er velkjent at visse typer av materialer vanligvis er utsatt for ødeleggelse ved oksydasjon eller ved korrosjon når de kommer i kontakt med forskjellige .organiske medier i flytende eller fast form. Det er for eksempel kjent at flytende hydrokarboner i form av forskjellige brenselsoljer så som. hiydro-karbon-brennstoffer fra petroleumdestillater, smøreoljer eller smørefett er tilbøyelig til å oppsamle, betraktelige mengder med vann ved lagring i kar i lange tidsperioder. Når disse hydrokarboner deretter blir brakt i kontakt med metall-overflater i deres funksjonelle omgivelser, vil det foregå ødeleggelse av disse overflater som et resultat av rust og korrosjon. Når dessuten slike smøreoljer blir inkorporert i smøremidler i form av smøre-fett, erholdes lignende ødeleggende resultater.
For å overvinne dette svært alvorlige problem, har det blitt foreslått mange materialer for anvendelse som rust-inhibi-terende additiver i organiske blandinger. I US-patentskrift nr. 2 668 100 er det for eksempel foreslått å anvende visse karbok-syliske monokarboksylsyresalter av glyoksalidiner, i US-patent-skrif t nr. 3 365. 477 er det.foreslått å anvende metallsalter av ravsyreaminsyrer og i US-patentskrift nr. 3 485 858 er det foreslått å anvende metallalkyl eller alkoksymetallalky1, ester-tetra-propenyl-succinater.
Det har nå blitt funnet at visse nye sure alkenylravsyre-estere og aminsalter derav er effektive rust- eller korrosjoh-inhibitorer. Organiske blandinger som inneholder dem hindrer ialt vesentlig og/eller reduserer dannelsen av rust på metall-overf latér som blandingene kommer i kontakt med.
Denne oppfinnelse tilveiebringer forbindelser med den følgende generelle formel:
hvor R er alkenyl med fra 4 til 24 karbonatomer og R"*" er hydrogen, C-^-C^g alkyl, aryl, alkaryl, karboksy eller C^~C^6alkyl karboksy og aminsalter. R har fortrinnsvis,fra 8 til 16 karbonatomer og R"*" er fortrinnsvis alkyl med fra 1 til 4 karbonatomer.
Denne•oppfinnelse tilveiebringer videre blandinger som omfatter en. hoveddel av et flytende eller fast organisk materiale som vanligvis fører til ødeleggelse av metalloverflater hår det kommer i kontakt med slike, og en mindre mengde, som -er tilstrekkelig til å inhibere slik ødeleggelse, av en sur dikarboksylsyreester som har følgende generelle struktur:
hvor R er alkenyl med fra 4 til 24 karbonatomer og R^ er hydrogen, alkyl, aryl, alkaryl, karboksy eller C]_~C;l6 alkyl karboksy og aminsalter derav.
Forbindelsene i henhold til denne oppfinnelse blir i alminnelighet fremstilt ved å kondensere et passende alkenyl-ravsyreanhydrid med en passende alifatisk hydroksysyre, f.eks. melkesyre, under omgivelsenes trykk (selv om omsetningen kan utføres under trykk dersom dette er ønsket) ved en. temperatur på fra ca. 105 til ca. 130°C. Det blir vanligvis ikke anvendt noe løsningsmiddel, men dersom det er ønsket kan hvilket som helst egnet hydrokarbon-f ortynningsmiddel, f.eks. xylen, med-fordel anvendes. Aminsaltene derav blir så fremstilt ved å om-sette den sure ester under lignende temperatur- og trykkforhold med et amin, f.eks . toly1-triazol, med et molforhold mellom amin og sur ester på fra ca. 1:1 til ca. 2:1.
De anvendte alifatiske hydroksysyrer har fra 2 til 18 karbonatomer og inkluderer monokarboksyl- og dikarboksyl-hydroksysyrer og også•enverdige, toverdige eller flerverdige hydroksysyrer så som glykolsyre, melkesyre, hydroksysmørsyre, mandelsyre,
■glycerolsyre, maleinsyre, hydroksystearinsyre og vinsyre. Melkesyre er foretrukket.
Egnede aminer innbefatter NH3, C1~C24lineære eller forgrenede alifatiske aminer, primære, sekundære eller tertiære, så som etylendiamin, dietylamin, metylamin, dimety1-sek.butyl-amin, triazoler, afylaminer så som anilin, N-metylanilin, difenyl-amin og naftylaminer, fettaminer og substituerte aminer så som kloranilin. Foretrukket er triazoler-med . den følgende generelle formel:
hvor R er hydrogen eller alkyl. med 1-16 karbonatomer. Spesielt foretrukket er benzotriazol og.tolyl-triazol.
Alkenyl-substituenten i ravsyreanhydrid-forbindelsene har fra 4 til 24 karbonatomer. Følgelig inkluderer egnede rav-syreanhydrider for anvendelse her butenyl-, isobutenyl-, heptenyl-, nonenyl- og dodeceny1-ravsyreanhydrid. Dodecenylravsyreanhydrid er foretrukket.
De organiske medier som omfatter en hoveddel av blandingene i henhold til foreliggende oppfinnelse, innbefatter hydrokarbon-brennstof f ol j ér fra petroleum-des tillater., bensin, nafta, forskjellige brennbare oljer, dieselolje, fyringsoljer, oljer med smørende'viskositet og smørefett som stammer fra både syntetiske råstoffer og mineralolje-råstoffer.
Den mengde med additiv som tilsettes til en spesiell blanding vil variere i avhengighet av den påtenkte anvendelse av' blandingen og -en 'spesifikke natur til de' organiske medier. Vanligvis vil imidlertid de rust- og korrosjon-inhiberende blandinger i henhold til foreliggende oppfinnelse inneholde fra ca. 0,1 til ca. 100,0 kg med additiv pr. 1000 kg av den'totale blanding.
De følgende eksempler illustrerer fremstillingen av de nye forbindelser i henhold til foreliggende oppf innels.e.
EKSEMPEL 1
En blanding av 266 g (1 mol) dodeceny1-ravsyreanhydrid og '90 g (1 mol) melkesyre ble gradvis oppvarmet til 120-125°C under omrøring og holdt der i ca. 4 timer for å danne den sure ester.
EKSEMPEL 2
En blanding av 17 8 g (0,5 mol) av produktet fra eksempel 1 og 67 g (0,5 mol) toly1-triazol ble rørt og gradvis oppvarmet til 110°C og holdt der i ca. 2 timer og ble så ytterligere oppvarmet til 125°C og holdt der i ca. 2 timer for å danne et monoaminsalt som det endelige produkt.
EKSEMPEL 3
En blanding av 178 g (0,5 mol), av produktet fra eksempel 1 og 133 g. (1,0 mol) tolyl-triazol ble rørt under gradvis oppvarming til 115°C i ca. 3 timer for å danne et diaminsalt
som det endelige produkt.
Forbindelsene fra eksemplene 1 til 3 ble så testet i én bensin-blanding omfattende 40% karalytisk cracket komponent, 40% katalytisk omformet komponent og 20% alkylat - kokeområde tilnærmet 32-210°C. Den metode som ble anvendt for å teste anti-rust egenskapene til bensin-blandingen, var ASTM Rust Test D-665 utført i 48 timer ved 27°C ved anvendelse av destillert vann. Dette er en dynamisk test som viser' evnen til å hindre rusting av jernmetalloverflater i oljeledninger, rør, etc. Blandinger av additivene i.brennstoffet beskrevet nedenfor ble utsatt for denne test. De erholdte resultater er angitt i den følgende tabell.
Som angitt ble en identisk blanding uten noen av de nye inhibitorer i henhold til oppfinnelsen, også testet under de samme forhold. Resultatene angitt'i tabellen viser klart at forbindelsene i henhold til oppfinnelsen hindret fullstendig dannelse av rust, mens bensin-blandingen uten tilsetning resul-terte i sterk rust-dannelse.
Det skal forståes at de forbedrede blandinger i henhold til foreliggende oppfinnelse om ønskes kan inneholde forskjellige andre additiver eller blandinger derav for ytterligere å for-bedre blandingenes egenskaper. Slike additiver innbefatter for eksempel antioksydanter, overflateaktive midler, dispergerings-midler og stabilitets-forbedrere.

Claims (14)

1. Rust- og korrosjonshemmende forbindelse, karakterisert ved at den har den følgende generelle formel:
hvor R er alkenyl med fra 4 til 24 karbonatomer og R^"' er hydrogen, C-^ -C^ g alkyl, aryl, alkaryl, karboksy eller C-^ -C ^g alkyl karboksy og aminsalter derav.
2. Forbindelse i henhold til krav 1, karakterisert ved at R er alkenyl med fra 8 til 16 karbonatomer og R <1> er alkyl.med fra 1 til 4 karbonatomer.
3. Forbindelse i henhold til krav 2, karakterisert , ved at R er alkenyl' med 12 karbonatomer og R"^ ér alkyl med 1 kårbonatom.
4. Aminsalt av forbindelsen, i henhold til krav 1....
5. Aminsalt i henhold til krav 4, karakterisert ved at aminet er et triazol med følgende generelle formel:
hvor R er hydrogen eller alkyl med fra 1 til 16 karbonatomer.
6. Aminsalt i henhold til krav 5, karakterisert ved at aminet er tolyl-triazol.
7. Aminsalt i henhold til krav 6, karakterisert ved at det er et monoamin. .
8. Aminsalt i henhold til krav 6, karakterisert ved at det er et diamin.
9. Blanding omfattende en hoveddel av et flytende eller fast organisk materiale som vanligvis forårsaker ødeleggelse av metalloverflater når det kommer i kontakt med slike, og en liten mengde, tilstrekkelig til å inhibere en slik ødeleggelse/ av en sur dikarboksylsyreester med den følgende generelle struktur:
hvor R er alkenyl med fra 4 til 24 karbonatomer og R"^ er hydrogen, C]__^6 alkyl, aryl, alkaryl, karboksy eller C-^-C^g ■ alkyl karboksy og aminsalter derav.
10. Blanding i henhold til krav 9, karakter i-, sert ved at R er alkenyl med fra 8 til 16 karbonatomer og R"*" er alkyl med fra 1 til 4 karbonatomer. IL.
Blanding i henhold til krav 10, karakterisert ved at R er alkenyl med 12 karbonatomer og R er alkyl med 1 karbonatom.
12. Blanding i henhold til krav 9, k a'r a k t e r i-sert ved at det organiske materiale er brennstoffoljer fra petroleumdestillater, oljer med smørende viskositet, smøre-fett, bensin, nafta, brenseloljer, dieselolje eller fyringsoljer.
13. Blanding i henhold til krav 9, karakterisert ved at det organiske materialet er en bensin.
14. Blanding i henhold til krav 9, karakter i-, sert ved at den sure dikarboksylsyreester eller aminsalt derav er tilstede i en mengde av. fra ca. 0,1 til ca. 100,0 kg pr. 1000 kg av den totale blanding.
NO773418A 1976-10-07 1977-10-06 Rust- og korrosjon-inhibitor. NO773418L (no)

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FR2367049A1 (fr) 1978-05-05
CH631480A5 (de) 1982-08-13
BE859508A (fr) 1978-04-07
AU515116B2 (en) 1981-03-19
NZ185286A (en) 1980-08-26
DE2744178A1 (de) 1978-04-13
US4148605A (en) 1979-04-10
ZA775797B (en) 1979-05-30
AT362858B (de) 1981-06-25
AU2938477A (en) 1979-04-12
DE2744178C2 (no) 1987-03-05
ATA709577A (de) 1980-11-15
GB1583678A (en) 1981-01-28
DK444277A (da) 1978-04-08
FR2367049B1 (no) 1982-03-26
IT1087627B (it) 1985-06-04
SE7711213L (sv) 1978-04-08
NO781985L (no) 1978-04-10
CA1095057A (en) 1981-02-03
NL7710767A (nl) 1978-04-11
JPS5346917A (en) 1978-04-27

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