GB600775A - Corrosion protective compositions - Google Patents
Corrosion protective compositionsInfo
- Publication number
- GB600775A GB600775A GB13356/45A GB1335645A GB600775A GB 600775 A GB600775 A GB 600775A GB 13356/45 A GB13356/45 A GB 13356/45A GB 1335645 A GB1335645 A GB 1335645A GB 600775 A GB600775 A GB 600775A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acids
- radicle
- phenyl
- acid
- ethyl
- 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.)
- Expired
Links
- 238000005260 corrosion Methods 0.000 title abstract 6
- 230000007797 corrosion Effects 0.000 title abstract 6
- 239000000203 mixture Substances 0.000 title abstract 5
- 230000001681 protective effect Effects 0.000 title abstract 2
- -1 alkyl naphthalenes Chemical class 0.000 abstract 26
- 239000002253 acid Substances 0.000 abstract 17
- 229930195733 hydrocarbon Natural products 0.000 abstract 10
- 150000002430 hydrocarbons Chemical class 0.000 abstract 10
- 239000004215 Carbon black (E152) Substances 0.000 abstract 9
- 239000003981 vehicle Substances 0.000 abstract 8
- 150000007513 acids Chemical class 0.000 abstract 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 7
- 150000002825 nitriles Chemical class 0.000 abstract 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 5
- 125000001424 substituent group Chemical group 0.000 abstract 5
- 239000011248 coating agent Substances 0.000 abstract 4
- 238000000576 coating method Methods 0.000 abstract 4
- 239000003599 detergent Substances 0.000 abstract 4
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 4
- 239000000194 fatty acid Substances 0.000 abstract 4
- 229930195729 fatty acid Natural products 0.000 abstract 4
- 150000004665 fatty acids Chemical class 0.000 abstract 4
- 230000007062 hydrolysis Effects 0.000 abstract 4
- 238000006460 hydrolysis reaction Methods 0.000 abstract 4
- 239000000463 material Substances 0.000 abstract 4
- 229910052751 metal Inorganic materials 0.000 abstract 4
- 239000002184 metal Substances 0.000 abstract 4
- 235000019271 petrolatum Nutrition 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 230000002378 acidificating effect Effects 0.000 abstract 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- 239000010685 fatty oil Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 150000002576 ketones Chemical class 0.000 abstract 3
- 125000005608 naphthenic acid group Chemical group 0.000 abstract 3
- 125000001624 naphthyl group Chemical group 0.000 abstract 3
- 230000007935 neutral effect Effects 0.000 abstract 3
- 150000002894 organic compounds Chemical class 0.000 abstract 3
- 239000012188 paraffin wax Substances 0.000 abstract 3
- 239000003208 petroleum Substances 0.000 abstract 3
- 229920005989 resin Polymers 0.000 abstract 3
- 239000011347 resin Substances 0.000 abstract 3
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 abstract 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical group CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 abstract 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical class CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 abstract 2
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 2
- 150000001336 alkenes Chemical class 0.000 abstract 2
- 239000003963 antioxidant agent Substances 0.000 abstract 2
- 235000006708 antioxidants Nutrition 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 238000002485 combustion reaction Methods 0.000 abstract 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 abstract 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 2
- 125000004185 ester group Chemical group 0.000 abstract 2
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 abstract 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 abstract 2
- 239000003350 kerosene Substances 0.000 abstract 2
- 239000010687 lubricating oil Substances 0.000 abstract 2
- 239000010688 mineral lubricating oil Substances 0.000 abstract 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 2
- 125000002560 nitrile group Chemical group 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 125000000018 nitroso group Chemical group N(=O)* 0.000 abstract 2
- 239000003921 oil Substances 0.000 abstract 2
- 235000019198 oils Nutrition 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 150000002989 phenols Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- 229910052711 selenium Inorganic materials 0.000 abstract 2
- 239000011669 selenium Substances 0.000 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- 239000011734 sodium Substances 0.000 abstract 2
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 abstract 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 abstract 2
- 235000011044 succinic acid Nutrition 0.000 abstract 2
- 229910052714 tellurium Inorganic materials 0.000 abstract 2
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical group [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 abstract 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 2
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000003944 tolyl group Chemical group 0.000 abstract 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract 1
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 abstract 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 abstract 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 abstract 1
- AHZRNZSJQJDAQP-UHFFFAOYSA-N 2-cyanooctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(C#N)C(O)=O AHZRNZSJQJDAQP-UHFFFAOYSA-N 0.000 abstract 1
- JLDMCLJNYBFGHC-UHFFFAOYSA-N 2-cyclohexyloctadecanoic acid Chemical class CCCCCCCCCCCCCCCCC(C(O)=O)C1CCCCC1 JLDMCLJNYBFGHC-UHFFFAOYSA-N 0.000 abstract 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 abstract 1
- LJKQIQSBHFNMDV-UHFFFAOYSA-N 7-thiabicyclo[4.1.0]hepta-2,4-dien-6-ol Chemical class C1=CC=CC2(O)C1S2 LJKQIQSBHFNMDV-UHFFFAOYSA-N 0.000 abstract 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical group CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 abstract 1
- 229930194542 Keto Natural products 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical class CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract 1
- 239000004264 Petrolatum Substances 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 235000019484 Rapeseed oil Nutrition 0.000 abstract 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 abstract 1
- 235000021355 Stearic acid Nutrition 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 abstract 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical class OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 abstract 1
- WDZCJFZKULYAMW-UHFFFAOYSA-N [O-][N+](S)=O Chemical compound [O-][N+](S)=O WDZCJFZKULYAMW-UHFFFAOYSA-N 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 abstract 1
- 239000002518 antifoaming agent Substances 0.000 abstract 1
- 229910052787 antimony Inorganic materials 0.000 abstract 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 abstract 1
- BUSBFZWLPXDYIC-UHFFFAOYSA-N arsonic acid Chemical class O[AsH](O)=O BUSBFZWLPXDYIC-UHFFFAOYSA-N 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000010426 asphalt Substances 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 235000013844 butane Nutrition 0.000 abstract 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 abstract 1
- 150000007942 carboxylates Chemical class 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 abstract 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 abstract 1
- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 abstract 1
- 238000006114 decarboxylation reaction Methods 0.000 abstract 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 1
- 150000005690 diesters Chemical class 0.000 abstract 1
- IJDSUFQMYUARCQ-QZTJIDSGSA-N diisophorone Chemical compound C([C@@](C1)(C)C2)C(C)(C)C[C@]1(O)C1=C2CC(C)(C)CC1=O IJDSUFQMYUARCQ-QZTJIDSGSA-N 0.000 abstract 1
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 abstract 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- PQJJJMRNHATNKG-UHFFFAOYSA-N ethyl bromoacetate Chemical compound CCOC(=O)CBr PQJJJMRNHATNKG-UHFFFAOYSA-N 0.000 abstract 1
- UKFXDFUAPNAMPJ-UHFFFAOYSA-N ethylmalonic acid Chemical compound CCC(C(O)=O)C(O)=O UKFXDFUAPNAMPJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003925 fat Substances 0.000 abstract 1
- 125000005313 fatty acid group Chemical group 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 125000002350 geranyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000006038 hexenyl group Chemical group 0.000 abstract 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 150000001261 hydroxy acids Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- PQNFLJBBNBOBRQ-UHFFFAOYSA-N indane Chemical compound C1=CC=C2CCCC2=C1 PQNFLJBBNBOBRQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 238000007689 inspection Methods 0.000 abstract 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 abstract 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 239000000787 lecithin Substances 0.000 abstract 1
- 229940067606 lecithin Drugs 0.000 abstract 1
- 235000010445 lecithin Nutrition 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 230000001050 lubricating effect Effects 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- 125000005394 methallyl group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229940102396 methyl bromide Drugs 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000002480 mineral oil Substances 0.000 abstract 1
- 150000002763 monocarboxylic acids Chemical class 0.000 abstract 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical class CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 abstract 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 abstract 1
- 239000000025 natural resin Substances 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 abstract 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 abstract 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 235000019809 paraffin wax Nutrition 0.000 abstract 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 abstract 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 abstract 1
- 229940066842 petrolatum Drugs 0.000 abstract 1
- 229920001568 phenolic resin Polymers 0.000 abstract 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 abstract 1
- 235000021317 phosphate Nutrition 0.000 abstract 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 abstract 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 abstract 1
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 abstract 1
- 235000011118 potassium hydroxide Nutrition 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 239000012260 resinous material Substances 0.000 abstract 1
- 230000000979 retarding effect Effects 0.000 abstract 1
- 150000003870 salicylic acids Chemical class 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000001993 wax Substances 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
- 150000003738 xylenes Chemical class 0.000 abstract 1
- 125000005023 xylyl group Chemical group 0.000 abstract 1
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
- C23F—NON-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
- C23F11/00—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
- C23F11/14—Nitrogen-containing compounds
- C23F11/147—Nitrogen-containing compounds containing a nitrogen-to-oxygen bond
-
- 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
- C23F—NON-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
- C23F11/00—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
- C23F11/14—Nitrogen-containing compounds
- C23F11/146—Nitrogen-containing compounds containing a multiple nitrogen-to-carbon bond
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Abstract
A coating material for protecting metal surfaces against corrosion, and which may also be suitable as a lubricating composition for internal-combustion engines, comprises a substantially neutral vehicle wholly or mainly consisting of one or more hydrocarbons containing, finely dispersed, a corrosion-retarding amount of an organic compound, having a minimum of about 10 carbon atoms in the molecule, of the general formula <FORM:0600775/III/1> in which X is a radicle containing an acidic hydrogen atom, Y is a nitrile, nitro or nitrous radicle, R1 and R11 (which may be the same or different) are hydrogen atoms, or hydrocarbon or substituted hydrocarbon radicles, R is a hydrocarbon or substituted hydrocarbon radicle which may contain an ether type linkage with one oxygen, sulphur, selenium or tellurium atom in it, and n is 0, 1, 2 or 3. In the case where Y is a nitroso radicle, since compounds containing the group <FORM:0600775/III/2> may be found in equilibrium with those containing the isomeric form <FORM:0600775/III/3> , the general formula also embraces these isomeric compounds. Examples of vehicles which may be employed are liquid butanes, pentanes, hexanes, heptanes, octanes, benzene, toluene, xylenes, cumene, tetraline, indene, hydrindene, alkyl naphthalenes, gasoline distillates, kerosene, gas oil, lubricating oils (which may be soap-thickened to form greases), petrolatum, paraffin wax and albino asphalt. In vehicles of low dielectric constant, small proportions of carboxylic acids such as fatty or naphthenic acids may be present. The coating material may also contain resinous materials such as asphaltenes, petroleum resins, rosin or other natural resins, resins formed by the polymerization of drying fatty oils, phenol-formaldehyde resins or glyptal resins. It may also contain oil-soluble dicarboxylic acids or hydroxy aromatic carboxylic acids possessing corrosion protective properties, namely those having at least 12 carbon atoms in the molecule. Such acids may contain substituent radicles such as hydroxyl, ether, amino, nitro, hydrosulphide, sulphide and halide. When the coating material is employed as a lubricating oil for internal-combustion engines, other additives may also be present, such as blooming agents, pour point depressants, viscosity improvers, anti-oxidants, extreme pressure agents, detergents and anti-foaming agents. Suitable detergents include the oil-soluble salts of metallic or organic bases with detergent-forming acids. Examples of such acids are fatty acids including those produced by the oxidation of paraffin wax, aromatic carboxylic acids and various substitution products of such acids, phenols and phenol sulphides, aromatic or petroleum sulphonic acids, sulphuric acid mono-esters, phosphoric, arsonic and antimony acid mono-and di-esters, thio-phosphoric, -arsonic and -antimony acids, and phosphoric and arsonic acids. Specific detergents of these types are mentioned. Suitable non-metallic detergents include phosphatides such as lecithin, fatty oils such as rape seed oil and voltolized fatty mineral oils. Specific anti-oxidants of the alkyl phenol, amino-phenol, amine, sulphurized compound and methylene bis-phenyl sulphide types are mentioned. Other corrosion inhibitors may also be present, such as alkali metal and alkaline earth salts of sulphonic acids and fatty acids. In examples, mineral lubricating oil compositions are described containing alpha-cyano-stearic acid, with or without alkyl succinic acids obtained by condensing maleic acid anhydride with olefins or olefin mixtures as described in U.S.A. Specification 2,133,734, and 2.6-ditertiary butyl phenol. For comparison purposes, a mineral lubricating oil composition containing only the alkyl succinic acids is described. The Specification as open to inspection under Sect. 91 refers to a substantially neutral vehicle containing finely dispersed a corrosion retarding amount of an acidic organic compound having a minimum of about 10 carbon atoms and containing a nitrile, nitro or nitroso radicle not more than four carbon atoms removed from an acidic radicle. Both polar and non-polar vehicles may be employed. Among the former are water, alcohols, phenols, ketones, keto alcohols, ethers, esters such as carboxylates, phosphates, phosphites, thiophosphates or carbonates, natural waxes, fats or fatty oils and weak nitrogenous bases. Numerous examples of these types of polar vehicles are given. Among the vehicles of little or no polarity are included carbon tetrachloride, ethylene dichloride, propyl chloride, butyl chloride, chlorbenzol, chlorinated kerosene and chlorinated paraffin wax. This subject-matter does not appear in the Specification as accepted.ALSO:A coating material for protecting metal surfaces against corrosion comprises a substantially neutral vehicle containing, finely dispersed, an organic compound, having a minimum of about 10 carbon atoms in the molecule, of the general formula <FORM:0600775/IV(b)/1> in which X is a carboxyl group, Y is a nitrile group, R1 and R11 (which may be the same or different) are hydrogen atoms, or hydrocarbon or substituted hydrocarbon radicles, R is a hydrocarbon or substituted hydrocarbon radicle which may contain an ether type linkage with one oxygen, sulphur, selenium or tellurium atom in it, and n is 0, 1, 2 or 3. Examples of suitable hydrocarbon radicles R, R1 or R11 are methyl, ethyl, propyl, isopropyl, normal, secondary or tertiary butyl, isobutyl, normal or secondary pentyl, isopentyl, hexyl, normal octyl, iso-octyl, normal decyl, isodecyl, dodecyl, tetradecyl, cetyl, stearyl, trimethyl octodecyl, allyl, methallyl, crotyl, methyl vinyl carbinyl, butenyl, pentenyl, hexenyl, propargyl, geranyl, oleyl, phenyl, naphthyl, anthryl, tolyl, xylyl, secondary butyl-naphthyl, dipropyl-naphthyl, benzyl, naphthyl - butyl, phenethyl, vinyl-phenyl, crotonyl-naphthyl, methallyl-phenyl, naphthyl-allyl, 2-phenyl-ethenyl, phenyl vinyl carbinyl, cinnamyl, ethyl-cyclohexyl, tributyl-cyclohexyl, cyclopentenyl, cyclohexenyl and vinyl cyclohexenyl. Suitable compounds may be produced: (1) by reacting a substituted bromacetic acid ester, wherein the radicle R is both the substituent and the esterifying radicle, with alcoholic potassium cyanide to convert it to the corresponding nitrilacetic acid ester, replacing the esterifying radicle by potassium through treatment with caustic potash and then converting the potassium salt to the free acid by hydrolysis; (2) by reacting ethyl nitrilacetate with sodium ethylate to produce a sodium substituted ethyl nitrilacetate, reacting this with the bromide of the radicle R to produce an ethyl nitrilacetate substituted with the radicle R and hydrolysing this to the free acid; (3) by reacting nitrile R1CH2CN with ketone (RO)2CO and metal alcoholate MOR to give a nitrilacetic acid ester substituted with radicle R1 and metal M and having radicle R as esterifying group and then acidifying to produce nitrilacetic acid substituted with radicle R1; (4) by condensing ketone R2CO with ethyl nitrilacetate to give an ethyl nitrilacetate substituted with the group R2C=, hydrogenating this by treatment with aluminium-mercury couple to produce the corresponding saturated compound and then obtaining the free acid by hydrolysis of the ester group; (5) by reacting an ethyl malonate having the radicle R and sodium as substituents with a methyl bromide having the radicle R1 and a nitrile group as substituents, to eliminate sodium bromide and then obtaining the free nitrile acid by hydrolysis of the two ester groups and decarboxylation of one carboxyl group; (6) by reacting an ethyl bromacetate having the radicle R as substituent with the nitrile R1CH2CN in presence of sodium ethylate to produce an ethane substituted with radicles R and R1 and the nitrile and esterified carboxyl groups and then removing the esterifying ethyl group by hydrolysis and (7) by reacting the unsaturated acid RCH=CHCOOH with hydrocyanic acid to give the saturated nitrile acid. Monocarboxylic acids suitable as starting materials for the preparation of the compounds by these methods include fatty acids such as decylic, undecylic, lauric, myristic, palmitic, stearic, arachic, behenic, oleic, phenyl acetic, phenyl propionic, phenyl lauric, phenyl palmitic, phenyl stearic, tolyl stearic, naphthyl acetic and naphthyl stearic acids. Naphthenic acids obtained from petroleum oils may also be used as well as synthetic naphthenic acids such as cyclohexyl acetic cyclohexyl propionic and cyclohexyl stearic acids, or the corresponding alkyl cyclohexyl, tetrallyl or dicyclohexyl fatty acids, or acids derived from naphthenes obtained by hydrogenation of isophorone, diisophorone and homologues. Hydroxy acids such as hydroxybenzoic and hydroxy naphthenic acids and the alkyl homologues thereof, particularly the salicylic acids, may also be employed.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US498434A US2411593A (en) | 1943-08-11 | 1943-08-11 | Corrosion protection of metals |
Publications (1)
Publication Number | Publication Date |
---|---|
GB600775A true GB600775A (en) | 1948-04-19 |
Family
ID=23981070
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB13356/45A Expired GB600775A (en) | 1943-08-11 | 1945-05-28 | Corrosion protective compositions |
Country Status (3)
Country | Link |
---|---|
US (1) | US2411593A (en) |
GB (1) | GB600775A (en) |
NL (1) | NL68160C (en) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3127349A (en) * | 1964-03-31 | Lubricating oil compositions having a | ||
LU28697A1 (en) * | 1945-09-05 | |||
US2577219A (en) * | 1946-07-06 | 1951-12-04 | Shell Dev | Corrosion inhibition with a mixture of inhibitors of differing volatility |
US2581120A (en) * | 1948-05-05 | 1952-01-01 | Standard Oil Dev Co | Rust inhibiting composition |
US2731324A (en) * | 1951-09-07 | 1956-01-17 | Sinclair Refining Co | Corrosion inhibitor containing alkanoyloxyacetic acid and method of using same |
US2962356A (en) * | 1953-09-09 | 1960-11-29 | Monsanto Chemicals | Corrosion inhibition |
DE1003006B (en) * | 1955-05-07 | 1957-02-21 | Henkel & Cie Gmbh | Economy pickling and anti-corrosion agents |
US3029126A (en) * | 1957-05-17 | 1962-04-10 | California Research Corp | Method of inhibiting corrosion in steam generating systems |
EP2295400A3 (en) * | 2003-09-11 | 2012-10-24 | Invista Technologies S.à.r.l. | Process of hydrocyanation of unsaturated carboxylic acid derivatives |
US20060081381A1 (en) * | 2004-09-07 | 2006-04-20 | Kassbohrer All Terrain Vehicles, Inc. | Material handling apparatus |
US8119829B2 (en) * | 2004-09-08 | 2012-02-21 | Invista North America S.A.R.L. | Process of hydrocyanation of unsaturated carboxylic acid derivatives |
CN114350428B (en) * | 2022-01-11 | 2022-09-30 | 温州市海格阀门有限公司 | Antirust butterfly valve casting and machining method thereof |
-
1943
- 1943-08-11 US US498434A patent/US2411593A/en not_active Expired - Lifetime
-
1945
- 1945-03-28 NL NL128A patent/NL68160C/xx active
- 1945-05-28 GB GB13356/45A patent/GB600775A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
US2411593A (en) | 1946-11-26 |
NL68160C (en) | 1951-07-16 |
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