CN104844747B - Butene dioic acid resin and preparation method thereof and by this resin-made for degradable micro lubricating oil - Google Patents
Butene dioic acid resin and preparation method thereof and by this resin-made for degradable micro lubricating oil Download PDFInfo
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- CN104844747B CN104844747B CN201510112410.XA CN201510112410A CN104844747B CN 104844747 B CN104844747 B CN 104844747B CN 201510112410 A CN201510112410 A CN 201510112410A CN 104844747 B CN104844747 B CN 104844747B
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- Prior art keywords
- acid
- micro lubricating
- lubricating oil
- degradable micro
- alcohol
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- 239000010687 lubricating oil Substances 0.000 title claims abstract description 49
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 title claims abstract description 37
- 239000011347 resin Substances 0.000 title claims abstract description 32
- 229920005989 resin Polymers 0.000 title claims abstract description 32
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- 150000002191 fatty alcohols Chemical class 0.000 claims abstract description 19
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 12
- 239000000463 material Substances 0.000 claims abstract description 5
- -1 carbon alcohols Chemical class 0.000 claims description 34
- 238000006243 chemical reaction Methods 0.000 claims description 23
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 22
- 238000003756 stirring Methods 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 18
- 229910019142 PO4 Inorganic materials 0.000 claims description 15
- 235000021317 phosphate Nutrition 0.000 claims description 15
- 239000010452 phosphate Substances 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 238000001816 cooling Methods 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 11
- 239000012535 impurity Substances 0.000 claims description 11
- 239000003999 initiator Substances 0.000 claims description 11
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 11
- 230000006837 decompression Effects 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 10
- 229940055577 oleyl alcohol Drugs 0.000 claims description 9
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 claims description 9
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 claims description 8
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 8
- MMXKVMNBHPAILY-UHFFFAOYSA-N ethyl laurate Chemical compound CCCCCCCCCCCC(=O)OCC MMXKVMNBHPAILY-UHFFFAOYSA-N 0.000 claims description 8
- 239000000194 fatty acid Substances 0.000 claims description 8
- 229930195729 fatty acid Natural products 0.000 claims description 8
- 150000004665 fatty acids Chemical class 0.000 claims description 8
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 8
- 229920005862 polyol Polymers 0.000 claims description 8
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 claims description 7
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound 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 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 239000003729 cation exchange resin Substances 0.000 claims description 7
- 239000011734 sodium Substances 0.000 claims description 7
- 229910052708 sodium Inorganic materials 0.000 claims description 7
- FLIACVVOZYBSBS-UHFFFAOYSA-N Methyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC FLIACVVOZYBSBS-UHFFFAOYSA-N 0.000 claims description 6
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 6
- 239000007983 Tris buffer Substances 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 6
- 230000032050 esterification Effects 0.000 claims description 6
- 238000005886 esterification reaction Methods 0.000 claims description 6
- 229940049964 oleate Drugs 0.000 claims description 6
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 6
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 claims description 6
- PVNIQBQSYATKKL-UHFFFAOYSA-N tripalmitin Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC PVNIQBQSYATKKL-UHFFFAOYSA-N 0.000 claims description 6
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 claims description 5
- 238000005516 engineering process Methods 0.000 claims description 5
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 claims description 5
- 229940073769 methyl oleate Drugs 0.000 claims description 5
- 239000003921 oil Substances 0.000 claims description 5
- 235000019198 oils Nutrition 0.000 claims description 5
- 159000000000 sodium salts Chemical class 0.000 claims description 5
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 4
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 claims description 4
- XIRNKXNNONJFQO-UHFFFAOYSA-N ethyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC XIRNKXNNONJFQO-UHFFFAOYSA-N 0.000 claims description 4
- BTFJIXJJCSYFAL-UHFFFAOYSA-N icosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 claims description 4
- UQDUPQYQJKYHQI-UHFFFAOYSA-N methyl laurate Chemical compound CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 claims description 4
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- 239000011574 phosphorus Substances 0.000 claims description 4
- 239000000376 reactant Substances 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 claims description 4
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 claims description 4
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 claims description 3
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- FYLJKQFMQFOLSZ-UHFFFAOYSA-N cyclohexylperoxycyclohexane Chemical group C1CCCCC1OOC1CCCCC1 FYLJKQFMQFOLSZ-UHFFFAOYSA-N 0.000 claims description 3
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims description 3
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 claims description 3
- 125000005456 glyceride group Chemical group 0.000 claims description 3
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 3
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 claims description 3
- 229940070765 laurate Drugs 0.000 claims description 3
- WIBFFTLQMKKBLZ-SEYXRHQNSA-N n-butyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCCC WIBFFTLQMKKBLZ-SEYXRHQNSA-N 0.000 claims description 3
- VXHFNALHLRWIIU-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropanoate Chemical compound CC(C)(C)OC(=O)C(C)(C)C VXHFNALHLRWIIU-UHFFFAOYSA-N 0.000 claims description 3
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 claims description 3
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 claims description 3
- 229960001947 tripalmitin Drugs 0.000 claims description 3
- UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 claims description 2
- GSAHAZJWNMHSNI-UHFFFAOYSA-N 2,2-bis(dodecanoyloxymethyl)butyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(CC)(COC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCC GSAHAZJWNMHSNI-UHFFFAOYSA-N 0.000 claims description 2
- HFWHTGSLDKKCMD-UHFFFAOYSA-N 2,2-bis(octanoyloxymethyl)butyl octanoate Chemical compound CCCCCCCC(=O)OCC(CC)(COC(=O)CCCCCCC)COC(=O)CCCCCCC HFWHTGSLDKKCMD-UHFFFAOYSA-N 0.000 claims description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims description 2
- VPUPTBGJLAVERZ-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol hexadecanoic acid Chemical compound CCC(CO)(CO)CO.CCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCC(O)=O VPUPTBGJLAVERZ-UHFFFAOYSA-N 0.000 claims description 2
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 claims description 2
- LVGKNOAMLMIIKO-UHFFFAOYSA-N Elaidinsaeure-aethylester Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC LVGKNOAMLMIIKO-UHFFFAOYSA-N 0.000 claims description 2
- BACYUWVYYTXETD-UHFFFAOYSA-N N-Lauroylsarcosine Chemical compound CCCCCCCCCCCC(=O)N(C)CC(O)=O BACYUWVYYTXETD-UHFFFAOYSA-N 0.000 claims description 2
- 238000005917 acylation reaction Methods 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- YQHLDYVWEZKEOX-UHFFFAOYSA-N cumene hydroperoxide Chemical compound OOC(C)(C)C1=CC=CC=C1 YQHLDYVWEZKEOX-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 claims description 2
- 229940093471 ethyl oleate Drugs 0.000 claims description 2
- 229940067592 ethyl palmitate Drugs 0.000 claims description 2
- VMPHSYLJUKZBJJ-UHFFFAOYSA-N lauric acid triglyceride Natural products CCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCC VMPHSYLJUKZBJJ-UHFFFAOYSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 claims description 2
- 239000003549 soybean oil Substances 0.000 claims description 2
- 235000012424 soybean oil Nutrition 0.000 claims description 2
- 125000005480 straight-chain fatty acid group Chemical group 0.000 claims description 2
- 150000005846 sugar alcohols Polymers 0.000 claims description 2
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 claims description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 claims description 2
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 claims 2
- 235000019483 Peanut oil Nutrition 0.000 claims 1
- CAMHHLOGFDZBBG-UHFFFAOYSA-N epoxidized methyl oleate Natural products CCCCCCCCC1OC1CCCCCCCC(=O)OC CAMHHLOGFDZBBG-UHFFFAOYSA-N 0.000 claims 1
- 239000000312 peanut oil Substances 0.000 claims 1
- 238000005461 lubrication Methods 0.000 abstract description 13
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- 239000011248 coating agent Substances 0.000 abstract description 3
- 238000000576 coating method Methods 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 3
- 239000002131 composite material Substances 0.000 abstract description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 13
- 239000011976 maleic acid Substances 0.000 description 13
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 238000012856 packing Methods 0.000 description 7
- 239000000314 lubricant Substances 0.000 description 6
- 239000001530 fumaric acid Substances 0.000 description 5
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 5
- 235000017060 Arachis glabrata Nutrition 0.000 description 4
- 244000105624 Arachis hypogaea Species 0.000 description 4
- 235000010777 Arachis hypogaea Nutrition 0.000 description 4
- 235000018262 Arachis monticola Nutrition 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 235000020232 peanut Nutrition 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 238000007599 discharging Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000007866 anti-wear additive Substances 0.000 description 2
- 239000002199 base oil Substances 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000002173 cutting fluid Substances 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 1
- 229910000838 Al alloy Inorganic materials 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241001274660 Modulus Species 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000013556 antirust agent Substances 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000002054 inoculum Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 1
- WUUHFRRPHJEEKV-UHFFFAOYSA-N tripotassium borate Chemical compound [K+].[K+].[K+].[O-]B([O-])[O-] WUUHFRRPHJEEKV-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Abstract
The invention provides butene dioic acid resin and preparation method thereof and by this resin-made for degradable micro lubricating oil, it is characterised in that butene dioic acid resin is prepared from by the material including following components: butene dioic acid or anhydride maleique, fatty alcohol；Wherein, described butene dioic acid or anhydride maleique are 1:1.9 2 with the mol ratio of fatty alcohol；The raw material manufacturing degradable micro lubricating oil comprises butene dioic acid resin.The degradable micro lubricating oil that the present invention manufactures, uses a small amount of micro lubricating oil just can meet the lubrication of intermetallic composite coating, extreme-pressure anti-wear and antirust requirement.
Description
Technical field
The invention belongs to lubrication technical field, relate to a kind of butene dioic acid resin and preparation method thereof and set by this
Fat prepares degradable micro lubricating oil.
Background technology
Traditional metal cutting process uses mineral oil or vegetable oil or cutting fluid to carry out a large amount of shower formula lubrication,
The usage amount of lubricant is big, not only wastes resource, causes the huge pollution of processing site and environment, also simultaneously
The healthy of operator can be had a strong impact on.
For solving these problems, the research to Minimal Quantity Lubrication Technology in the recent period obtains certain progress, micro lubricating
The problems such as it is big that technology solves above lubricant usage amount, seriously polluted, but the research to micro lubricating agent,
But there is also certain problem in application aspect, mainly lubrication and cooling problem not can solve.
Additionally, micro lubricating agent generally requires the substantial amounts of sulfur-bearing of interpolation, chloride etc. has bigger pressure to environment
Additive increases the extreme pressure anti-wear of product, tool life.
A kind of micro quantity lubrication system aluminum alloy lubrication as disclosed in the Chinese patent of Publication No. CN101376861
Agent and its production and use, uses: base oil 40 parts, thiophosphate 5-15 part, chlorinated paraffin
5-15 part, sulfide isobutene 5-15 part, potassium borate 5-15 part, ethanol or ethylene glycol 5-10 part, antirust agent
5 parts, described base oil uses mineral oil or vegetable oil.
Further, since pursue the lubricating oil usage amount pettiness using, so constitutive material tends not to degraded,
Also the burden of environment can be increased the weight of.
Content of the invention
In view of disadvantages described above, it is an object of the invention to overcome the deficiencies in the prior art, a kind of butene dioic acid is provided
Resin and preparation method thereof and by this resin-made for degradable micro lubricating oil.
For achieving the above object, the butene dioic acid resin that the present invention provides, it is characterised in that by including following group
The material dividing is prepared from: butene dioic acid or anhydride maleique, fatty alcohol；Wherein, above-mentioned butene dioic acid or
Anhydride maleique is 1:1.9-2 with the mol ratio of fatty alcohol；
The mixture of one or more in the saturated or unsaturated fatty alcohol of C10-C20 for the above-mentioned fatty alcohol；
Preferably, above-mentioned fatty alcohol selected from Decanol, laruyl alcohol, different tridecanol, ten four carbon alcohols, hexadecanol,
The mixture of one or more in oleyl alcohol, stearyl alcohol, arachidic alcohol.
Additionally, present invention also offers the manufacture method of above-mentioned butene dioic acid resin, i.e., by butene dioic acid or
After anhydride maleique and fatty alcohol first carry out esterification, add initiator and carry out polymerisation and be prepared from
's.
The concrete technology step of above-mentioned butene dioic acid resin is as follows:
Step one: by butene dioic acid or anhydride maleique and fatty alcohol addition polymeric kettle, add catalyst,
It is filled with protection gas shift and goes out air in polymeric kettle, react 3～5 hours under the reaction temperature of 180～220 DEG C；
Moisture is discharged in decompression after reaction, is butene dioic acid ester；
Add initiator stirring in step 2, past polymeric kettle, keep reaction temperature to be 160-180 DEG C, be polymerized anti-
After answering 4-8 hour, discharging the polymer in polymeric kettle, the temperature more than 100 DEG C filters and goes the removal of impurity,
It is butene dioic acid resin.
Wherein, in above-mentioned course of reaction, catalyst is dilute sulfuric acid or cationic ion-exchange resin；
When catalyst is dilute sulfuric acid, the effective weight of its sulfuric acid preferably comprise reactant gross weight 0.3～
0.5%；
When catalyst is cationic ion-exchange resin, cationic ion-exchange resin preferably comprise reactant gross weight 1～
2%；
Above-mentioned initiator is selected from dibenzoyl peroxide, lauroyl peroxide, isopropyl benzene hydroperoxide, tertiary fourth
Base hydrogen peroxide, di-t-butyl peroxide, cumyl peroxide, peroxidized t-butyl perbenzoate, peroxide
Change trimethylacetic acid tertiary butyl ester, methyl ethyl ketone peroxide, cyclohexanone peroxide, di-isopropyl peroxydicarbonate,
Di-cyclohexylperoxy di-carbonate, peroxy dicarbonate ethylhexyl, azodiisobutyronitrile, azo two are different
One in heptonitrile, the usage amount of above-mentioned initiator be preferably butene dioic acid or anhydride maleique weight 0.5～
1%.
Additionally, present invention also offers a kind of degradable micro lubricating oil, it is characterised in that: manufacture degradable
The raw material of micro lubricating oil includes butene dioic acid resin prepared by said method, and this butene dioic acid resin
Consumption be the 1-99% of raw material gross mass.
In addition, present invention also offers the preferred version of above-mentioned degradable micro lubricating oil, i.e., by following heavy
The component of amount degree is fabricated by:
Wherein, above-mentioned polyol ester carries out esterification Prof. Du Yucang institute selected from by polyalcohol and unary fatty acid
The mixture of one or more in the synthetic ester obtaining or natural fat acid polyol ester；
Preferably, the polyol ester of above-mentioned synthesis class preferably is selected from three isooctyl acid glyceride, trimethylolpropane tris
Tricaprylate, pentaerythrite four tricaprylate, laurin, trimethylolpropane trilaurate,
Pentaerythrite four laurate, olein, trimethylolpropane tris oleate, pentaerythrite four oil
In acid esters, tripalmitin, trimethylolpropane tris palmitate, pentaerythrite four palmitate
The mixture of one or more；Above-mentioned natural fat acid polyol ester is preferred: rapeseed oil, soybean oil, peanut
The mixture of one or more in You；
Additionally, above-mentioned fatty-acid monoester is selected from referring to ester prepared by monohydric alcohol and unary fatty acid, be selected from by
One or more in the ester that the derivative straight chain fatty acid of natural oil and unitary low-carbon alcohols esterification obtain
Mixture；
Preferably, above-mentioned fatty-acid monoester is selected from methyl oleate, methyl laurate, ethyl laurate, hard
In resin acid methyl esters, ethyl stearte, methyl hexadecanoate, ethyl palmitate, ethyl oleate, butyl oleate
The mixture of one or more.
Additionally, above-mentioned acyl group methyl amimoacetic acid or its sodium salt are selected from aliphatic acid and methyl amimoacetic acid carries out the product of acylation reaction
The mixture of one or more in thing；
Preferably, above-mentioned acyl group methyl amimoacetic acid or its sodium salt be selected from Hamposyl L, sodium lauroyl sarcosine,
In myristoyl-N-methylaminoacetic acid, myristoyl-N-methylaminoacetic acid sodium, cocoyl sarcosine, cocoyl sarcosine sodium one
Plant or several mixtures.
Additionally, above-mentioned fatty alcohol phosphate is selected from saturated or unsaturated fatty alcohol and phosphoric acid or phosphorus pentoxide
The mixture of one or more in the aliphatic alcohol ester that reaction generates；
Preferably, above-mentioned fatty alcohol phosphate be selected from three laruyl alcohol phosphates, Conditions of Trilauryl Phosphite Ester,
The mixture of one or more in isomerous tridecanol phosphate, oleyl alcohol phosphate, three Di-phosphorus pentonide.
In addition, present invention also offers the preparation method of above-mentioned degradable micro lubricating oil, it is characterised in that:
When above-mentioned each component is mixed to transparent at a temperature of less than 120 DEG C, pack after cooling.
The effect of invention and effect
Use the butene dioic acid resin prepared of the inventive method, have excellent lubricity, extreme pressure anti-wear,
Biodegradability, can completely or partially replace traditional extreme pressure anti-wear additives chloride, sulphur, phosphorus and be used in micro-
In amount lubricating oil, a small amount of micro lubricating oil just can meet the lubrication of intermetallic composite coating, extreme-pressure anti-wear and prevent
Rust requires；Additionally, according to the selection of the present invention and proportioning, its resin manufacturing is due in its specific structure
The fatty alcohol structure of the long-chain being possessed, makes the product of the present invention have lower vitrifying point compared with traditional product,
Coordinate minimum quantity lubrication device to use, the usage amount more than 95% of lubricant, energy-saving and emission-reduction, environmental protection can be saved
Effect is notable.
And the polyol ester using in the present invention has excellent lubricity and biodegradable performance.Aliphatic acid
The component of monoesters is provided that good lubricity and dispersiveness, and biodegradability is good simultaneously.
Additionally, fatty alcohol phosphate is good extreme pressure anti-wear additives, can effective tool life, with
When biodegradable.And acyl group methyl amimoacetic acid or its sodium salt, there is preferable rustless property, self biodegradable
Property good, may additionally facilitate the biodegradable of other components.
Thus, in the present invention, above-mentioned each component is combined with preferred proportioning, it is achieved that each component
Organically blend, form stable, a homodisperse micro lubricating oil systems by the feature of each component.
Detailed description of the invention
Embodiment one
Step one, the laruyl alcohol by the fumaric acid of 116.07kg (1000mol) and 354.12kg (1900mol)
In adding polymeric kettle, add 28kg dilute sulfuric acid (5%), be filled with air in nitrogen changes out polymeric kettle and carry out instead
Should, moisture is discharged in decompression after reaction, is fumaric acid lauryl.
Add the stirring of 1.16kg dibenzoyl peroxide initiator in step 2, past polymeric kettle, keep reacting temperature
Spending 160 DEG C, the polymer in polymeric kettle, after 8 hours, is discharged, the temperature more than 100 DEG C by polymerisation
Spend and filter off except waiting impurity, be fumaric acid bay resin.
By above-mentioned fumaric acid lauryl 30kg, trimethylolpropane tris oleate 30kg, methyl oleate 30kg,
Three laruyl alcohol phosphate 5kg, sodium lauroyl sarcosine 5kg stir 20 minutes at a temperature of about 100 DEG C,
It is a kind of degradable micro lubricating oil, natural cooling packing.
Embodiment two
Step one, the arachidic alcohol by the maleic acid of 116.07kg (1000mol) and 597.1kg (2000mol)
In adding polymeric kettle, add 71.32kg dilute sulfuric acid (5%), be filled with air in nitrogen changes out polymeric kettle and carry out
Reaction, decompression after reaction is discharged moisture, is maleic acid peanut ester.
Add the stirring of 0.58kg lauroyl peroxide initiator in step 2, past polymeric kettle, keep reaction temperature
180 DEG C, the polymer in polymeric kettle, after 4 hours, is discharged, the temperature more than 100 DEG C by polymerisation
Filter the impurity such as removal, be maleic acid Peanut resin.
By above-mentioned maleic acid peanut ester 10kg, pentaerythrite four laurate 50kg, ethyl laurate 40kg,
Stir 20 minutes at a temperature of about 100 DEG C, be a kind of degradable micro lubricating oil, naturally cooling bag
Dress.
Embodiment three
Step one, the tristearin by the maleic anhydride of 98.02kg (1000mol) and 527.59kg (1950mol)
In alcohol adds polymeric kettle, add 12.51kg cationic ion-exchange resin, be filled with in nitrogen changes out polymeric kettle empty
Gas reacts, and moisture is discharged in decompression after reaction, is the stearic alcohol ester of maleic acid.
Add the stirring of 0.87kg TBHP in step 2, past polymeric kettle, keep reaction temperature 170 DEG C,
After polymerisation 6 hours, discharging the polymer in polymeric kettle, the temperature more than 100 DEG C filters to be removed
It Deng impurity, is maleic acid stearyl alcohol resin.
By above-mentioned maleic acid stearyl alcohol resin 20kg, tripalmitin 40kg, methyl hexadecanoate 35kg,
Conditions of Trilauryl Phosphite Ester 2.5kg, myristoyl-N-methylaminoacetic acid 2.5kg stir 20 at a temperature of about 100 DEG C
Minute, it is a kind of degradable micro lubricating oil, natural cooling packing.
Embodiment four
Step one, the maleic anhydride of 98.02kg (1000mol) and the hexadecanol of 485kg (2000mol) are added
Enter in polymeric kettle, add 5.83kg cationic ion-exchange resin, be filled with air in nitrogen changes out polymeric kettle and carry out
Reaction, decompression after reaction is discharged moisture, is maleic acid hexadecanol ester.
Add the stirring of 0.6kg di-t-butyl peroxide in step 2, past polymeric kettle, keep reaction temperature 175 DEG C,
After polymerisation 5.5 hours, discharging the polymer in polymeric kettle, the temperature more than 100 DEG C crosses elimination
Remove and wait impurity, be maleic acid hexadecanol resin.
By above-mentioned maleic acid hexadecanol resin 15kg, trimethylolpropane tricaprylate 45kg, stearic acid second
Ester 36kg, isomerous tridecanol phosphate 4kg stir 20 minutes at a temperature of about 100 DEG C, are one
Degradable micro lubricating oil, natural cooling packing.
Embodiment five
Step one, the positive last of the ten Heavenly stems by the maleic anhydride of 98.02kg (1000mol) and 316.56kg (2000mol)
In alcohol adds polymeric kettle, add 33kg dilute sulfuric acid (5%), be filled with air in nitrogen changes out polymeric kettle and carry out
Reaction, decompression after reaction is discharged moisture, is maleic acid Decanol ester.
Add the stirring of 0.7kg peroxidating trimethylacetic acid tertiary butyl ester in step 2, past polymeric kettle, keep reacting temperature
Spending 165 DEG C, the polymer in polymeric kettle, after 6.5 hours, is discharged, more than 100 DEG C by polymerisation
Temperature filters the impurity such as removal, is maleic acid Decanol resin.
By above-mentioned maleic acid Decanol resin 25kg, rapeseed oil 35kg, butyl oleate 37kg, cocounut oil acyl flesh ammonia
Acid sodium 3kg stirs 20 minutes at a temperature of about 100 DEG C, is a kind of degradable micro lubricating oil, from
Right cooling packing.
Embodiment six
Step one, by the maleic anhydride of 98.02kg (1000mol) and 400.72kg (1000mol) different ten
In triol adds polymeric kettle, add 20kg dilute sulfuric acid (10%), be filled with air in nitrogen changes out polymeric kettle and enter
Row reaction, decompression after reaction is discharged moisture, is maleic acid isomerous tridecanol ester.
Add the stirring of 0.8kg di-cyclohexylperoxy di-carbonate in step 2, past polymeric kettle, keep reacting temperature
Spending 170 DEG C, the polymer in polymeric kettle, after 5.5 hours, is discharged, more than 100 DEG C by polymerisation
Temperature filters the impurity such as removal, is maleic acid isomerous tridecanol resin.
By different to above-mentioned maleic acid isomerous tridecanol resin 18kg, three isooctyl acid glyceride 15kg, pentaerythrite four
Caprylate 15kg, pentaerythrite four palmitate 10kg, ethyl laurate 15kg, olein 20kg
Three Di-phosphorus pentonide 3kg, myristoyl-N-methylaminoacetic acid 2kg, myristoyl-N-methylaminoacetic acid sodium 2kg are on 100 DEG C of left sides
Stir 20 minutes at a temperature of You, be a kind of degradable micro lubricating oil, natural cooling packing.
Embodiment seven
Step one, the oleyl alcohol by the maleic anhydride of 98.02kg (1000mol) and 536.98kg (2000mol)
In adding polymeric kettle, add 50kg dilute sulfuric acid (5%), be filled with air in nitrogen changes out polymeric kettle and carry out instead
Should, moisture is discharged in decompression after reaction, is maleic acid oleyl alcohol ester.
Add the stirring of 0.75kg peroxy dicarbonate ethylhexyl in step 2, past polymeric kettle, keep reacting
Temperature 170 DEG C, the polymer in polymeric kettle, after 6 hours, is discharged, more than 100 DEG C by polymerisation
Temperature filters the impurity such as removal, is maleic acid oleyl alcohol resin.
By above-mentioned maleic acid oleyl alcohol resin 26kg, trimethylolpropane tris oleate 35kg, methyl oleate 30kg,
Oleyl alcohol phosphate 4kg, cocoyl sarcosine 2kg, cocoyl sarcosine sodium 3kg are the temperature of about 100 DEG C
Lower stirring 20 minutes, is a kind of degradable micro lubricating oil, natural cooling packing.
Above-mentioned degradable micro lubricating oil GB/T12583 experimental technique is carried out four ball extreme pressure tests, test
Result: PD>620(kgf)。
Degradable for above-described embodiment seven micro lubricating oil is applied to gear teeth processing, gear-hobbing machine model:
YK3132；Processing gear title: diameter 100,2.0 moduluses；Hobboing cutter: TiN coating, diameter 75, length
70.It is originally circulated lubrication with 46# machinery oil, change now KS-2107 minimum quantity lubrication device (3 into
Nozzle, all nozzles are that our company produces energy-conserving spray nozzle) and the degradable micro lubricating oil of one, result is as follows
Table:
It is 1000m/min high speed that the degradable micro lubricating oil preparing above-described embodiment seven is applied to linear velocity
It with the solid iron staff of saw cut Φ 200mm, was originally circulated lubrication with emulsion, and changed into now
KS-2106 minimum quantity lubrication device (U-shaped nozzle, 2 go out liquid/gas hole) and degradable micro lubricating oil, result
Such as following table:
| Project | Before transformation | After transformation |
| Cut a cutter required time | 90 seconds | 90 seconds |
| Saw blade average life span | 4/month | 3/month |
| Lubricant consumes | 25kg/ days | 0.15kg/ days |
| Working site | Cutting fluid flows everywhere, on-the-spot dirty and messy | Very clean |
The above-mentioned degradable micro lubricating oil preparing above-mentioned preparation is carried out biodegradable experiment:
1. experimental technique: GB/T 21856-2008 chemicals fast degradation carbon dioxide produces test.
2. experiment material:
2.1 fluid: the degradable micro lubricating oil of above-described embodiment seven preparation.
2.2 inoculums: take from soil at different local earth's surface 0-10cm, soil sample, after mixing, removal of impurities, is used
Deionized water soaking and stirring takes supernatant.
3. experimental result:
Calculating 28 days biological degradation rates is: 89.25%.
Embodiment eight
Step one, by the laruyl alcohol of the fumaric acid of 116.07kg (1000mol) and 186kg (1000mol) and
In the arachidic alcohol of 300kg (1000mol) adds polymeric kettle, add 30kg dilute sulfuric acid (5%), be filled with nitrogen
In changing out polymeric kettle, air reacts, and moisture is discharged in decompression after reaction, is mixed ester.
Add the stirring of 1.16kg dibenzoyl peroxide initiator in step 2, past polymeric kettle, keep reacting temperature
Spending 160 DEG C, the polymer in polymeric kettle, after 8 hours, is discharged, the temperature more than 100 DEG C by polymerisation
Spend and filter off except waiting impurity, be hybrid resin.
By above-mentioned hybrid resin 30kg, trimethylolpropane tris oleate 30kg, methyl oleate 30kg, March
Cinnamic alcohol phosphate 5kg, sodium lauroyl sarcosine 5kg stir 20 minutes at a temperature of about 100 DEG C, i.e.
For a kind of degradable micro lubricating oil, natural cooling packing.
Claims (18)
1. a degradable micro lubricating oil, it is characterised in that be fabricated by by the component of following weight percent content:
2. a kind of degradable micro lubricating oil as claimed in claim 1, it is characterised in that described butene dioic acid resin, is prepared from by the material including following components: butene dioic acid or anhydride maleique, fatty alcohol；
Wherein, described butene dioic acid or anhydride maleique are 1:1.9-2 with the mol ratio of fatty alcohol；
The mixture of one or more in the saturated or unsaturated fatty alcohol of C10-C20 for the described fatty alcohol.
3. a kind of degradable micro lubricating oil as claimed in claim 2, it is characterised in that the mixture of one or more in Decanol, laruyl alcohol, different tridecanol, ten four carbon alcohols, hexadecanol, oleyl alcohol, stearyl alcohol, arachidic alcohol for the described fatty alcohol.
4. a kind of degradable micro lubricating oil as claimed in claim 1, it is characterised in that: after described butene dioic acid resin is first carried out esterification by butene dioic acid or anhydride maleique and fatty alcohol, add initiator and carry out what polymerisation was prepared from；
Concrete technology step is as follows:
Step one: by butene dioic acid or anhydride maleique and fatty alcohol addition polymeric kettle, add catalyst, be filled with protection gas shift and go out air in polymeric kettle, react 3～5 hours under the reaction temperature of 180～220 DEG C；Moisture is discharged in decompression after reaction, is butene dioic acid ester；
Adding initiator stirring in step 2, past polymeric kettle, keeping reaction temperature to be 160-180 DEG C, after polymerisation 4-8 hour, by the polymer discharge in polymeric kettle, the temperature more than 100 DEG C filters and goes the removal of impurity, is butene dioic acid resin.
5. a kind of degradable micro lubricating oil as claimed in claim 4, it is characterised in that:
Described catalyst is dilute sulfuric acid or cationic ion-exchange resin.
6. a kind of degradable micro lubricating oil as claimed in claim 5, it is characterised in that:
The effective weight of described dilute sulfuric acid accounts for the 0.3～0.5% of reactant gross weight.
7. a kind of degradable micro lubricating oil as claimed in claim 5, it is characterised in that:
Described cationic ion-exchange resin accounts for the 1～2% of reactant gross weight.
8. a kind of degradable micro lubricating oil as claimed in claim 4, it is characterised in that:
One in dibenzoyl peroxide, lauroyl peroxide, isopropyl benzene hydroperoxide, TBHP, di-t-butyl peroxide, cumyl peroxide, peroxidized t-butyl perbenzoate, peroxidating trimethylacetic acid tertiary butyl ester, methyl ethyl ketone peroxide, cyclohexanone peroxide, di-isopropyl peroxydicarbonate, di-cyclohexylperoxy di-carbonate, peroxy dicarbonate ethylhexyl, azodiisobutyronitrile, ABVN for the described initiator.
9. a kind of degradable micro lubricating oil as claimed in claim 4, it is characterised in that:
The usage amount of described initiator is the 0.5～1% of butene dioic acid or anhydride maleique weight.
10. a kind of degradable micro lubricating oil as claimed in claim 1, it is characterised in that:
The mixture of one or more in the synthetic ester being carried out esterification Prof. Du Yucang gained by polyalcohol and unary fatty acid or natural fat acid polyol ester for the described polyol ester.
11. a kind of degradable micro lubricating oils as claimed in claim 1, it is characterised in that:
Described polyol ester is selected from three isooctyl acid glyceride, trimethylolpropane tricaprylate, pentaerythrite four tricaprylate, the mixture of one or more in laurin, trimethylolpropane trilaurate, pentaerythrite four laurate, olein, trimethylolpropane tris oleate, pentaerythrite four oleate, tripalmitin, trimethylolpropane tris palmitate, pentaerythrite four palmitate, rapeseed oil, soybean oil, peanut oil.
12. a kind of degradable micro lubricating oils as claimed in claim 1, it is characterised in that:
The mixture of one or more in the ester that described fatty-acid monoester is selected from ester prepared by monohydric alcohol and unary fatty acid or the straight chain fatty acid being derived by natural oil and unitary low-carbon alcohols esterification obtains.
13. a kind of degradable micro lubricating oils as claimed in claim 1, it is characterised in that:
The mixture of one or more in methyl oleate, methyl laurate, ethyl laurate, methyl stearate, ethyl stearte, methyl hexadecanoate, ethyl palmitate, ethyl oleate, butyl oleate for the described fatty-acid monoester.
14. a kind of degradable micro lubricating oils as claimed in claim 1, it is characterised in that:
Described acyl group methyl amimoacetic acid or its sodium salt carry out the mixture of one or more in the product of acylation reaction selected from aliphatic acid and methyl amimoacetic acid.
15. a kind of degradable micro lubricating oils as claimed in claim 1, it is characterised in that:
Described acyl group methyl amimoacetic acid or the mixture of one or more in Hamposyl L, sodium lauroyl sarcosine, myristoyl-N-methylaminoacetic acid, myristoyl-N-methylaminoacetic acid sodium, cocoyl sarcosine, cocoyl sarcosine sodium for its sodium salt.
16. a kind of degradable micro lubricating oils as claimed in claim 1, it is characterised in that:
Described fatty alcohol phosphate is selected from saturated or unsaturated fatty alcohol and phosphoric acid or phosphorus pentoxide reacts the mixture of one or more in the aliphatic alcohol ester generating.
17. a kind of degradable micro lubricating oils as claimed in claim 1, it is characterised in that:
The mixture of one or more in three laruyl alcohol phosphates, Conditions of Trilauryl Phosphite Ester, isomerous tridecanol phosphate, oleyl alcohol phosphate, three Di-phosphorus pentonide for the described fatty alcohol phosphate.
The preparation method of the 18. a kind of degradable micro lubricating oils as described in claim 1-17 is arbitrary, it is characterised in that: by each component at a temperature of less than 120 DEG C, when mixing to transparent, pack after cooling.
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| CN104829764B (en) * | 2015-03-13 | 2017-04-12 | 上海金兆节能科技有限公司 | Butenedioic acid resin, preparation method thereof, and preparation of aluminum-casted crystallizer demoulding oil therewith |
| CN105294898B (en) * | 2015-10-16 | 2017-06-06 | 上海金兆节能科技有限公司 | Polypentaerythritol acrylate and preparation method thereof and prepare micro lubricating oil with the ester |
| CN105296081B (en) * | 2015-10-16 | 2017-12-29 | 上海金兆节能科技有限公司 | A kind of degradable micro lubricating oil and preparation method thereof |
| TWI576334B (en) | 2015-10-23 | 2017-04-01 | 中日合成化學股份有限公司 | Producing method of alkoxylene derivative and application thereof |
| CN108546585A (en) * | 2015-11-01 | 2018-09-18 | 陈玉玲 | A kind of preparation method of lubricating oil |
| CN106833805A (en) * | 2017-02-10 | 2017-06-13 | 上海金兆节能科技有限公司 | Degradable micro lubricating oil and preparation method thereof |
| CN107722183B (en) * | 2017-10-17 | 2018-09-11 | 连云港有道新材料科技有限公司 | A kind of polyvinyl-chloride use polymeric lubricant and preparation method thereof |
| CN114479997A (en) * | 2021-12-17 | 2022-05-13 | 东莞市耐斯润滑科技有限公司 | Method and process for producing environment-friendly trace lubricating oil based on renewable resource material |
| CN114479998A (en) * | 2021-12-20 | 2022-05-13 | 东莞市耐斯润滑科技有限公司 | Hot extrusion molding saw cutting trace lubricating oil with less smoke |
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| CN103666691A (en) * | 2013-12-05 | 2014-03-26 | 青岛汇而通商贸有限公司 | High-speed motor bearing lubricating oil |
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Denomination of invention: Butenedioic acid resin and its preparation method, as well as the preparation of biodegradable trace lubricating oil using this resin Effective date of registration: 20231222 Granted publication date: 20161109 Pledgee: Bank of Jiangsu Limited by Share Ltd. Wuxi New District sub branch Pledgor: WUXI QUID LUBRICATING OIL CO.,LTD. Registration number: Y2023980072981 |