CN103667548A - Synthetic sperm oil complex greasing agent and preparation method thereof - Google Patents
Synthetic sperm oil complex greasing agent and preparation method thereof Download PDFInfo
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- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 235000019198 oils Nutrition 0.000 claims abstract description 50
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 24
- 239000003054 catalyst Substances 0.000 claims abstract description 14
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims abstract description 10
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims abstract description 10
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000005642 Oleic acid Substances 0.000 claims abstract description 10
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims abstract description 10
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims abstract description 10
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims abstract description 10
- WYNCHZVNFNFDNH-UHFFFAOYSA-N Oxazolidine Chemical compound C1COCN1 WYNCHZVNFNFDNH-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 8
- 235000021323 fish oil Nutrition 0.000 claims abstract description 8
- 229920000570 polyether Polymers 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000002253 acid Substances 0.000 claims abstract description 6
- 239000000463 material Substances 0.000 claims abstract description 6
- 239000008367 deionised water Substances 0.000 claims abstract description 5
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 5
- 239000007788 liquid Substances 0.000 claims abstract description 5
- 230000008859 change Effects 0.000 claims abstract description 3
- 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 claims abstract 15
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract 5
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract 5
- 150000001875 compounds Chemical class 0.000 claims abstract 4
- 229920002545 silicone oil Polymers 0.000 claims abstract 3
- -1 PFG600 Polymers 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 9
- 239000002131 composite material Substances 0.000 claims description 8
- 238000007664 blowing Methods 0.000 claims description 5
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 claims description 3
- 229920002593 Polyethylene Glycol 800 Polymers 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 claims description 3
- 239000011973 solid acid Substances 0.000 claims description 3
- 238000002474 experimental method Methods 0.000 claims description 2
- 229940084106 spermaceti Drugs 0.000 claims 1
- 239000012177 spermaceti Substances 0.000 claims 1
- 230000004048 modification Effects 0.000 abstract description 6
- 238000012986 modification Methods 0.000 abstract description 6
- 230000018044 dehydration Effects 0.000 abstract description 2
- 238000006297 dehydration reaction Methods 0.000 abstract description 2
- 239000007787 solid Substances 0.000 abstract description 2
- 239000003921 oil Substances 0.000 description 34
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 16
- 238000000034 method Methods 0.000 description 13
- 239000010985 leather Substances 0.000 description 9
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000010792 warming Methods 0.000 description 6
- 230000032050 esterification Effects 0.000 description 5
- 238000005886 esterification reaction Methods 0.000 description 5
- 238000006555 catalytic reaction Methods 0.000 description 4
- 238000007385 chemical modification Methods 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 3
- 241000283222 Physeter catodon Species 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 229940055577 oleyl alcohol Drugs 0.000 description 3
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000010698 whale oil Substances 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000002027 dichloromethane extract Substances 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000019635 sulfation Effects 0.000 description 2
- 238000005670 sulfation reaction Methods 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- 241000283707 Capra Species 0.000 description 1
- 241000283153 Cetacea Species 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 239000004164 Wax ester Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- 229960004232 linoleic acid Drugs 0.000 description 1
- 210000001161 mammalian embryo Anatomy 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 235000019386 wax ester Nutrition 0.000 description 1
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- Medicinal Preparation (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
本发明提供了一种合成鲸蜡油复合加脂剂及其制备方法。具体包括如下步骤：(1)加入油酸和催化剂，升温至90℃，在1小时内加入聚乙二醇，油酸与聚乙二醇的摩尔比为1∶1.05，催化剂的用量为物料总质量的0.1-0.5％；(2)然后升温至150-200℃，并抽真空脱水，反应2-5小时，每个1小时检查一次酸值，直到不再变化，并测水溶性，合格后降温至40℃以下过滤催化剂放料，得到红棕色透明油状液体的合成鲸蜡油；(3)加入合成鲸蜡油质量的10-15％的噁唑烷、2-5％的聚醚改性硅油和5-10％的亚硫酸化鱼油复配，然后加入去离子水调整至50％的固含量，得到红棕色透明的合成鲸蜡油复合加脂剂。The invention provides a synthetic cetyl oil compound fatliquoring agent and a preparation method thereof. Concretely comprise following steps: (1) add oleic acid and catalyzer, heat up to 90 ℃, add polyethylene glycol within 1 hour, the mol ratio of oleic acid and polyethylene glycol is 1: 1.05, and the consumption of catalyzer is total material 0.1-0.5% of the mass; (2) Then heat up to 150-200 ° C, and vacuum dehydration, react for 2-5 hours, check the acid value every 1 hour until there is no change, and measure the water solubility, after passing Cool down to below 40 DEG C and filter catalyst discharge, obtain the synthetic cetyl oil of reddish-brown transparent oily liquid; (3) add the oxazolidine of 10-15% of synthetic cetyl oil quality, the polyether modification of 2-5% Silicone oil and 5-10% sulfited fish oil are compounded, then deionized water is added to adjust the solid content to 50%, and a reddish-brown transparent synthetic cetyl oil compound fatliquor is obtained.
Description
Technical field
The present invention relates to a kind of synthetic sperm oil fat liquoring complex agent and preparation method thereof, belong to leather chemical industry technical field.
Background technology
The long-chain fat alcohol ester that contains about more than 70% unsaturated fatty acids in Sperm whale oil, this special chemical structure determined it can give leather except due soft and full, also have good glossy sense and wax sense, other fatting agents do not possess this feature.But due to whale resource scarcity and the restriction of catching and killing, natural Sperm whale oil source is very rare, and people have started the development of synthetic sperm oil.Synthetic sperm oil mainly carries out esterification with oleic acid, linolic acid etc. with oleyl alcohol etc. and forms, synthetic method mainly contains enzyme catalysis method and chemical catalysis esterification process, enzyme catalysis method industrialization cost is too high, and chemical catalysis esterification process usually to add toluene be band aqua, under existing, catalyzer refluxes or Depressor response, after finishing, reaction needs to reclaim solvent, seal request to equipment is high, and different catalyst reaction temperatures and product appearance difference larger, only need be 120 ℃ of reactions when made catalyzer with tosic acid, but product colour is very dark.Oleyl alcohol price is very high in addition, surpass 40 yuan/kg, and Domestic Resources seldom, needs import, and cost is difficult to bear.For reducing costs to be adapted to sell, the synthetic sperm oil ingredient containing in a lot of commercially available synthetic sperm oil fatting agents is very limited.
CN101948714 mentions, and synthetic sperm oil is a kind of oiliness wax ester, and itself, containing surface active groups, cannot not carry out effective combination with leather, during application, conventionally by means of additional tensio-active agent, it is carried out to emulsification, or chemical modification is introduced surface active groups.First method and leather do not have bonding force, easy wash-out, and second method can be carried out combination with the collegen filament of leather, and therefore a lot of research more tends to it to carry out chemical modification.Traditional chemical modification method mainly contains sulfation modification, SO 3 sulfonated modification and oxidate and sulfite modification, wherein sulfation modification is more severe to equipment corrosion, and generation waste acid water needs standing separation to process, the performance of its acidproof electrolyte-resistant is also very poor, makes this product be difficult to promote.And through SO 3 sulfonated synthetic sperm oil production, emulsion-stabilizing, acidproof, resistance to chromium powder and electrolyte-resistant performance are all stronger, emulsion particle is thin, good penetrability, but this method facility investment is large, need to be near gas washing in SA production factory to obtain cheap sulphur trioxide raw material, more difficult popularization in leather chemical industry enterprise.The modification of oxidate and sulfite method is that the two keys in synthetic sperm oil are first become to the epoxy bond that is easier to reaction with air air-blowing, and then carry out ring-opening reaction with sulphiting reagent, product performance and sulfonation method approach, sulphiting reagent is also more cheap, but the residual irritant sulfurous gas smell of meeting in product, need to vacuumize removal, and can produce sulphite and remain in and in product, cause product along with the prolongation of storage period exists the phenomenon of separating out saturated brine.
Summary of the invention
The object of the invention is the deficiency for traditional synthetic sperm oil and modified product thereof, a kind of synthetic sperm oil fat liquoring complex agent and preparation method thereof is provided.The present invention adopts polyoxyethylene glycol to replace oleyl alcohol and oleic acid to carry out esterification to prepare synthetic sperm oil, and then the effective constituent such as Pei Yi oxazolidine, polyether modified silicon oil and sulfited fish oil is composited.During esterification, adopt self-control solid acid catalyst, the method that its preparation method is mentioned to as CN02151526.3, polyoxyethylene glycol has good wetting and flexibility, price is more cheap, be widely used in the industries such as leather textile printing and dyeing, so greatly reduce cost, during composite fatting agent, the composition of synthetic sperm oil also can improve greatly.And polyoxyethylene glycol wetting ability is stronger, do not need separation, the synthetic sperm oil that this method obtains has good self-emulsifying ability, without additional emulsifying agent or to it, carries out chemical modification, has greatly simplified the preparation of this type of fatting agent.Reaction process adopts intermittent vacuum to dewater, and has avoided adopting solvent with the harm of aqua.The fatting agent product good emulsion stability finally obtaining, comprehensive stuffing is functional, and finished leather has good oil sense and wax sense, and soft and full degree is well.
The present invention realizes the technical scheme that foregoing invention object adopts:
A kind of synthetic sperm oil fat liquoring complex agent and preparation method thereof, comprises the steps:
(1) add oleic acid and catalyzer, be warming up to 90 ℃, in 1 hour, add polyoxyethylene glycol, the mol ratio of oleic acid and polyoxyethylene glycol is 1: 1.05, and the consumption of catalyzer is the 0.1-0.5% of material total mass;
(2) be then warming up to 150-200 ℃, and vacuumize dehydration, reaction 2-5 hour, within each 1 hour, check an acid number, until no longer change, and survey water-soluble, after qualified, be cooled to 40 ℃ of following filtering catalyst blowings, obtain the synthetic sperm oil of reddish-brown transparent oily liquid.In experiment, catalyzer can recycle 8-10 time;
(3) add the sulfited fish oil of the oxazolidine of the 10-15% of synthetic sperm oil quality, the polyether modified silicon oil of 2-5% and 5-10% composite, then add deionized water to be adjusted to 50% solid content, obtain the transparent synthetic sperm oil fat liquoring complex agent of reddish-brown.
In above-mentioned preparation method, described polyoxyethylene glycol is any one or several mixture in PEG400, PFG600, PEG800.
In above-mentioned preparation method, described catalyzer is homemade solid acid catalyst, and catalyst levels is the 0.1-0.5% of material total mass, is preferably 0.2-0.3%.
In above-mentioned preparation method, the ZOLDINE ZE that the oxazolidine of stating is Dow Chemical, consumption is the 10-15% of synthetic sperm oil quality, is preferably 12-13%.
In above-mentioned preparation method, the DC-190 that described polyether modified silicon oil is Dow Corning Corporation, consumption, for being the 2-5% of synthetic sperm oil quality, is preferably 2.5-3.5%.
In above-mentioned preparation method, the LUTAPOL TIS of described company of sulfited fish oil Wei Lihou chemical company, consumption, for being the 5-10% of synthetic sperm oil quality, is preferably 6-8%.
In order to investigate the stuffing effect of this synthetic sperm oil fat liquoring complex agent, the present invention investigates by following application example.
Application example: goat leather for making garment
Get respectively one of goatskin wet blue embryo, to cuing open, split, shaving, be labeled as A and B respectively, wherein in A skin, add 8% synthetic sperm oil fat liquoring complex agent, in B skin, add 8% commercially available Sperm whale oil fatting agent.
Processing condition:
Weigh: accurately tare, as the materials foundation of following operation
(note: L-6, PRWei our company retanning agent product)
Embodiment
Below by embodiment, the present invention is specifically described.But the scope that is interpreted as the above-mentioned theme of the present invention should only not limited to following embodiment, all technology realizing based on content of the present invention all belong to scope of the present invention.
Embodiment 1
(1) add oleic acid 70kg and catalyzer 0.5kg, be warming up to 90 ℃, in 1 hour, add polyoxyethylene glycol PEG400105kg.
(2) be then warming up to 180 ℃, react 3 hours, acid number no longer changes, water-soluble qualified, is cooled to 40 ℃ of following filtering catalyst blowings, obtains the synthetic sperm oil of reddish-brown transparent oily liquid.
(3) add 16kg oxazolidine, the polyether modified silicon oil of 3.5kg and the sulfited fish oil of 12kg, then add deionized water 161kg to be adjusted to 50% content, obtain the transparent synthetic sperm oil fat liquoring complex agent 367.5kg of reddish-brown.
After application test, test result is as table 1.
The detected result of table 1 skin sample
| Project | A | B | National standard |
| Moisture content and volatile matter/% | 14 | 13.1 | 12-20 |
| Dichloromethane extract/% | 18.1 | 16.5 | 12-19 |
| Tensile strength/(N/mm 2) | 23.7 | 16.8 | ≥10 |
| Elongation at break/% | 124 | 82 | 35-55 |
| Height/the mm that bursts apart breaks | 21.3 | 14.4 | ≥7 |
| Tear strength/(N/mm) | 56.7 | 38.7 | ≥20 |
Embodiment 2
(1) add oleic acid 70kg and catalyzer 0.4kg, be warming up to 90 ℃, in 1 hour, add polyoxyethylene glycol PEG400 60kg and PEG800 45kg.
(2) be then warming up to 175 ℃, react 4 hours, acid number no longer changes, water-soluble qualified, is cooled to 40 ℃ of following filtering catalyst blowings, obtains the synthetic sperm oil of reddish-brown transparent oily liquid.
(3) add the sulfited fish oil of the oxazolidine of the 22kg of synthetic sperm oil quality, the polyether modified silicon oil of 7kg and 168kg%, then add deionized water 168kg to be adjusted to 50% content, obtain the transparent synthetic sperm oil fat liquoring complex agent 379kg of reddish-brown.
After application test, test result is as table 2.
The detected result of table 2 skin sample
| Project | A | B | National standard |
| Moisture content and volatile matter/% | 14.6 | 13.1 | 12-20 |
| Dichloromethane extract/% | 18.3 | 16.5 | 12-19 |
| Tensile strength/(N/mm 2) | 24.3 | 16.8 | ≥10 |
| Elongation at break/% | 117 | 82 | 35-55 |
| Height/the mm that bursts apart breaks | 23.5 | 14.4 | ≥7 |
| Tear strength/(N/mm) | 57.2 | 38.7 | ≥20 |
Claims (6)
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115216015A (en) * | 2022-08-30 | 2022-10-21 | 齐河力厚化工有限公司 | Fiber lubricant, preparation method thereof and fiber lubricant emulsion |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1060107A (en) * | 1990-09-20 | 1992-04-08 | 湖南化工研究院 | The manufacture method of sulfiting rape seed oil |
| JP2010024318A (en) * | 2008-07-17 | 2010-02-04 | Kagawa Univ | Lubricating oil and method for manufacturing the same, engine and bearing using them, and machinery |
| CN101948714A (en) * | 2010-09-13 | 2011-01-19 | 四川省什邡市亭江精细化工有限公司 | Method for preparing cation synthetic sperm oil fat liquor |
-
2013
- 2013-11-07 CN CN201310563450.7A patent/CN103667548B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1060107A (en) * | 1990-09-20 | 1992-04-08 | 湖南化工研究院 | The manufacture method of sulfiting rape seed oil |
| JP2010024318A (en) * | 2008-07-17 | 2010-02-04 | Kagawa Univ | Lubricating oil and method for manufacturing the same, engine and bearing using them, and machinery |
| CN101948714A (en) * | 2010-09-13 | 2011-01-19 | 四川省什邡市亭江精细化工有限公司 | Method for preparing cation synthetic sperm oil fat liquor |
Non-Patent Citations (2)
| Title |
|---|
| 任斌: "菜籽油的改性及其在皮革加脂剂中的应用", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》, 15 April 2007 (2007-04-15) * |
| 徐洋: "米糠油制备PEG脂肪酸酯的工艺研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》, 15 August 2013 (2013-08-15) * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115216015A (en) * | 2022-08-30 | 2022-10-21 | 齐河力厚化工有限公司 | Fiber lubricant, preparation method thereof and fiber lubricant emulsion |
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