CN102643300A - Method for preparing hydroxylated sulfonated castor oil borate - Google Patents
Method for preparing hydroxylated sulfonated castor oil borate Download PDFInfo
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- CN102643300A CN102643300A CN201210108419XA CN201210108419A CN102643300A CN 102643300 A CN102643300 A CN 102643300A CN 201210108419X A CN201210108419X A CN 201210108419XA CN 201210108419 A CN201210108419 A CN 201210108419A CN 102643300 A CN102643300 A CN 102643300A
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- red oil
- turkey red
- hydroxylation
- boric acid
- castor oil
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Abstract
The invention discloses a method for preparing hydroxylated sulfonated castor oil borate. The method overcomes the defects in the prior art; sulfonated castor oil and alkanol amine undergo hydroxylation reaction by using a molecular design view, and water-soluble groups are introduced into molecules, so that water solubility, stability and emulsifying property of the molecules are enhanced; boric acid and hydroxy in the molecules undergo esterification reaction, so that stability, rust resistance, extreme pressure property and lubricating performance of the molecules are further enhanced, and a novel water-soluble hydroxylated sulfonated castor oil borate additive is synthesized; and the glycerol generated in the reaction process has a certain lubricating effect and is not required to be separated and removed, so that preparation and production are easy.
Description
Technical field
The present invention relates to the organic chemistry synthesis technical field, refer to a kind of preparation method of hydroxylation Turkey red oil boric acid ester especially.
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Background technology
Water-based metal working fluid is because of having advantages such as good cooling property, cleaning, rust-preventing characteristic, economy and security; Obtained fast development; And be widely used in metal manufacture fields such as cutting, grinding, calendering, punching press and tapping; Turkey red oil is a kind of important water-based metal working fluid additive, at first because its water-soluble and emulsifying property is a kind of important emulsifying agent; Moreover, make it have certain lubricity concurrently as a kind of ester class, therefore, as the water-based metal working fluid additive, Turkey red oil has outstanding advantage.
But, because the water-soluble and emulsifying property of Turkey red oil ester is limited after all, especially in the application of fully synthetic cutting fluid; Opal phenomenon appears becoming in the diluent in regular meeting; Because mostly cutting fluid is alkalescence, the hydrolysis reaction of ester can take place in Turkey red oil, and influences its lubricant effect.
Summary of the invention
The preparation method of a kind of hydroxylation Turkey red oil of the present invention boric acid ester is characterized in that, overcomes the deficiency of prior art; Utilize the molecular designing viewpoint, Turkey red oil ester and alkanolamine are carried out hydroxylating, intramolecularly is introduced water soluble group; Strengthen that it is water-soluble, stability and emulsifying property, utilize the hydroxyl in boric acid and the molecule to carry out esterification again, further strengthen its stability, rust-preventing characteristic, extreme pressure property and lubricity; Synthetic a kind of novel water soluble hydroxy Turkey red oil Borated Ester Additives; And the glycerine that generates in the reaction process has certain lubrication, needn't separate removal, thereby makes preparation and produce simpler and easy.
To achieve these goals, technical solution of the present invention is: utilize microwave heating, alkanolamine and Turkey red oil ester are under weak basic condition; Carry out hydroxylating; Its resultant carries out esterification with boric acid again, generates hydroxylation Turkey red oil boric acid ester, specifically comprises following steps:
1). with water is solvent, Turkey red oil ester (I) and alkanolamine in the presence of alkali, microwave heating; In 130 ℃～150 ℃ following hydroxylating 3～4 h; Slowly be cooled to about 80 ℃, isothermal reaction 2～3 h, further decompression steams the G & W branch; Obtain intermediate product hydroxylation Turkey red oil (IV) or (V), its main chemical reactions is:
Described alkali is one or more in alkali-metal oxyhydroxide or the carbonate.
The mol ratio of described alkanolamine and Turkey red oil ester is 5～7 : 1.
Further be, described alkanolamine is primary amine (II) or secondary amine (III), the R in its molecular structure formula II and (III)
1, R
2And R
3Alkyl for carbonatoms 2～6.
2). intermediate product hydroxylation Turkey red oil (IV) or (V), carry out esterification 3～5h in 110～130 ℃, can make hydroxylation Turkey red oil boric acid ester (VI) or (VII), its main chemical reactions is:
Further be that the mol ratio of described intermediate product hydroxylation Turkey red oil and boric acid is 1 : 1.5～2.
Embodiment
Embodiment 1
70% Turkey red oil ester, 350 grams and 80 gram monoethanolamines; Join in the there-necked flask that whipping appts, reflux condensate device and TM are housed, microwave heating is in 130 ℃～140 ℃ following hydroxylating 3～4 h; Slowly be cooled to about 80 ℃ again; Constant temperature decompression reaction 2～3 h, further decompression steams the G & W branch, obtains intermediate product hydroxylation Turkey red oil; In there-necked flask, add 23 gram boric acid, in 110～120 ℃ carry out esterification 3～5h after, stopped reaction makes hydroxylation Turkey red oil boric acid ester.
Embodiment 2
170 kilograms and 63 kilograms diethylolamine of 70% Turkey red oil ester; Join in the reaction kettle that whipping appts, reflux condensate device and TM are housed, microwave heating is in 140 ℃～150 ℃ following hydroxylating 4 h; Slowly be cooled to about 80 ℃ again; Constant temperature decompression reaction 2～3 h, further decompression steams the G & W branch, obtains intermediate product hydroxylation Turkey red oil; In there-necked flask, add 12.3 kilograms of boric acid, in 120～130 ℃ carry out esterification 3～5h after, stopped reaction makes hydroxylation Turkey red oil boric acid ester.
The above; Embodiment only is that preferred implementation of the present invention is described; Be not that scope of the present invention is limited; Under the prerequisite of the spirit that does not break away from the present invention's technology, various distortion and improvement that this area engineering technical personnel make technical scheme of the present invention all should fall in the definite protection domain of claims of the present invention.
Claims (3)
1. the preparation method of a kind of hydroxylation Turkey red oil of the present invention boric acid ester; It is characterized in that: utilize microwave heating; Alkanolamine and Turkey red oil ester carry out hydroxylating under weak basic condition, its resultant carries out esterification with boric acid again; Generate hydroxylation Turkey red oil boric acid ester, specifically comprise following steps:
1), be solvent with water, Turkey red oil ester and alkanolamine in the presence of alkali, microwave heating; In 130 ℃～150 ℃ following hydroxylating 3～4 h, slowly be cooled to about 80 ℃ isothermal reaction 2～3 h; Further decompression steams the G & W branch, obtains intermediate product hydroxylation Turkey red oil;
2), intermediate product hydroxylation Turkey red oil, carry out esterification 3～5h in 110～130 ℃, can make hydroxylation Turkey red oil boric acid ester.
2. the preparation method of a kind of hydroxylation Turkey red oil boric acid ester according to claim 1 is characterized in that: the mol ratio of described alkanolamine and Turkey red oil ester is 5～7 : 1.
3. the preparation method of a kind of hydroxylation Turkey red oil boric acid ester according to claim 1 is characterized in that: the mol ratio of described intermediate product hydroxylation Turkey red oil and boric acid is 1 : 1.5～2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210108419XA CN102643300A (en) | 2012-04-14 | 2012-04-14 | Method for preparing hydroxylated sulfonated castor oil borate |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210108419XA CN102643300A (en) | 2012-04-14 | 2012-04-14 | Method for preparing hydroxylated sulfonated castor oil borate |
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| CN102643300A true CN102643300A (en) | 2012-08-22 |
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| CN201210108419XA Pending CN102643300A (en) | 2012-04-14 | 2012-04-14 | Method for preparing hydroxylated sulfonated castor oil borate |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102965148A (en) * | 2012-12-11 | 2013-03-13 | 江苏汉光实业股份有限公司 | Water-soluble high-temperature corrosion inhibitor |
| CN102965669A (en) * | 2012-12-11 | 2013-03-13 | 江苏汉光实业股份有限公司 | Method for preparing water-soluble high-temperature corrosion inhibitor |
| CN104017009A (en) * | 2014-06-19 | 2014-09-03 | 天津舜能化学品有限公司 | Boron-nitride-type borate lubricating oil additive and preparation method thereof |
| CN104193774A (en) * | 2014-08-19 | 2014-12-10 | 广州德旭化工有限公司 | Tall oil acid diacetyl amide borate and preparation method thereof |
| CN104649936A (en) * | 2013-11-26 | 2015-05-27 | 修建东 | Hydroxy-containing multi-sulfonated ricinoleate and preparation method thereof |
| CN110003969A (en) * | 2012-10-30 | 2019-07-12 | 雪佛龙奥伦耐有限责任公司 | Friction improver and its manufacturing method |
| CN112301457A (en) * | 2020-10-29 | 2021-02-02 | 浙江龙呈计生用品有限公司 | Preparation method of degradable spunbonded non-woven fabric for paper diapers |
-
2012
- 2012-04-14 CN CN201210108419XA patent/CN102643300A/en active Pending
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110003969A (en) * | 2012-10-30 | 2019-07-12 | 雪佛龙奥伦耐有限责任公司 | Friction improver and its manufacturing method |
| CN102965148A (en) * | 2012-12-11 | 2013-03-13 | 江苏汉光实业股份有限公司 | Water-soluble high-temperature corrosion inhibitor |
| CN102965669A (en) * | 2012-12-11 | 2013-03-13 | 江苏汉光实业股份有限公司 | Method for preparing water-soluble high-temperature corrosion inhibitor |
| CN102965669B (en) * | 2012-12-11 | 2014-05-07 | 江苏汉光实业股份有限公司 | Method for preparing water-soluble high-temperature corrosion inhibitor |
| CN102965148B (en) * | 2012-12-11 | 2014-06-25 | 江苏汉光实业股份有限公司 | Water-soluble high-temperature corrosion inhibitor |
| CN104649936A (en) * | 2013-11-26 | 2015-05-27 | 修建东 | Hydroxy-containing multi-sulfonated ricinoleate and preparation method thereof |
| CN104017009A (en) * | 2014-06-19 | 2014-09-03 | 天津舜能化学品有限公司 | Boron-nitride-type borate lubricating oil additive and preparation method thereof |
| CN104193774A (en) * | 2014-08-19 | 2014-12-10 | 广州德旭化工有限公司 | Tall oil acid diacetyl amide borate and preparation method thereof |
| CN104193774B (en) * | 2014-08-19 | 2015-05-13 | 广州德旭新材料有限公司 | Tall oil acid diacetyl amide borate and preparation method thereof |
| CN112301457A (en) * | 2020-10-29 | 2021-02-02 | 浙江龙呈计生用品有限公司 | Preparation method of degradable spunbonded non-woven fabric for paper diapers |
| CN112301457B (en) * | 2020-10-29 | 2023-05-02 | 浙江广鸿新材料有限公司 | Preparation method of degradable spun-bonded non-woven fabric for paper diapers |
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Application publication date: 20120822 |