CN106928852B - Preparation method of rosin glyceride - Google Patents
Preparation method of rosin glyceride Download PDFInfo
- Publication number
- CN106928852B CN106928852B CN201710102888.3A CN201710102888A CN106928852B CN 106928852 B CN106928852 B CN 106928852B CN 201710102888 A CN201710102888 A CN 201710102888A CN 106928852 B CN106928852 B CN 106928852B
- Authority
- CN
- China
- Prior art keywords
- reaction
- rosin
- vacuum system
- glycerol
- catalyst
- 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.)
- Active
Links
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 title claims abstract description 89
- 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 title claims abstract description 89
- 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 title claims abstract description 89
- 125000005456 glyceride group Chemical group 0.000 title claims abstract description 46
- 238000002360 preparation method Methods 0.000 title claims abstract description 6
- 238000006243 chemical reaction Methods 0.000 claims abstract description 129
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 118
- 239000003054 catalyst Substances 0.000 claims abstract description 43
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 58
- 229910052757 nitrogen Inorganic materials 0.000 claims description 29
- 238000003756 stirring Methods 0.000 claims description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- 238000010438 heat treatment Methods 0.000 claims description 28
- PVFSDGKDKFSOTB-UHFFFAOYSA-K iron(3+);triacetate Chemical compound [Fe+3].CC([O-])=O.CC([O-])=O.CC([O-])=O PVFSDGKDKFSOTB-UHFFFAOYSA-K 0.000 claims description 5
- YNVZDODIHZTHOZ-UHFFFAOYSA-K 2-hydroxypropanoate;iron(3+) Chemical compound [Fe+3].CC(O)C([O-])=O.CC(O)C([O-])=O.CC(O)C([O-])=O YNVZDODIHZTHOZ-UHFFFAOYSA-K 0.000 claims description 3
- VEPSWGHMGZQCIN-UHFFFAOYSA-H ferric oxalate Chemical compound [Fe+3].[Fe+3].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O VEPSWGHMGZQCIN-UHFFFAOYSA-H 0.000 claims description 3
- NPFOYSMITVOQOS-UHFFFAOYSA-K iron(III) citrate Chemical compound [Fe+3].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NPFOYSMITVOQOS-UHFFFAOYSA-K 0.000 claims description 3
- CZNVSLGYWMSMKE-OPDGVEILSA-K Ferric gluconate Chemical compound [Fe+3].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O CZNVSLGYWMSMKE-OPDGVEILSA-K 0.000 claims description 2
- 229960002413 ferric citrate Drugs 0.000 claims description 2
- XHQSLVIGPHXVAK-UHFFFAOYSA-K iron(3+);octadecanoate Chemical compound [Fe+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XHQSLVIGPHXVAK-UHFFFAOYSA-K 0.000 claims description 2
- 150000007942 carboxylates Chemical class 0.000 abstract description 7
- 230000035484 reaction time Effects 0.000 abstract description 5
- 239000012752 auxiliary agent Substances 0.000 abstract description 3
- 230000003197 catalytic effect Effects 0.000 abstract description 2
- 235000011187 glycerol Nutrition 0.000 description 32
- 239000000047 product Substances 0.000 description 26
- 239000002253 acid Substances 0.000 description 23
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 14
- 238000000034 method Methods 0.000 description 8
- 239000011787 zinc oxide Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 239000002932 luster Substances 0.000 description 6
- 238000005886 esterification reaction Methods 0.000 description 5
- 239000003292 glue Substances 0.000 description 5
- 239000012943 hotmelt Substances 0.000 description 3
- WHMDKBIGKVEYHS-IYEMJOQQSA-L Zinc gluconate Chemical compound [Zn+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O WHMDKBIGKVEYHS-IYEMJOQQSA-L 0.000 description 2
- CANRESZKMUPMAE-UHFFFAOYSA-L Zinc lactate Chemical compound [Zn+2].CC(O)C([O-])=O.CC(O)C([O-])=O CANRESZKMUPMAE-UHFFFAOYSA-L 0.000 description 2
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 description 2
- WGIWBXUNRXCYRA-UHFFFAOYSA-H trizinc;2-hydroxypropane-1,2,3-tricarboxylate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O WGIWBXUNRXCYRA-UHFFFAOYSA-H 0.000 description 2
- 239000004246 zinc acetate Substances 0.000 description 2
- 239000011746 zinc citrate Substances 0.000 description 2
- 235000006076 zinc citrate Nutrition 0.000 description 2
- 229940068475 zinc citrate Drugs 0.000 description 2
- 239000011670 zinc gluconate Substances 0.000 description 2
- 235000011478 zinc gluconate Nutrition 0.000 description 2
- 229960000306 zinc gluconate Drugs 0.000 description 2
- 239000011576 zinc lactate Substances 0.000 description 2
- 229940050168 zinc lactate Drugs 0.000 description 2
- 235000000193 zinc lactate Nutrition 0.000 description 2
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
- WDHVIZKSFZNHJB-UHFFFAOYSA-L zinc;butanoate Chemical compound [Zn+2].CCCC([O-])=O.CCCC([O-])=O WDHVIZKSFZNHJB-UHFFFAOYSA-L 0.000 description 2
- ZPEJZWGMHAKWNL-UHFFFAOYSA-L zinc;oxalate Chemical compound [Zn+2].[O-]C(=O)C([O-])=O ZPEJZWGMHAKWNL-UHFFFAOYSA-L 0.000 description 2
- XDWXRAYGALQIFG-UHFFFAOYSA-L zinc;propanoate Chemical compound [Zn+2].CCC([O-])=O.CCC([O-])=O XDWXRAYGALQIFG-UHFFFAOYSA-L 0.000 description 2
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 229940112822 chewing gum Drugs 0.000 description 1
- 235000015218 chewing gum Nutrition 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- FRVCGRDGKAINSV-UHFFFAOYSA-L iron(2+);octadecanoate Chemical compound [Fe+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O FRVCGRDGKAINSV-UHFFFAOYSA-L 0.000 description 1
- VRIVJOXICYMTAG-IYEMJOQQSA-L iron(ii) gluconate Chemical compound [Fe+2].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O VRIVJOXICYMTAG-IYEMJOQQSA-L 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F1/00—Obtaining purification, or chemical modification of natural resins, e.g. oleo-resins
- C09F1/04—Chemical modification, e.g. esterification
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A preparation method of rosin glyceride is characterized in that carboxylate is used as a catalyst, and rosin glyceride is prepared by reacting rosin and glycerol at a mass ratio of 50: 1-1000: 1, a mass ratio of rosin to glycerol of 5: 1-9: 1, an absolute pressure of a reaction system of 20-80 kPa and a reaction temperature of 130-250 ℃ for 1.0-12.0 h. Compared with the prior art: 1. the catalyst has high catalytic activity; 2. the reaction requires low temperature and short reaction time; 3. no other auxiliary agent is added in the reaction process.
Description
Technical Field
The invention relates to a preparation method of rosin glyceride, in particular to a novel method for preparing rosin glyceride by catalyzing esterification reaction of rosin and glycerol with carboxylate.
Background
Rosin glyceride is a rosin ester which is widely applied, is commonly called ester glue, is mainly used for manufacturing oil paint, printing ink, wax paper, electrical equipment and the like, can also be used as tackifiers such as SBS spray glue/all-purpose glue, EVA hot melt glue, SBS/SIS hot melt glue, hot melt pressure sensitive adhesive and the like, and has wide application in foods such as emulsified essence, chewing gum and the like. At present, the industrial production method of rosin glyceride mainly adopts a zinc oxide catalyst to catalyze the long-term esterification reaction of rosin and glycerol at 220-290 ℃. The traditional catalyst zinc oxide has the problems of high reaction temperature, long reaction time, dark product color and the like. In addition, in order to reduce the color of the rosin glyceride product, auxiliaries such as an antioxidant, a heat stabilizer and a light stabilizer are often added in the reaction process. Aiming at the problems, the rosin glyceride is prepared by catalyzing rosin and glycerol esterification reaction by using a carboxylate catalyst. Compared with the method, the method has the advantages of low reaction temperature of the catalyst, short reaction time, light color of the product, no need of adding other auxiliary agents and the like.
Disclosure of Invention
The invention aims to replace the traditional production method for preparing rosin glyceride by catalyzing rosin and glycerin esterification reaction with a catalyst, develop a high-efficiency catalyst for rosin and glycerin esterification reaction, and prepare the rosin glyceride under the low-temperature short-time reaction condition.
Based on the above, the invention relates to a preparation method of rosin glyceride, namely a novel method for preparing rosin glyceride by catalyzing rosin and glycerol with a carboxylate catalyst. The method is characterized in that carboxylate is used as a catalyst, and rosin glyceride is prepared by reacting rosin and a catalyst at a mass ratio of 50: 1-1000: 1, a mass ratio of rosin to glycerol of 5: 1-9: 1, an absolute pressure of a reaction system of 20-80 kPa and a reaction temperature of 130-250 ℃ for 1.0-12.0 h; the carboxylate catalyst is one of zinc acetate, zinc propionate, zinc butyrate, zinc stearate, zinc citrate, zinc naphthenate, zinc oxalate, zinc lactate, zinc gluconate, iron acetate, iron stearate, iron citrate, iron naphthenate, iron oxalate, iron lactate or iron gluconate.
The method is characterized in that the reaction conditions are that the mass ratio of rosin to carboxylate catalyst is 100: 1-500: 1, the mass ratio of rosin to glycerol is 6: 1-8: 1, the reaction temperature is 180-230 ℃, the absolute pressure of the reaction system is 30-60 kPa, and the reaction time is 4.0-8.0 h.
The invention solves the technical problem by the following technical scheme:
the specific technical scheme is illustrated by taking an iron acetate catalyst as an example.
Putting 15.0g of rosin, 0.05g of catalyst iron acetate and 2.24g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 50kPa, heating to 200 ℃, and stirring for reaction for 6 hours to obtain a product, namely rosin glyceride, wherein the yield is 95.3%, the acid value is 8.0mgKOH/g, the softening point is 86.4 ℃, and the color and luster are light yellow; wherein, the yield of the rosin glyceride is the ratio of the mass of the final product to the total mass of the rosin and the glycerol.
Compared with the traditional reaction, the invention is characterized in that:
1. the catalyst has high catalytic activity.
2. The reaction requires low temperature and short reaction time.
3. No other auxiliary agent is added in the reaction process.
Detailed description of the invention
The process of the present invention is further illustrated by the following examples, which are not intended to be limiting.
Example 1: putting 15.0g of rosin, 0.05g of catalyst iron acetate and 2.24g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 50kPa, heating to 200 ℃, and stirring for reaction for 6 hours to obtain a product, namely rosin glyceride, wherein the yield is 92.3%, the acid value is 8.0mgKOH/g, the softening point is 86.4 ℃, and the color is light yellow.
Comparative example 1: putting 15.0g of rosin and 2.24g of glycerol into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in the reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 50kPa, heating to 200 ℃, stirring and reacting for 6 hours to obtain a product, namely rosin glyceride, wherein the yield is 98.6%, the acid value is 45.4mgKOH/g, the softening point is 110.2 ℃, and the color is yellow red.
Comparative example 2: putting 15.0g of rosin, 0.05g of catalyst zinc oxide and 2.24g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 50kPa, heating to 200 ℃, and stirring for reaction for 6 hours to obtain a product, namely rosin glyceride, wherein the yield is 97.5%, the acid value is 34.3mgKOH/g, the softening point is 107.6 ℃, and the color and luster are dark yellow.
Comparative example 3: putting 15.0g of rosin, 0.10g of catalyst zinc oxide and 2.24g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 50kPa, heating to 200 ℃, and stirring for reaction for 6 hours to obtain a product, namely rosin glyceride, wherein the yield is 96.9%, the acid value is 25.2mgKOH/g, the softening point is 105.3 ℃, and the color is yellow.
Comparative example 4: putting 15.0g of rosin, 0.05g of catalyst zinc oxide and 2.24g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 50kPa, heating to 230 ℃, and stirring for reaction for 6 hours to obtain a product, namely rosin glyceride, wherein the yield is 96.0%, the acid value is 21.2mgKOH/g, the softening point is 101.9 ℃, and the color is yellowish brown.
Comparative example 5: putting 15.0g of rosin, 0.05g of catalyst zinc oxide and 2.24g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 50kPa, heating to 200 ℃, and stirring for reaction for 8 hours to obtain a product, namely rosin glyceride, wherein the yield is 95.7%, the acid value is 19.5mgKOH/g, the softening point is 103.6 ℃, and the color is yellow.
Comparative example 6: putting 15.0g of rosin, 0.10g of catalyst zinc oxide and 2.24g of glycerol into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 50kPa, heating to 230 ℃, and stirring for reaction for 8 hours to obtain a product, namely rosin glyceride, wherein the yield is 95.1%, the acid value is 15.2mgKOH/g, the softening point is 99.2 ℃, and the color is yellow red.
Example 2: putting 15.0g of rosin, 0.30g of catalyst zinc acetate and 3.00g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 20kPa, heating to 130 ℃, and stirring for reaction for 1 hour to obtain a product, namely rosin glyceride, wherein the yield is 98.9%, the acid value is 59.9mgKOH/g, the softening point is 84.6 ℃, and the color is light yellow.
Example 3: putting 15.0g of rosin, 0.015g of zinc propionate catalyst and 1.67g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 80kPa, heating to 250 ℃, and stirring for reaction for 12 hours to obtain a product, namely rosin glyceride, wherein the yield is 92.6%, the acid value is 8.8mgKOH/g, the softening point is 86.3 ℃, and the color is yellow.
Example 4: putting 15.0g of rosin, 0.028g of zinc butyrate serving as a catalyst and 2.14g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 50kPa, heating to 190 ℃, and stirring for reaction for 7 hours to obtain a product, namely rosin glyceride, wherein the yield is 93.5%, the acid value is 9.3mgKOH/g, the softening point is 83.2 ℃, and the color and luster are light yellow.
Example 5: putting 15.0g of rosin, 0.075g of zinc stearate as a catalyst and 2.50g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 30kPa, heating to 150 ℃, and stirring for reaction for 4 hours to obtain a product, namely rosin glyceride, wherein the yield is 94.4%, the acid value is 10.0mgKOH/g, the softening point is 97.6 ℃, and the color and luster are light yellow.
Example 6: putting 15.0g of rosin, 0.038g of catalyst zinc citrate and 2.31g of glycerol into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 40kPa, heating to 170 ℃, and stirring for reaction for 5 hours to obtain a product, namely rosin glyceride, wherein the yield is 93.9%, the acid value is 9.1mgKOH/g, the softening point is 95.3 ℃, and the color and luster are light yellow.
Example 7: putting 15.0g of rosin, 0.03g of catalyst zinc naphthenate and 2.00g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 60kPa, heating to 180 ℃, and stirring for reaction for 9 hours to obtain a product, namely rosin glyceride, wherein the yield is 92.7%, the acid value is 8.9mgKOH/g, the softening point is 85.8 ℃, and the color is light yellow.
Example 8: putting 15.0g of rosin, 0.021g of zinc oxalate catalyst and 1.76g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 75kPa, heating to 220 ℃, and stirring for reaction for 11 hours to obtain a product, namely rosin glyceride, wherein the yield is 94.0%, the acid value is 9.2mgKOH/g, the softening point is 86.5 ℃, and the color is yellow.
Example 9: putting 15.0g of rosin, 0.017g of zinc lactate as a catalyst and 2.71g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 45kPa, heating to 200 ℃, and stirring for reaction for 3 hours to obtain a product, namely rosin glyceride, wherein the yield is 94.3%, the acid value is 10.0mgKOH/g, the softening point is 98.5 ℃, and the color is light yellow.
Example 10: putting 15.0g of rosin, 0.018g of catalyst zinc gluconate and 2.14g of glycerol into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 65kPa, heating to 210 ℃, and stirring for reaction for 8 hours to obtain a product, namely rosin glyceride, wherein the yield is 94.2%, the acid value is 9.7mgKOH/g, the softening point is 87.7 ℃, and the color is yellow.
Example 11: putting 15.0g of rosin, 0.038g of catalyst ferric stearate and 2.31g of glycerol into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in the reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 25kPa, heating to 200 ℃, and stirring for reaction for 7 hours to obtain a product, namely rosin glyceride, wherein the yield is 92.6%, the acid value is 8.1mgKOH/g, the softening point is 97.3 ℃, and the color is light yellow.
Example 12: putting 15.0g of rosin, 0.09g of ferric citrate as a catalyst and 2.31g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 35kPa, heating to 180 ℃, and stirring for reaction for 9 hours to obtain a product, namely rosin glyceride, wherein the yield is 92.7%, the acid value is 8.4mgKOH/g, the softening point is 95.8 ℃, and the color is light yellow.
Example 13: putting 15.0g of rosin, 0.08g of catalyst iron naphthenate and 2.30g of glycerol into a reaction kettle provided with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 55kPa, heating to 210 ℃, and stirring for reaction for 6 hours to obtain a product rosin glyceride, wherein the yield is 94.6%, the acid value is 10.2mgKOH/g, the softening point is 95.7 ℃, and the color is light yellow.
Example 14: putting 15.0g of rosin, 0.23g of catalyst iron oxalate and 2.24g of glycerol into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 75kPa, heating to 195 ℃, and stirring for reaction for 10 hours to obtain a product, namely rosin glyceride, wherein the yield is 94.3%, the acid value is 9.0mgKOH/g, the softening point is 90.7 ℃, and the color is yellow.
Example 15: putting 15.0g of rosin, 0.12g of catalyst iron lactate and 2.64g of glycerol into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 80kPa, heating to 200 ℃, and stirring for reaction for 8 hours to obtain a product, namely rosin glyceride, wherein the yield is 93.0%, the acid value is 8.7mgKOH/g, the softening point is 96.8 ℃, and the color is light yellow.
Example 16: putting 15.0g of rosin, 0.20g of catalyst ferric gluconate and 2.24g of glycerol into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in a reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 75kPa, heating to 200 ℃, and stirring for reaction for 8 hours to obtain a product, namely rosin glyceride, wherein the yield is 95.0%, the acid value is 8.2mgKOH/g, the softening point is 92.5 ℃, and the color and luster are light yellow.
Claims (1)
1. A preparation method of rosin glyceride is characterized in that 15.0g of rosin, 0.05g of catalyst iron acetate and 2.24g of glycerol are put into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, after air in the reaction system is replaced by nitrogen with 200kPa for 5 times, the vacuum system is started, the absolute pressure of the reaction system is controlled to be 50kPa, the reaction system is heated to 200 ℃, and after stirring reaction is carried out for 6 hours, the product rosin glyceride is obtained;
or putting 15.0g of rosin, 0.038g of catalyst ferric stearate and 2.31g of glycerol into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in the reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 25kPa, heating to 200 ℃, and stirring for reaction for 7 hours to obtain a product rosin glyceride;
or putting 15.0g of rosin, 0.09g of ferric citrate as a catalyst and 2.31g of glycerol into a reaction kettle with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in the reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 35kPa, heating to 180 ℃, and stirring for 9 hours to obtain a rosin glyceride product;
or putting 15.0g of rosin, 0.23g of catalyst iron oxalate and 2.24g of glycerol into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in the reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 75kPa, heating to 195 ℃, and stirring for reaction for 10 hours to obtain a product rosin glyceride;
or putting 15.0g of rosin, 0.12g of catalyst iron lactate and 2.64g of glycerol into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in the reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 80kPa, heating to 200 ℃, and stirring for reacting for 8 hours to obtain a product rosin glyceride;
or putting 15.0g of rosin, 0.20g of catalyst ferric gluconate and 2.24g of glycerol into a reaction kettle equipped with a stirrer, a thermometer, an oil-water separator and a vacuum system, replacing air in the reaction system with 200kPa nitrogen for 5 times, starting the vacuum system, controlling the absolute pressure of the reaction system to be 75kPa, heating to 200 ℃, and stirring for reacting for 8 hours to obtain the product rosin glyceride.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710102888.3A CN106928852B (en) | 2017-02-24 | 2017-02-24 | Preparation method of rosin glyceride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710102888.3A CN106928852B (en) | 2017-02-24 | 2017-02-24 | Preparation method of rosin glyceride |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106928852A CN106928852A (en) | 2017-07-07 |
| CN106928852B true CN106928852B (en) | 2020-06-30 |
Family
ID=59424652
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710102888.3A Active CN106928852B (en) | 2017-02-24 | 2017-02-24 | Preparation method of rosin glyceride |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN106928852B (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103013344A (en) * | 2012-12-18 | 2013-04-03 | 富川瑶族自治县威龙林化有限公司 | Preparation method for rosin pentaerythritol ester |
| CN104017496A (en) * | 2013-02-28 | 2014-09-03 | 湖州益邦化学制品有限公司 | Ultraviolet light polymerized low polymer synthesized by utilizing rosin derivatives and preparation method of polymer |
| CN104399533A (en) * | 2014-11-10 | 2015-03-11 | 广西民族大学 | Homogeneous composite catalyst and application thereof in preparation of rosin ester |
| CN105916950A (en) * | 2013-09-27 | 2016-08-31 | 阿利桑那化学公司 | Rosin esters and compositions thereof |
| CN106349941A (en) * | 2016-08-29 | 2017-01-25 | 广西梧州通轩林产化学有限公司 | Method for preparing ester gum |
-
2017
- 2017-02-24 CN CN201710102888.3A patent/CN106928852B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103013344A (en) * | 2012-12-18 | 2013-04-03 | 富川瑶族自治县威龙林化有限公司 | Preparation method for rosin pentaerythritol ester |
| CN104017496A (en) * | 2013-02-28 | 2014-09-03 | 湖州益邦化学制品有限公司 | Ultraviolet light polymerized low polymer synthesized by utilizing rosin derivatives and preparation method of polymer |
| CN105916950A (en) * | 2013-09-27 | 2016-08-31 | 阿利桑那化学公司 | Rosin esters and compositions thereof |
| CN104399533A (en) * | 2014-11-10 | 2015-03-11 | 广西民族大学 | Homogeneous composite catalyst and application thereof in preparation of rosin ester |
| CN106349941A (en) * | 2016-08-29 | 2017-01-25 | 广西梧州通轩林产化学有限公司 | Method for preparing ester gum |
Non-Patent Citations (1)
| Title |
|---|
| Zn2+类催化剂催化松香酯化反应;曾广建等;《广州化工》;19901231;第18卷(第4期);第1-5页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN106928852A (en) | 2017-07-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN100358959C (en) | High stability color-less rosin pentaerythrite ester and its prepn | |
| Kim et al. | Epoxidation of Camelina sativa oil and peel adhesion properties | |
| CN103539962A (en) | Method for preparing low-amine rubber anti-aging agent TMQ | |
| CN106928852B (en) | Preparation method of rosin glyceride | |
| JP5863833B2 (en) | Process for distillation of fatty acid esters | |
| CN104559795A (en) | High-temperature-resistant rosin tackifying resin and preparation method thereof | |
| CN107236509A (en) | A kind of copolyester hot melt adhesive of Flashmelt and preparation method thereof | |
| CN104479406A (en) | Industrial production method of transparent high-gloss pigment red 146 applied to solvent ink | |
| CN106905854B (en) | Preparation method of rosin pentaerythritol ester | |
| CN104693429B (en) | Short oil alkyd resin and preparation method thereof | |
| CN106883765B (en) | Preparation method of hydrogenated rosin pentaerythritol ester | |
| CN106905853B (en) | Preparation method of rosin glycol ester | |
| CN106928853B (en) | Production method of water-white tackifying resin | |
| CN104152048A (en) | Novel rosin resin for oil paints | |
| CN106366933A (en) | Method for preparing hydrogenated rosin ethylene glycolester | |
| CN107513129B (en) | Ultra-light-color high-stability terpene resin and preparation method thereof | |
| CN104130362A (en) | Preparation method of rosin modified phenolic resin | |
| CN104119801B (en) | The preparation method of polymerized rosin glycerol ester | |
| CN1155717C (en) | Immobile polyphenol oxidase catalyzed high-purity tea polyphenol process of producing high-purity theaflavin | |
| CN104194637A (en) | Method for preparing disproportionated rosin with high softening point | |
| CN112441973A (en) | Preparation method of low primary amine TMQ | |
| CN105461562A (en) | Method for preparation of antioxidant 3, 5-methyl ester with ultrasonic wave | |
| CN106398541A (en) | Preparation method of rosin pentaerythritol ester for paint | |
| CN106010282A (en) | Preparation method of rosin glyceride with high softening point | |
| CN107573849A (en) | The production method of rosin ethylene glycol ester |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |