CN106010267A - Method for producing hydrogenated rosin - Google Patents

Method for producing hydrogenated rosin Download PDF

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Publication number
CN106010267A
CN106010267A CN201610358216.4A CN201610358216A CN106010267A CN 106010267 A CN106010267 A CN 106010267A CN 201610358216 A CN201610358216 A CN 201610358216A CN 106010267 A CN106010267 A CN 106010267A
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CN
China
Prior art keywords
hydrogenated rosin
rosin
metal complex
catalyst
base metal
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.)
Pending
Application number
CN201610358216.4A
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Chinese (zh)
Inventor
黄桂彬
蒋茵荣
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Guangxi Zhongchang Resin Co Ltd
Original Assignee
Guangxi Zhongchang Resin Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Guangxi Zhongchang Resin Co Ltd filed Critical Guangxi Zhongchang Resin Co Ltd
Priority to CN201610358216.4A priority Critical patent/CN106010267A/en
Publication of CN106010267A publication Critical patent/CN106010267A/en
Pending legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09FNATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
    • C09F1/00Obtaining purification, or chemical modification of natural resins, e.g. oleo-resins
    • C09F1/04Chemical modification, e.g. esterification
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22Organic complexes
    • B01J31/2204Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208Oxygen, e.g. acetylacetonates
    • B01J31/2217At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60Reduction reactions, e.g. hydrogenation
    • B01J2231/64Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
    • B01J2231/645Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of C=C or C-C triple bonds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0213Complexes without C-metal linkages
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0238Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
    • B01J2531/0258Flexible ligands, e.g. mainly sp3-carbon framework as exemplified by the "tedicyp" ligand, i.e. cis-cis-cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/10Complexes comprising metals of Group I (IA or IB) as the central metal
    • B01J2531/13Potassium

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Fats And Perfumes (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention discloses a method for producing hydrogenated rosin, and relates to the technical field of rosin deep processing. The method comprises the following steps: conducting vacuuming and reduced pressure distillation on rosin to obtain refined rosin, wherein the vacuuming degree is 0.5 KPa to 1 KPa; adding the refined rosin into a reaction container, and then adding vegetable oil to dissolve the refined rosin; adding a Schiff base metal complex catalyst, uniformly stirring, feeding hydrogen, raising the temperature to 130-150 DEG C, and conducting addition reaction for 1-2.5 h; filtering to remove the Schiff base metal complex catalyst, so as to obtain the hydrogenated rosin. According to the method, a Schiff base metal complex is adopted as the catalyst to synthesize the hydrogenated rosin, the catalyst is simple in preparation method, low in cost and higher in rosin hydrogenation reaction catalytic efficiency, and the product obtained through reaction is light in color and high in softening point.

Description

The production method of hydrogenated rosin
Technical field
The present invention relates to Colophonium deep process technology field, the production method of a kind of hydrogenated rosin.
Background technology
Colophonium is the reproducible natural resources of China's abundant, because having special molecular structure and performance, and extensively should For industries such as electronics, coating, adhesive, ink, pigment, synthetic rubber, food, intermetallic composite coating, building materials, also serve as synthesis essence Refinement work and novel high polymer material.Along with rapid development of economy, these industries are to Colophonium and the quality of deep processed product thereof Require also to improve constantly, and color is exactly one of Colophonium and the important quality index of deep processed product thereof, control color well, one Determine just to control in degree Colophonium and the rank of deep processed product thereof.
At present, the preparation method of hydrogenated rosin typically chooses palladium-carbon catalyst, and this Catalyst Production is relatively costly, and urges Change efficiency to have much room for improvement.
Summary of the invention
It is an object of the invention to provide the production method of a kind of hydrogenated rosin, the production method of this hydrogenated rosin can solve The problem that the catalyst cost certainly used is high and catalytic efficiency is low.
In order to solve the problems referred to above, the technical solution used in the present invention is:
The production method of this hydrogenated rosin is: the decompression distillation of Colophonium evacuation is obtained resin;Wherein, suction is 0.5 kPa~1 kPa;Described resin is added in reaction vessel, is subsequently adding vegetable oil and dissolves;Add schiff base metal Composition catalyst, stirs, and is passed through hydrogen, is warming up to 130 DEG C~150 DEG C, additive reaction 1 hour~2.5 hours;Cross Filter, to remove Schiff base metal complex catalyst, i.e. obtains hydrogenated rosin.
In technique scheme, more specifically technical scheme it may also is that
The preparation method of Schiff base metal complex catalyst: take 0.010 mole of lysine be dissolved in 100 milliliters of potassium hydroxide and In the mixed solution of ethanol, stirring makes lysine dissolve, and is subsequently adding formalin, stirs 40 minutes, and heating concentrates.
Further, the mass ratio of Colophonium, vegetable oil and schiff base metal complex is 1:3~5:0.005~0.01.
Further, the mass ratio of Colophonium, vegetable oil and schiff base metal complex is 1:3~5:0.005~0.01.
Further, one or more during vegetable oil is Petiolus Trachycarpi oil, soybean oil, Oleum Arachidis hypogaeae semen and Oleum sesami.
Further, the flow being passed through hydrogen is 200 ls/h~300 ls/h.
Owing to have employed technique scheme, the present invention compared with prior art has the advantages that
The present invention uses schiff base metal complex as the synthesizing hydrogenated Colophonium of catalyst, and this method for preparing catalyst is simple, becomes This is low, and rosin catalyzed hydrogenation efficiency is higher, and products therefrom is of light color, softening point is high in reaction.
Detailed description of the invention
Below in conjunction with embodiment, the invention will be further described:
Embodiment 1
The production method of the present embodiment hydrogenated rosin is: the decompression distillation of Colophonium evacuation is obtained resin;Wherein, evacuation Degree is 0.5 kPa;Described resin is added in reaction vessel, is subsequently adding Oleum Arachidis hypogaeae semen and dissolves;Add schiff base metal to join Mixture catalyst, stirs, and according to the flow of 200 ls/h, is passed through hydrogen, is warming up to 135 DEG C, additive reaction 1 hour; Filtering to remove Schiff base metal complex catalyst, be subsequently adding glycerol and zinc oxide, it is sweet that esterification obtains hydrogenated rosin Grease.
The preparation method of the present embodiment Schiff base metal complex catalyst: take 0.010 mole of lysine and be dissolved in 100 millis Rising in the mixed solution of potassium hydroxide and ethanol, stirring makes lysine dissolve, and is subsequently adding formalin, stirs 40 minutes, add Heat concentrates.
The mass ratio of the present embodiment Colophonium, vegetable oil and schiff base metal complex is 1:3.5:0.005.
Embodiment 2
The production method of the present embodiment hydrogenated rosin is: the decompression distillation of Colophonium evacuation is obtained resin;Wherein, evacuation Degree is 0.8 kPa;Described resin is added in reaction vessel, is subsequently adding Oleum sesami and dissolves;Add schiff base metal to join Mixture catalyst, stirs, and according to the flow of 230 ls/h, is passed through hydrogen, is warming up to 150 DEG C, and additive reaction 1.5 is little Time;Filtering to remove Schiff base metal complex catalyst, be subsequently adding glycerol and zinc oxide, esterification obtains hydrogenated rosin Glyceride.
The preparation method of the present embodiment Schiff base metal complex catalyst: take 0.010 mole of lysine and be dissolved in 100 millis Rising in the mixed solution of potassium hydroxide and ethanol, stirring makes lysine dissolve, and is subsequently adding formalin, stirs 40 minutes, add Heat concentrates.
The mass ratio of the present embodiment Colophonium, vegetable oil and schiff base metal complex is 1:5:0.006.
Embodiment 3
The production method of the present embodiment hydrogenated rosin is: the decompression distillation of Colophonium evacuation is obtained resin;Wherein, evacuation Degree is 1 kPa;Described resin is added in reaction vessel, is subsequently adding soybean oil and dissolves;Add schiff base metal to coordinate Thing catalyst, stirs, and according to the flow of 260 ls/h, is passed through hydrogen, is warming up to 140 DEG C, additive reaction 2 hours;Cross Filter, to remove Schiff base metal complex catalyst, is subsequently adding glycerol and zinc oxide, and esterification obtains hydrogenated rosin glycerol Ester.
The preparation method of the present embodiment Schiff base metal complex catalyst: take 0.010 mole of lysine and be dissolved in 100 millis Rising in the mixed solution of potassium hydroxide and ethanol, stirring makes lysine dissolve, and is subsequently adding formalin, stirs 40 minutes, add Heat concentrates.
The mass ratio of the present embodiment Colophonium, vegetable oil and schiff base metal complex is 1:4:0.008.
Embodiment 4
The production method of the present embodiment hydrogenated rosin is: the decompression distillation of Colophonium evacuation is obtained resin: wherein, evacuation Degree is 0.6 kPa;Described resin is added in reaction vessel, is subsequently adding Petiolus Trachycarpi oil and dissolves;Add schiff base metal to join Mixture catalyst, stirs, and according to the flow of 300 ls/h, is passed through hydrogen, is warming up to 130 DEG C, and additive reaction 2.5 is little Time;Filtering to remove Schiff base metal complex catalyst, be subsequently adding glycerol and zinc oxide, esterification obtains hydrogenated rosin Glyceride.
The preparation method of the present embodiment Schiff base metal complex catalyst: take 0.010 mole of lysine and be dissolved in 100 millis Rising in the mixed solution of potassium hydroxide and ethanol, stirring makes lysine dissolve, and is subsequently adding formalin, stirs 40 minutes, add Heat concentrates.
The mass ratio of the present embodiment Colophonium, vegetable oil and schiff base metal complex is 1:3:0.01.

Claims (6)

1. the production method of a hydrogenated rosin, it is characterised in that: the decompression distillation of Colophonium evacuation is obtained resin;Its In, suction is 0.5 kPa~1 kPa;Described resin is added in reaction vessel, is subsequently adding vegetable oil and dissolves; Adding Schiff base metal complex catalyst, stir, be passed through hydrogen, be warming up to 130 DEG C~150 DEG C, additive reaction 1 is little Time~2.5 hours;Filter to remove Schiff base metal complex catalyst, i.e. obtain hydrogenated rosin.
The production method of hydrogenated rosin the most according to claim 1, it is characterised in that described catalyst is schiff base metal Composition catalyst, its preparation method: take 0.010 mole of lysine and be dissolved in 100 milliliters of potassium hydroxide and the mixed solution of ethanol In, stirring makes lysine dissolve, and is subsequently adding formalin, stirs 40 minutes, and heating concentrates.
The production method of hydrogenated rosin the most according to claim 1 and 2, it is characterised in that: Colophonium, vegetable oil and Schiff's base The mass ratio of metal complex is 1:3~5:0.005~0.01.
The production method of hydrogenated rosin the most according to claim 3, it is characterised in that: Colophonium, vegetable oil and Schiff's base gold The mass ratio of metal complex is 1:3~5:0.005~0.01.
The production method of hydrogenated rosin the most according to claim 1, it is characterised in that: described vegetable oil is Petiolus Trachycarpi oil, big One or more in Oleum Glycines, Oleum Arachidis hypogaeae semen and Oleum sesami.
The production method of hydrogenated rosin the most according to claim 1, it is characterised in that: be passed through the flow of hydrogen be 200 liters/ Hour~300 ls/h.
CN201610358216.4A 2016-05-26 2016-05-26 Method for producing hydrogenated rosin Pending CN106010267A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106883765A (en) * 2017-03-01 2017-06-23 广西鼎弘树脂有限公司 A kind of preparation method of hydrogenated rosin pentaerythritol ester
CN106947395A (en) * 2017-03-01 2017-07-14 广西鼎弘树脂有限公司 A kind of preparation method of polypale
CN106978085A (en) * 2017-03-01 2017-07-25 广西鼎弘树脂有限公司 A kind of preparation method of hydrogenated rosin glyceride

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102070988A (en) * 2011-01-20 2011-05-25 广西梧州日成林产化工股份有限公司 Method for producing water-white hydrogenated rosin

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102070988A (en) * 2011-01-20 2011-05-25 广西梧州日成林产化工股份有限公司 Method for producing water-white hydrogenated rosin

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106883765A (en) * 2017-03-01 2017-06-23 广西鼎弘树脂有限公司 A kind of preparation method of hydrogenated rosin pentaerythritol ester
CN106947395A (en) * 2017-03-01 2017-07-14 广西鼎弘树脂有限公司 A kind of preparation method of polypale
CN106978085A (en) * 2017-03-01 2017-07-25 广西鼎弘树脂有限公司 A kind of preparation method of hydrogenated rosin glyceride
CN106978085B (en) * 2017-03-01 2020-04-10 广西鼎弘树脂有限公司 Preparation method of hydrogenated rosin glyceride

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Application publication date: 20161012