CN100358959C - High stability color-less rosin pentaerythrite ester and its prepn - Google Patents
High stability color-less rosin pentaerythrite ester and its prepn Download PDFInfo
- Publication number
- CN100358959C CN100358959C CNB2005100950927A CN200510095092A CN100358959C CN 100358959 C CN100358959 C CN 100358959C CN B2005100950927 A CNB2005100950927 A CN B2005100950927A CN 200510095092 A CN200510095092 A CN 200510095092A CN 100358959 C CN100358959 C CN 100358959C
- Authority
- CN
- China
- Prior art keywords
- color
- high stability
- less
- accounts
- resin quality
- 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.)
- Expired - Fee Related
Links
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The present invention discloses a high stability color-less rosin pentaerythrite ester with Hason color number less than 150. The present invention has color change not more than 1 Ghana color number after the present invention is arranged in a blowing drying tank at 180 DEG C for 8 hours; the weight increasing rate is not more than 0.2 percent after the present invention is irradiated at a distance of 50cm from an ultraviolet lamp for 15 hours under 20DEG C, and the color change is not more than 3 Ghana color numbers. The present invention also discloses a method for preparing the high stability color-less rosin pentaerythrite ester, which comprises the following procedures: in the first step, refined rosin can be obtained by distilling special grade rosin; a pentaerythrite decolorizing agent, an antioxidant and a catalyst are added to the refined rosin under the condition of inert atmosphere for esterification reaction, and reaction stops until the acid value is less than 20 mg/g. The atmosphere in which the reaction products are positioned obtains depressurization so as to eliminate low boiling point matters. Besides, the temperature of the reaction products is reduced, and a heat stabilizer and a light stabilizer are added in the reaction products and uniformly stirred with the reaction products. Thus, the high stability color-less rosin pentaerythrite ester can be obtained. The present invention has the advantages of simple technology, easy operation and low production cost.
Description
Technical field
The present invention relates to a kind of pentalyn and preparation method thereof, relate in particular to a kind of high stability color-less rosin pentaerythrite ester and preparation method thereof.
Background technology
Rosin ester is a kind of rosin deep processed product that is obtained by rosin and polyol reaction, so far the history in existing more than 70 year.It is of many uses, can be used as the tackifier of wrapping material, pressure sensitive adhesive, hot melt adhesive etc., the properties-correcting agent of rubber and plastics, the setting agent of makeup etc.
In a lot of Application Areass, the color of rosin ester and stability are the important indicators of its a market viability of decision.Since the seventies, carried out a large amount of research aspect production pale rosin and the carboxylate thereof both at home and abroad.Nearly two kinds of method: with U.S. Pat 5,395,920 are the method for representative, are to obtain colourless rosin ester by nilox resin is refining, esterification, dehydrogenation.This carboxylate (less than No. 1, Ghana) of light color and remaining on store and hot procedure in colour-change little.But its complex manufacturing, cost are higher.Second method is to select effect catalyzer preferably for use, disclose as EP0270773, EP0257622, US744925, US 4650607, US 4643848 etc. and to have selected Hypophosporous Acid, 50 and Hypophosporous Acid, 50 alkaline earth salt or composite as esterifying catalyst for use, can shorten the reaction times, improve product color and improve oxidative stability with phenols sulfide.The third method is to obtain the rosin ester of light color by adding discoloring agent, has invented in esterification process or esterification finishes the back and adds the carboxylate that Organophosphorous compounds with decolorization, sulfide etc. obtain light color as JP9143430, JP8209070, US5504152, US 5387669, US 5387669, WO0006657 etc.; But the rosin esterification thing that these methods obtain still can not satisfy the requirements at the higher level of people to esterified prod at aspects such as color and thermostability, weather resisteants.
Summary of the invention
The invention provides the simple easy handling of a kind of technology, production cost is lower, product colour is shallow, the high stability color-less rosin pentaerythrite ester of thermostability and good weatherability and preparation method thereof.
The present invention adopts following technical scheme:
A kind of high stability color-less rosin pentaerythrite ester, the Ha Sense of this color of resin number less than No. 150; Thermostability: place 8h in 180 ℃ of air dry ovens, colour-change is not more than 1 Ghana's look number; Weather resisteant: under 20 ℃, apart from the following irradiation 15h of 500W ultraviolet lamp 50cm, rate of body weight gain is not more than 0.2%, and colour-change is not more than 3 Ghana's looks number.
A kind of preparation method of high stability color-less rosin pentaerythrite ester comprises the steps:
The first step, superfine rosin is 0～1kPa in vacuum tightness, and 180～270 ℃ of temperature are distillation down, and Ghana's look of producing color number is not more than No. 3, and acid number is 160mg/g～190mg/g, softening temperature is 70 ℃～85 ℃ a resin;
Second step, under inert atmosphere protection, in resin, add tetramethylolmethane and the discoloring agent that accounts for resin quality 0.1～1.0%, the anthraquinone that accounts for resin quality 0.01～0.1% that accounts for resin quality 11.0～16.0%, the catalyzer that accounts for resin quality 0.1～0.5% as oxidation inhibitor, under 230～290 ℃, carry out esterification, react to acid number and finish less than 20mg/g; Wherein, discoloring agent is 4,4-thiobis-(6-tertiary butyl meta-cresol) or 4, and the mixture of one or more in 6-pair-(dodecyl sulfo-)-ortho-cresol or the nonyl phenol two sulphur oligopolymer, the proportioning of mixture can be any proportioning; Catalyzer is the one or more kinds of mixtures in ZnO, Mgo or the sterically hindered phenol phosphate compounds, and the proportioning of mixture can be any proportioning,
In the 3rd step, with the decompression of above-mentioned reaction product atmosphere of living in, and to keep vacuum tightness be 0～2kPa, and the hold-time is 0.5～2h, to remove low boilers;
The 4th step, the reaction product of removing low boilers is cooled to 200～230 ℃, add the thermo-stabilizer account for resin quality 0.1～1.0% and account for the photostabilizer of resin quality 0.1～1.0% and stir, obtain high stability color-less rosin pentaerythrite ester; Wherein, thermo-stabilizer is 2,5-ditert-butylhydro quinone or 2,6-di-tert-butyl-4-methy phenol or tricresyl phosphite (nonyl phenyl ester) or three (2, the 4-di-tert-butyl-phenyl) the one or more kinds of mixtures in phosphorous acid ester or the triphenyl phosphite, the proportioning of mixture can be any proportioning, photostabilizer is Succinic Acid and (4-hydroxyl-2,2,6,6-tetramethyl--1-sends pyridine alcohol) polymkeric substance or one or more the mixture in 2-(2 '-hydroxyl-the 3 '-tertiary butyl-5 '-aminomethyl phenyl)-5-chlorinated benzotriazole or the Octabenzone, the proportioning of mixture can be any proportioning.
The present invention obtains following technique effect:
1. the simple easy handling of technology, production cost is lower: with U.S. Pat 5,395,920 are the method for representative, are to obtain colourless rosin ester by nilox resin is refining, esterification, dehydrogenation.Its complex manufacturing, cost are higher.
2. more shallow, thermostability of product colour and weathering resistance are better:
Table 1
| Index | Color (Ha Sense number) | Thermostability (adding the nanofarad colorimetric) | Weathering resistance | |
| Rate of body weight gain (%) | Number variation of Ghana's look | |||
| Product of the present invention | ＜150 | ＜1 | ＜0.20 | 3 |
| Existing identical cost product | ＞300 | ＞3 | ＞1.0 | ＞3 |
It is raw material that the present invention adopts the more shallow resin of color, in esterification process, carry out, adopt activity catalyzer preferably, reaction times can be shortened, adopt discoloring agent can further improve color, adopt oxidation inhibitor can prevent that oxidation makes color burn in the esterification process, comprehensive above several method makes the product colour that makes more shallow.Later stage adds thermo-stabilizer and photostabilizer, makes product have good use properties, i.e. thermostability and good weatherability.
In the prior art scheme, what have does not adopt these methods, and what perhaps have just adopts wherein one or more methods, so the product that obtains can not reach effect of the present invention aspect color and thermostability, the weathering resistance simultaneously.
With U.S. Pat 5,395,920 are the method for representative, and the color of its product and thermostability, weathering resistance can reach effect of the present invention, but its complex manufacturing, and cost is higher.
Pentalyn is to utilize carboxyl in the rosin and the hydroxyl in the tetramethylolmethane to carry out pure acid-respons to obtain.By adding discoloring agent, oxidation inhibitor, improved the color of product, add thermo-stabilizer, photostabilizer, improved thermostability, the weathering resistance of product.
In the comparing embodiment, do not add discoloring agent, oxidation inhibitor, the color that obtains product is darker, is No. 3 (Ghana's look number).Do not add thermo-stabilizer, photostabilizer, so the color after the heat stability test of product is No. 6 (Ghana's look number); Rate of body weight gain after the weather resisteant test is 1.60%, and color increases by 4 Ghana's looks number.And the product that the present invention obtains, the Ha Sense of color number less than No. 150 (less than 1 Ghana's look number); Colour-change after the heat stability test is not more than 1 Ghana's look number; Rate of body weight gain after the weather resisteant test is not more than 0.2%, and colour-change is not more than 3 Ghana's looks number.
Four. embodiment
Embodiment 1
A kind of high stability color-less rosin pentaerythrite ester, the Ha Sense of this color of resin number less than No. 150; Heat stability is good: place 8h in 180 ℃ of air dry ovens, colour-change is not more than 1 Ghana's look number; Weather resisteant is good: under 20 ℃, apart from the following irradiation 15h of 500W ultraviolet lamp 50cm, rate of body weight gain is not more than 0.2%, and colour-change is not more than 3 Ghana's looks number.
Embodiment 2
A kind of preparation method of high stability color-less rosin pentaerythrite ester comprises the steps:
The first step, superfine rosin is 0～1kPa in vacuum tightness, and 180～270 ℃ of temperature are distillation down, and Ghana's look of producing color number is not more than No. 3, and acid number is 160mg/g～190mg/g, softening temperature is 70 ℃～85 ℃ a resin;
In second step, under inert atmosphere conditions, inert atmosphere can be N
2, Ar, He, CO
2Etc. atmosphere, in resin, add tetramethylolmethane and the discoloring agent that accounts for resin quality 0.1～1.0%, the anthraquinone that accounts for resin quality 0.01～0.1% that accounts for resin quality 11.0～16.0%, the catalyzer that accounts for resin quality 0.1～0.5% as oxidation inhibitor, under 230～290 ℃, carry out esterification, reacted 3-10 hour, and reacted to acid number and finish less than 20mg/g; Wherein, discoloring agent is 4,4-thiobis-(6-tertiary butyl meta-cresol) or 4,6-pair-(dodecyl sulfo-)-ortho-cresol or nonyl phenol two sulphur oligopolymer (as
) in one or more mixture, the proportioning of mixture can be any proportioning; Catalyzer is that ZnO or Mgo or sterically hindered phenol phosphate compounds are (as two [ethyl (3,5-di-t-butyl-4 acrinyl phosphoric acid)] calcium salt, two [ethyl (3,5-di-t-butyl-4 acrinyl phosphoric acid)] zinc salt) the one or more kinds of mixtures in, the proportioning of mixture can be any proportioning, and wherein, the ratio that tetramethylolmethane accounts for resin can be 11.5%, 12.4%, 13.2%, 14.6%, 15.7%, the ratio that discoloring agent accounts for resin can be 0.2%, 0.4%, 0.7%, 0.9%, the ratio that anthraquinone accounts for the resin quality can be 0.03%, 0.04%, 0.07%, 0.08%, 0.09%, esterification reaction temperature can be 235 ℃, 242 ℃, and 256 ℃, 268 ℃, 275 ℃, 284 ℃
In the 3rd step, with the decompression of above-mentioned reaction product atmosphere of living in, and to keep vacuum tightness be 0～2kPa, and the hold-time is 0.5～2 hour, to remove low boilers (neutrals in water, unreacted tetramethylolmethane or the resin that generates during as esterification); Wherein vacuum tightness can be 0.3kPa, 0.8kPa, and 1.5kPa, the hold-time can be 0.8 hour, 1.8 hours
The 4th step, the reaction product of removing low boilers is cooled to 200～230 ℃, for example can be 210 ℃, 220 ℃, 224 ℃, add the thermo-stabilizer account for resin quality 0.1～1.0% and account for the photostabilizer of resin quality 0.1～1.0% and stir, obtain high stability color-less rosin pentaerythrite ester; Wherein, thermo-stabilizer is 2,5-ditert-butylhydro quinone or 2,6-di-tert-butyl-4-methy phenol or tricresyl phosphite (nonyl phenyl ester) or three (2, the 4-di-tert-butyl-phenyl) the one or more kinds of mixtures in phosphorous acid ester or the triphenyl phosphite, the proportioning of mixture can be any proportioning, photostabilizer is Succinic Acid and (4-hydroxyl-2,2,6,6-tetramethyl--1-sends pyridine alcohol) polymkeric substance or one or more the mixture in 2-(2 '-hydroxyl-the 3 '-tertiary butyl-5 '-aminomethyl phenyl)-5-chlorinated benzotriazole or the Octabenzone, the proportioning of mixture can be any proportioning, in the present embodiment, thermo-stabilizer accounts for the resin mass percent can 0.3%, 0.5%, 0.6%, 0.8%, photostabilizer accounts for the resin mass percent can be 0.2%, 0.4%, 0.5%, 0.7%.
Among the present invention, discoloring agent, oxidation inhibitor, catalyzer can add a collection of or in batches.
In the present embodiment, esterification reaction temperature is preferably 270～285 ℃, corresponding 5～8 hours reaction times; The per-cent that tetramethylolmethane accounts for the resin quality is preferably 12.4～14.0%; The per-cent that discoloring agent accounts for the resin quality is preferably 0.2～0.5%: the per-cent that oxidation inhibitor accounts for the resin quality is preferably 0.02～0.05%; The per-cent that catalyzer accounts for the resin quality is preferably 0.2～0.4%; The per-cent that thermo-stabilizer accounts for the resin quality is preferably 0.2～0.4%; The per-cent that photostabilizer accounts for the resin quality is preferably 0.2～0.4%.
Embodiment 3
1000g resin, 140g tetramethylolmethane and 2g 300,0.2g anthraquinone, 3g ZnO are added reaction flask, feed N
2, be heated to 280 ± 2 ℃, react to acid number less than 20mg/g, decompression, keep vacuum tightness be 0～0.6kPa to there not being overhead product, be cooled to 220 ℃, add 1g 2,6 di tert butyl 4 methyl phenol, 1g tricresyl phosphite (nonyl phenyl ester) and 1g Octabenzone.
Product in the present embodiment (color-less rosin pentaerythrite ester 1) color: 150 (Ha Sense numbers), acid number: 14.2mg/g, softening temperature: 105.1 ℃, heat stability test (180 ℃, 8h): color, 200 (Ha Sense numbers); Weather resisteant test: rate of body weight gain, 0.20%, color increases by 3 Ghana's looks number.
Embodiment 4
1000g resin, 124g tetramethylolmethane and 1g 300,0.1g anthraquinone, 2g ZnO are added reaction flask, feed N
2Be heated to 280 ± 2 ℃, reaction 3h, add 1g 300,0.1g anthraquinone, 1g ZnO remain on 280 ± 2 ℃ react to acid number less than 20mg/g, decompression, keep vacuum tightness be 0～0.6kPa to there not being overhead product, be cooled to 220 ℃, add 1g 2,6 di tert butyl 4 methyl phenol, 1g tricresyl phosphite (nonyl phenyl ester), 1g Octabenzone.
Product in the present embodiment (color-less rosin pentaerythrite ester 2) color: 100 (breathing out gloomy), acid number: 19.8mg/g, softening temperature: 103.0 ℃, heat stability test (180 ℃, 8h): color, 150 (breathing out gloomy); Weather resisteant test: rate of body weight gain, 0.19%, color increases by 3 Ghana's looks number.
Embodiment 5
1000g resin, 150g tetramethylolmethane and 2g 300,0.2g anthraquinone, 2g ZnO are added reaction flask, feed N
2Be heated to 280 ± 2 ℃, reaction 3h, add 2g 300,0.2g anthraquinone, 2g ZnO remain on 280 ± 2 ℃ react to acid number less than 20mg/g, decompression, keep vacuum tightness be 0～0.6kPa to there not being overhead product, be cooled to 220 ℃, add 2g 2,6 di tert butyl 4 methyl phenol, 2g tricresyl phosphite (nonyl phenyl ester), 2g Octabenzone.
Product in the present embodiment (color-less rosin pentaerythrite ester 3) color: 100 (breathing out gloomy), acid number: 15.2mg/g, softening temperature: 107.1 ℃, heat stability test (180 ℃, 8h): color, 125 (breathing out gloomy); Weather resisteant test: rate of body weight gain, 0.15%, color increases by 3 Ghana's looks number.
Comparing embodiment
1000g resin, 124g tetramethylolmethane and 2g ZnO are added reaction flask, feed N
2, be heated to 280 ± 2 ℃, remain on 280 ± 2 ℃ react to acid number less than 20mg/g, decompression, keep vacuum tightness be 0～0.6kPa to there not being overhead product, be cooled to 220 ℃, discharging.
Product in the present embodiment (resin pentaerythritol ester 1) color: 3 (Ghana's looks number), acid number: 19.8mg/g, softening temperature: 104.0 ℃, heat stability test (180 ℃, 8h): color, 6 (Ghana's looks number); Weather resisteant test: rate of body weight gain, 1.60%, color increases by 4 Ghana's looks number.
Claims (8)
1. the preparation method of a high stability color-less rosin pentaerythrite ester is characterized in that comprising the steps:
The first step, superfine rosin is 0～1kPa in vacuum tightness, and 180～270 ℃ of temperature are distillation down, and Ghana's look of producing color number is not more than No. 3, and acid number is 160mg/g～190mg/g, softening temperature is 70 ℃～85 ℃ a resin;
Second step, under inert atmosphere protection, in resin, add tetramethylolmethane and the discoloring agent that accounts for resin quality 0.1～1.0%, the anthraquinone that accounts for resin quality 0.01～0.1% that accounts for resin quality 11.0～16.0%, the catalyzer that accounts for resin quality 0.1～0.5% as oxidation inhibitor, under 230～290 ℃, carry out esterification, react to acid number and finish less than 20mg/g; Wherein, discoloring agent is 4,4-thiobis-(6-tertiary butyl meta-cresol) or 4, and the mixture of one or more in 6-pair-(dodecyl sulfo-)-ortho-cresol or the nonyl phenol two sulphur oligopolymer, the proportioning of mixture is any proportioning; Catalyzer is the one or more kinds of mixtures in ZnO, Mgo or the sterically hindered phenol phosphate compounds, and the proportioning of mixture is any proportioning,
In the 3rd step, with the decompression of above-mentioned reaction product atmosphere of living in, and to keep vacuum tightness be 0～2kPa, and the hold-time is 0.5～2h, to remove low boilers;
The 4th step, the reaction product of removing low boilers is cooled to 200～230 ℃, add the thermo-stabilizer account for resin quality 0.1～1.0% and account for the photostabilizer of resin quality 0.1～1.0% and stir, obtain high stability color-less rosin pentaerythrite ester; Wherein, thermo-stabilizer is 2,5-ditert-butylhydro quinone or 2,6-di-tert-butyl-4-methy phenol or tricresyl phosphite (nonyl phenyl ester) or three (2, the 4-di-tert-butyl-phenyl) the one or more kinds of mixtures in phosphorous acid ester or the triphenyl phosphite, the proportioning of mixture is any proportioning, photostabilizer is Succinic Acid and (4-hydroxyl-2,2,6,6-tetramethyl--1-sends pyridine alcohol) polymkeric substance or one or more the mixture in 2-(2 '-hydroxyl-the 3 '-tertiary butyl-5 '-aminomethyl phenyl)-5-chlorinated benzotriazole or the Octabenzone, the proportioning of mixture is any proportioning.
2. the preparation method of high stability color-less rosin pentaerythrite ester according to claim 1 is characterized in that esterification reaction temperature is 270～285 ℃, 5～8 hours reaction times.
3. the preparation method of high stability color-less rosin pentaerythrite ester according to claim 1 is characterized in that the per-cent that tetramethylolmethane accounts for the resin quality is 12.4～14.0%.
4. the preparation method of high stability color-less rosin pentaerythrite ester according to claim 1 is characterized in that the per-cent that discoloring agent accounts for the resin quality is 0.2～0.5%.
5. the preparation method of high stability color-less rosin pentaerythrite ester according to claim 1 is characterized in that the per-cent that oxidation inhibitor accounts for the resin quality is 0.02～0.05%.
6. the preparation method of high stability color-less rosin pentaerythrite ester according to claim 1 is characterized in that the per-cent that catalyzer accounts for the resin quality is 0.2～0.4%.
7. the preparation method of high stability color-less rosin pentaerythrite ester according to claim 1 is characterized in that the per-cent that thermo-stabilizer accounts for the resin quality is 0.2～0.4%.
8. the preparation method of high stability color-less rosin pentaerythrite ester according to claim 1 is characterized in that the per-cent that photostabilizer accounts for the resin quality is 0.2～0.4%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005100950927A CN100358959C (en) | 2005-10-28 | 2005-10-28 | High stability color-less rosin pentaerythrite ester and its prepn |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005100950927A CN100358959C (en) | 2005-10-28 | 2005-10-28 | High stability color-less rosin pentaerythrite ester and its prepn |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1772829A CN1772829A (en) | 2006-05-17 |
| CN100358959C true CN100358959C (en) | 2008-01-02 |
Family
ID=36759976
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2005100950927A Expired - Fee Related CN100358959C (en) | 2005-10-28 | 2005-10-28 | High stability color-less rosin pentaerythrite ester and its prepn |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100358959C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013083565A1 (en) * | 2011-12-05 | 2013-06-13 | Arizona Chemical Company, Llc | Uv-protecting rosin |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102337078B (en) * | 2011-07-07 | 2013-10-16 | 景东力奥林产集团林业化工有限公司 | Production process for rosin resin |
| CN102408833B (en) * | 2011-07-25 | 2014-04-02 | 广西北流市兆周林产有限公司 | Preparation method of colorless pentalyn |
| CN102911600B (en) * | 2012-10-30 | 2015-10-28 | 广西梧州龙鱼漆业有限公司 | modified rosin resin |
| CN102964577A (en) * | 2012-11-30 | 2013-03-13 | 浙江鑫松树脂有限公司 | High-temperature-resistant rosin modified resin and production method thereof |
| CN102993981B (en) * | 2012-11-30 | 2014-05-28 | 浙江鑫松树脂有限公司 | Colorless rosin modified resin and production method thereof |
| 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 |
| CN102965024B (en) * | 2012-12-18 | 2014-05-14 | 普洱科茂林化有限公司 | Rosin viscosified resin as well as preparation method and application thereof |
| US9926473B2 (en) * | 2014-03-25 | 2018-03-27 | 3M Innovative Properties Company | Flame retardant, pressure-sensitive adhesive, and curable composition |
| CN104059600A (en) * | 2014-06-29 | 2014-09-24 | 陈昆 | Modified rosin resin dispersoid and preparation method thereof |
| CN105802500A (en) * | 2016-04-15 | 2016-07-27 | 梧州市飞卓林产品实业有限公司 | Method for producing rosin glycerin ester |
| CN105778765A (en) * | 2016-04-15 | 2016-07-20 | 梧州市飞卓林产品实业有限公司 | Method for producing pentalyn |
| CN105860851A (en) * | 2016-04-15 | 2016-08-17 | 梧州市飞卓林产品实业有限公司 | Preparing method for rosin pentaerythritol |
| CN106047179A (en) * | 2016-06-29 | 2016-10-26 | 潘宇 | Preparation method of pentalyn with high softening point |
| WO2019006431A1 (en) | 2017-06-30 | 2019-01-03 | Kraton Polymers Llc | Light color rosin ester compositions and methods of making same |
| CN107573851A (en) * | 2017-09-18 | 2018-01-12 | 广西众昌树脂有限公司 | The processing method of abalyn |
| US11034858B2 (en) * | 2018-12-21 | 2021-06-15 | Kraton Polymers Llc | Light-colored rosin and rosin ester compositions |
| CN111393996B (en) * | 2020-04-21 | 2022-02-15 | 广东科茂林产化工股份有限公司 | Polymerized rosin mixed ester and preparation method and application thereof |
| CN112322189A (en) * | 2020-11-19 | 2021-02-05 | 广西壮族自治区林业科学研究院 | Water-white heat-stable rosin resin and preparation method thereof |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0257622A1 (en) * | 1986-08-29 | 1988-03-02 | Union Camp Corporation | Method of preparing rosin esters |
| EP0270773A1 (en) * | 1986-11-14 | 1988-06-15 | Union Camp Corporation | Method of preparing rosin esters of improved thermal stability |
| US5395920A (en) * | 1991-12-21 | 1995-03-07 | Arakawa Kagaku Kogyp Kabushiki Kaisha | Process for preparing rosin and colorless rosin comprising disproportionation and dehydrogenation |
| JPH08209070A (en) * | 1995-02-08 | 1996-08-13 | Harima Chem Inc | Production of pale colored tall oil rosin ester |
| JPH09143430A (en) * | 1995-11-21 | 1997-06-03 | Arakawa Chem Ind Co Ltd | Production of colorless rosin ester |
| WO2000006657A2 (en) * | 1998-07-27 | 2000-02-10 | International Paper Company | Light-colored rosin esters and adhesive compositions |
-
2005
- 2005-10-28 CN CNB2005100950927A patent/CN100358959C/en not_active Expired - Fee Related
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0257622A1 (en) * | 1986-08-29 | 1988-03-02 | Union Camp Corporation | Method of preparing rosin esters |
| EP0270773A1 (en) * | 1986-11-14 | 1988-06-15 | Union Camp Corporation | Method of preparing rosin esters of improved thermal stability |
| US5395920A (en) * | 1991-12-21 | 1995-03-07 | Arakawa Kagaku Kogyp Kabushiki Kaisha | Process for preparing rosin and colorless rosin comprising disproportionation and dehydrogenation |
| JPH08209070A (en) * | 1995-02-08 | 1996-08-13 | Harima Chem Inc | Production of pale colored tall oil rosin ester |
| JPH09143430A (en) * | 1995-11-21 | 1997-06-03 | Arakawa Chem Ind Co Ltd | Production of colorless rosin ester |
| WO2000006657A2 (en) * | 1998-07-27 | 2000-02-10 | International Paper Company | Light-colored rosin esters and adhesive compositions |
| CN1514861A (en) * | 1998-07-27 | 2004-07-21 | ������ֽҵ��˾ | Light-colored rosin esters and adhesive compositions |
Non-Patent Citations (3)
| Title |
|---|
| 抗氧剂在松香加工中的应用进展. 高宏.西北林学院学报，第20卷第1期. 2005 * |
| 浅色剂PS-10用于松香浅色化的研究. 高宏.南京林业大学学报（自然科学版），第29卷第4期. 2005 * |
| 用次磷酸有机酯催化剂制备热熔稳定的松香酯的方法. 唐元达.生物质化学工程，第5期. 1989 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013083565A1 (en) * | 2011-12-05 | 2013-06-13 | Arizona Chemical Company, Llc | Uv-protecting rosin |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1772829A (en) | 2006-05-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN100358959C (en) | High stability color-less rosin pentaerythrite ester and its prepn | |
| EP0572680B1 (en) | Process for producing rosin ester and colorless rosin | |
| CN103627325B (en) | Preparation method of light-colored low-odor tall oil rosin ester | |
| US4548746A (en) | Rosin pentaerythritol ester preparation improvement | |
| CN103627326B (en) | A kind of preparation method of rosin ester | |
| KR101965267B1 (en) | Polyurethane resin composition for electrical insulation | |
| CN102002321B (en) | Method for preparing colorless hydrogenated rosin ester resin | |
| US4725384A (en) | Method for rosin esterification in the presence of phosphinic acid and phenol sulfide and subsequent neutralization with a magnesium salt | |
| US9056964B2 (en) | Preparation of antiplasticizers for thermoplastic polyesters | |
| CA1274822A (en) | Method of improving the color of tall oil rosin ester | |
| KR100418170B1 (en) | Thermoplastic polyester continuous production process | |
| WO2019174360A1 (en) | Antioxidant 1076 synthesizing process | |
| NO874731L (en) | PROCEDURE FOR THE PREPARATION OF COLOPHONY ESTERS. | |
| CN106905854B (en) | Preparation method of rosin pentaerythritol ester | |
| US3238164A (en) | Tall oil pitch-c1-c18 monohydric alcohol compositions and use thereof in rubber | |
| JPS648025B2 (en) | ||
| JP3371985B2 (en) | Method for producing colorless rosin ester | |
| JP3371972B2 (en) | Rosin ester production method | |
| CN101993529A (en) | Quencher for quenching active impurities in polyester polyol and application thereof | |
| CN115724740B (en) | Treatment method of low-odor tetra [ beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid ] pentaerythritol ester | |
| CN111499925B (en) | Plasticizer compound, preparation method and PVC composite material containing plasticizer compound | |
| CN115043875B (en) | Bisphosphite antioxidant and preparation method thereof | |
| CA1188710A (en) | Phenolic antioxidants | |
| CN112898554A (en) | Preparation method and application of ricinoleic acid polyoxypropylene ether | |
| CN116514654A (en) | Method for preparing antioxidant |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| EE01 | Entry into force of recordation of patent licensing contract |
Assignee: Hunan Kemao Forest Chemical Co., Ltd. Assignor: Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry Contract record no.: 2010990000453 Denomination of invention: High stability color-less rosin pentaerythrite ester and its prepn Granted publication date: 20080102 License type: Exclusive License Open date: 20060517 Record date: 20100629 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20080102 Termination date: 20151028 |
|
| EXPY | Termination of patent right or utility model |