CN105669944B - A kind of preparation method of abietyl MDI Type Polyurethane Prepolymers - Google Patents
A kind of preparation method of abietyl MDI Type Polyurethane Prepolymers Download PDFInfo
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- CN105669944B CN105669944B CN201610138981.5A CN201610138981A CN105669944B CN 105669944 B CN105669944 B CN 105669944B CN 201610138981 A CN201610138981 A CN 201610138981A CN 105669944 B CN105669944 B CN 105669944B
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- rosin
- mass parts
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- acrylic acid
- abietyl
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- 229920001730 Moisture cure polyurethane Polymers 0.000 title claims abstract description 16
- 238000002360 preparation method Methods 0.000 title claims abstract description 5
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims abstract description 38
- 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 claims abstract description 38
- 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 claims abstract description 38
- 238000006243 chemical reaction Methods 0.000 claims abstract description 28
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229920005862 polyol Polymers 0.000 claims abstract description 15
- 150000003077 polyols Chemical class 0.000 claims abstract description 15
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 54
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 5
- DDKIXUQHRSUCMN-UHFFFAOYSA-N n-butylbutan-1-amine;propan-2-one Chemical compound CC(C)=O.CCCCNCCCC DDKIXUQHRSUCMN-UHFFFAOYSA-N 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 238000010992 reflux Methods 0.000 claims description 5
- 238000010792 warming Methods 0.000 claims description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- APWQGZRMFPWDFZ-UHFFFAOYSA-N 3-phenylprop-2-enoic acid;tin Chemical compound [Sn].OC(=O)C=CC1=CC=CC=C1 APWQGZRMFPWDFZ-UHFFFAOYSA-N 0.000 claims 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 claims 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 abstract description 15
- 229920002635 polyurethane Polymers 0.000 abstract description 7
- 239000004814 polyurethane Substances 0.000 abstract description 7
- 239000000126 substance Substances 0.000 abstract description 7
- 239000002994 raw material Substances 0.000 abstract description 4
- 238000007259 addition reaction Methods 0.000 abstract description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 2
- 229920003023 plastic Polymers 0.000 abstract description 2
- 239000004033 plastic Substances 0.000 abstract description 2
- 238000009941 weaving Methods 0.000 abstract description 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 4
- 238000007599 discharging Methods 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229920005906 polyester polyol Polymers 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- ZXKRIJGDFSRPOK-UHFFFAOYSA-L butyltin(3+) dodecanoate tin(4+) Chemical compound C(CCCCCCCCCCC)(=O)[O-].C(CCCCCCCCCCC)(=O)[O-].C(CCC)[Sn+3].[Sn+4] ZXKRIJGDFSRPOK-UHFFFAOYSA-L 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- -1 diphenylmethane diisocyanates Ester Chemical class 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000011265 semifinished product Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/6705—Unsaturated polymers not provided for in the groups C08G18/671, C08G18/6795, C08G18/68 or C08G18/69
-
- 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)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
A kind of preparation method of abietyl MDI Type Polyurethane Prepolymers of disclosure of the invention.Addition reaction is carried out first with the double bond and acrylic acid of rosin, obtain acrylic acid rosin of the band there are two carboxyl, recycle acrylic acid rosin that Rosin-based Polyol is obtained by the reaction with glycidyl methacrylate, then with Rosin-based Polyol and '-diphenylmethane diisocyanate（MDI）Chemical reaction occurs and obtains abietyl MDI Type Polyurethane Prepolymers.Rosin raw material of the present invention is cheap and easy to get, building-up process is simple and convenient, is conducive to deep development and the utilization of rosin based polyurethanes, and utilize '-diphenylmethane diisocyanate（MDI）The polyurethane of synthesis has the intensity of plastics and excellent processing performance, is expected to be widely used in fields such as chemical industry, oil, weaving, traffic, automobile, medical treatment.
Description
Technical field
The present invention relates to a kind of preparation methods of abietyl MDI Type Polyurethane Prepolymers.
Background technology
Base polyurethane prepolymer for use as is that polyisocyanates and polyalcohol react reactable semi-finished product obtained by a certain percentage, in advance
Aggressiveness reacts obtained polyurethane with expanding even brake, crosslinking agent again.Base polyurethane prepolymer for use as is commonly divided into：Terminal isocyanate group pre-polymerization
Body, terminal hydroxy group performed polymer, performed polymer containing blocking groups etc., the most commonly used is end-NCO polyurethane prepolymers.It is pre- to prepare end NCO bases
The common polyalcohol of aggressiveness has two major class of polyester polyol and polyether polyol.Rosin is a kind of abundant natural reproducible forest products
Resource, double bond and carboxylic acid group in rosin molecular structure can be made into a kind of novel polyols by modification, can be part or all of
Replace polyester polyol or polyether polyol.The present invention is using natural reproducible resource rosin as raw material, first with rosin and third
Olefin(e) acid carries out addition reaction, obtains addition product acrylic acid rosin of the band there are two carboxyl（RA）, contracted using RA and methacrylic acid
Water glyceride（GMA）Esterification is carried out, obtains a kind of new rosin polylol（RAG）, RAG and diphenylmethane diisocyanates
Ester（MDI it) reacts and abietyl MDI base polyurethane prepolymer for use as is made.Since the tricyclic phenanthrene skeleton structure of rosin has stronger rigidity,
MDI possesses symmetrical structure, enhances the crystallinity between polyurethane high molecule chain, and the hardness of polyurethane material, modulus, tear are strong
The physical mechanical properties such as degree improve.There is the intensity of plastics and excellent processing performance with polyurethane prepared by MDI, especially exist
Heat-insulated, sound insulation, wear-resisting, oil resistant, elasticity etc. have the advantages that other synthetic materials are incomparable, in chemical industry, oil, spinning
Knit, traffic, automobile, the fields such as medical treatment are widely used, become economic development and the indispensable emerging material of people's lives
Material.
Invention content
The object of the present invention is to provide one kind abietyl MDI type polyurethanes are prepared by raw material of natural reproducible resource rosin
The method of performed polymer.
The specific steps are：
（1）100.0 mass parts rosin are added in equipped with stirring rod, reflux condensing tube, thermometer, nitrogen protection device
In reaction kettle, in 400 rmin after heating fusing-1Under be stirred, after being heated to 230 DEG C, start that 28.6 mass are slowly added dropwise
The chemical pure acrylic acid of part, continues 1 hour, it is made after being added dropwise, and the reaction was continued at 230 DEG C 2 hours, treats that temperature is down to 200
DEG C discharging, obtain acrylic acid rosin addition product（RA）.
（2）The RA of 100.0 mass parts is dissolved in the analysis pure toluene of 176.0 mass parts in a kettle, is added in
76.0 mass parts mass percentage contents are 97% glycidyl methacrylate, 0.5 mass parts of catalyst analyzes pure three second
Amine is warming up to 120 DEG C, stops reaction when acid value reaches below 10mgKOH/g to get to Rosin-based Polyol（RAG）First
Benzole soln.
（3）By the Rosin-based Polyol of 100.0 mass parts（RAG）Toluene solution be added in reaction kettle, add in 5.0~
20.0 mass parts mass percentage contents are 98% '-diphenylmethane diisocyanate（) and 0~0.5 mass parts of catalyst MDI
Pure dibutyl tin dilaurate is learned, stirring is allowed to uniformly mixed in 15 minutes, is reacted at being 30~70 DEG C in reaction temperature,
Sampled every 0.5 hour and with acetone-di-n-butylamine method measure its-NCO content ,-NCO to be measured mass percentage contents are steady
Timing stops reaction, obtains the toluene solution of the abietyl base polyurethane prepolymer for use as of rufous.
The most significant feature of the present invention be using natural reproducible resource rosin as raw material, by with a series of objects such as acrylic acid
Matter is reacted, and finally obtained abietyl MDI Type Polyurethane Prepolymers, assign the wider purposes of rosin, and gained abietyl gathers
Urethane performed polymer is expected to obtain good application in fields such as chemical industry, oil, weaving, traffic, automobile, medical treatment.
Specific embodiment
Embodiment 1：
（1）100.0 mass parts rosin are added in equipped with stirring rod, reflux condensing tube, thermometer, nitrogen protection device
In reaction kettle, in 400 rmin after heating fusing-1Under be stirred, after being heated to 230 DEG C, start that 28.6 mass are slowly added dropwise
The chemical pure acrylic acid of part, continues 1 hour, it is made after being added dropwise, and the reaction was continued at 230 DEG C 2 hours, treats that temperature is down to 200
DEG C discharging, obtain acrylic acid rosin addition product（RA）.
（2）The RA of 100.0 mass parts is dissolved in the analysis pure toluene of 176.0 mass parts in a kettle, is added in
Glycidyl methacrylate, 0.5 mass parts of catalyst analysis pure three second of the 76.0 mass parts mass percentage contents for 97%
Amine, is warming up to 120 DEG C, reacts 4 hours, and it is 2mgKOH/g to get to Rosin-based Polyol to survey acid value（RAG）Toluene solution.
（3）By the Rosin-based Polyol of 100.0 mass parts（RAG）Toluene solution be added in reaction kettle, add in 18.8
Mass parts mass percentage content is 98% '-diphenylmethane diisocyanate（MDI) and 0.21 mass parts of catalyst chemistry pure two
Butyl tin dilaurate tin, stirring are allowed to uniformly mixed in 15 minutes, are reacted at being 30 DEG C in reaction temperature, every 0.5 hour
Sample and with acetone-di-n-butylamine method measure its-NCO content, stop when-NCO the mass percentage contents that measuring are stablized anti-
Should, the toluene solution of the abietyl base polyurethane prepolymer for use as of rufous is obtained ,-NCO mass percentage contents are 0.47%.
Embodiment 2：
（1）100.0 mass parts rosin are added in equipped with stirring rod, reflux condensing tube, thermometer, nitrogen protection device
In reaction kettle, in 400 rmin after heating fusing-1Under be stirred, after being heated to 230 DEG C, start that 28.6 mass are slowly added dropwise
The chemical pure acrylic acid of part, continues 1 hour, it is made after being added dropwise, and the reaction was continued at 230 DEG C 2 hours, treats that temperature is down to 200
DEG C discharging, obtain acrylic acid rosin addition product（RA）.
（2）The RA of 100.0 mass parts is dissolved in the analysis pure toluene of 176.0 mass parts in a kettle, is added in
Glycidyl methacrylate, 0.5 mass parts of catalyst analysis pure three second of the 76.0 mass parts mass percentage contents for 97%
Amine, is warming up to 120 DEG C, reacts 4 hours, and it is 2mgKOH/g to get to Rosin-based Polyol to survey acid value（RAG）Toluene solution.
（3）By the Rosin-based Polyol of 100.0 mass parts（RAG）Toluene solution be added in reaction kettle, add in 18.8
Mass parts mass percentage content is 98% '-diphenylmethane diisocyanate（MDI), stir 15 minutes and be allowed to uniformly mixed,
Reaction temperature be 40 DEG C at reacted, every 0.5 hour sample and with acetone-di-n-butylamine method measure its-NCO content, treat
Stop reaction when the-NCO mass percentage contents measured are stablized, the toluene for obtaining the abietyl base polyurethane prepolymer for use as of rufous is molten
Liquid ,-NCO mass percentage contents are 0.36%.
Embodiment 3：
（1）100.0 mass parts rosin are added in equipped with stirring rod, reflux condensing tube, thermometer, nitrogen protection device
In reaction kettle, in 400 rmin after heating fusing-1Under be stirred, after being heated to 230 DEG C, start that 28.6 mass are slowly added dropwise
The chemical pure acrylic acid of part, continues 1 hour, it is made after being added dropwise, and the reaction was continued at 230 DEG C 2 hours, treats that temperature is down to 200
DEG C discharging, obtain acrylic acid rosin addition product（RA）.
（2）The RA of 100.0 mass parts is dissolved in the analysis pure toluene of 176.0 mass parts in a kettle, is added in
Glycidyl methacrylate, 0.5 mass parts of catalyst analysis pure three second of the 76.0 mass parts mass percentage contents for 97%
Amine, is warming up to 120 DEG C, reacts 4 hours, and it is 2mgKOH/g to get to Rosin-based Polyol to survey acid value（RAG）Toluene solution.
（3）By the Rosin-based Polyol of 100.0 mass parts（RAG）Toluene solution be added in reaction kettle, add in 18.8
Mass parts mass percentage content is 98% '-diphenylmethane diisocyanate（MDI), stir 15 minutes and be allowed to uniformly mixed,
Reaction temperature be 50 DEG C at reacted, every 0.5 hour sample and with acetone-di-n-butylamine method measure its-NCO content, treat
Stop reaction when the-NCO mass percentage contents measured are stablized, the toluene for obtaining the abietyl base polyurethane prepolymer for use as of rufous is molten
Liquid ,-NCO mass percentage contents are 0.
Claims (1)
1. a kind of preparation method of abietyl base polyurethane prepolymer for use as, it is characterised in that the specific steps are：
（1）100.0 mass parts rosin are added in the reaction equipped with stirring rod, reflux condensing tube, thermometer, nitrogen protection device
In kettle, in 400 rmin after heating fusing-1Under be stirred, after being heated to 230 DEG C, start that 28.6 mass parts are slowly added dropwise
Pure acrylic acid is learned, continues 1 hour, it is made after being added dropwise, and the reaction was continued at 230 DEG C 2 hours, treats that temperature is down to 200 DEG C and is gone out
Material, obtains acrylic acid rosin addition product；
（2）The acrylic acid rosin addition product of 100.0 mass parts is dissolved in the analysis pure toluene of 176.0 mass parts in a kettle
In, 76.0 mass parts mass percentage contents of addition are 97% glycidyl methacrylate, 0.5 mass parts of catalyst is analyzed
Pure triethylamine is warming up to 120 DEG C, stops reaction when acid value reaches below 10mgKOH/g to get to the first of Rosin-based Polyol
Benzole soln；
（3）The toluene solution of the Rosin-based Polyol of 100.0 mass parts is added in reaction kettle, adds in 5.0~20.0 mass
The '-diphenylmethane diisocyanate and the pure dibutyl tin of 0~0.5 mass parts of catalyst chemistry that part mass percentage content is 98%
Cinnamic acid tin, stirring are allowed to uniformly mixed in 15 minutes, are reacted at being 30~70 DEG C in reaction temperature, are sampled every 0.5 hour
And with acetone-di-n-butylamine method measure its-NCO content, stop reaction when the-NCO mass percentage contents that measure are stablized, obtain
To the toluene solution of the abietyl base polyurethane prepolymer for use as of rufous.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610138981.5A CN105669944B (en) | 2016-03-13 | 2016-03-13 | A kind of preparation method of abietyl MDI Type Polyurethane Prepolymers |
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| CN201610138981.5A CN105669944B (en) | 2016-03-13 | 2016-03-13 | A kind of preparation method of abietyl MDI Type Polyurethane Prepolymers |
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| Publication Number | Publication Date |
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| CN105669944A CN105669944A (en) | 2016-06-15 |
| CN105669944B true CN105669944B (en) | 2018-07-06 |
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|---|---|---|---|---|
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| CN101544744A (en) * | 2009-04-17 | 2009-09-30 | 中国科学院广州化学研究所 | Acrylic acid rosin and epoxy resin prepolymer and preparation method thereof |
| CN102659598A (en) * | 2012-05-23 | 2012-09-12 | 桂林理工大学 | Method for preparing ester compound by colophony and glycidyl methacrylate |
| CN102660193A (en) * | 2012-05-12 | 2012-09-12 | 桂林理工大学 | Preparation method of esterified material by utilizing polymerized rosin and methacrylic acid oxhydryl ester |
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| CN102993685A (en) * | 2012-11-23 | 2013-03-27 | 青岛文创科技有限公司 | Rosin-based waterborne polyurethane acrylate composite emulsion |
-
2016
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|---|---|---|---|---|
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| CN102660193A (en) * | 2012-05-12 | 2012-09-12 | 桂林理工大学 | Preparation method of esterified material by utilizing polymerized rosin and methacrylic acid oxhydryl ester |
| CN102659598A (en) * | 2012-05-23 | 2012-09-12 | 桂林理工大学 | Method for preparing ester compound by colophony and glycidyl methacrylate |
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| Title |
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