CN107057051A - High activity rigid foam polyether polyatomic alcohol and preparation method thereof - Google Patents
High activity rigid foam polyether polyatomic alcohol and preparation method thereof Download PDFInfo
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- CN107057051A CN107057051A CN201710050560.1A CN201710050560A CN107057051A CN 107057051 A CN107057051 A CN 107057051A CN 201710050560 A CN201710050560 A CN 201710050560A CN 107057051 A CN107057051 A CN 107057051A
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- high activity
- rigid foam
- polyatomic alcohol
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- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2618—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen
- C08G65/2621—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen containing amine groups
- C08G65/2624—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen containing amine groups containing aliphatic amine groups
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
- C08G18/5024—Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino groups
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
- C08G18/5054—Polyethers having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring
- C08G18/506—Polyethers having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring containing two nitrogen atoms in the ring
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2618—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen
- C08G65/2621—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen containing amine groups
- C08G65/263—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing nitrogen containing amine groups containing heterocyclic amine groups
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0025—Foam properties rigid
Abstract
The invention belongs to polyurethanes technology field, and in particular to a kind of high activity rigid foam polyether polyatomic alcohol and preparation method thereof.High activity rigid foam polyether polyatomic alcohol of the present invention, it is under self-catalysis or base catalyst effect, using triethylene diamine or triethanolamine as initiator, polymerisation is carried out with oxyalkylene, through demonomerization or addition nertralizer are neutralized, adsorbent is adsorbed, dry and obtain high activity rigid foam PPG.The present invention uses single amine initiator, and reactivity is high, and the cycle is shorter, and obtained PPG has the advantages that good fluidity, quick solidifying, intensity height, cohesive force are strong.Using its preparation combination material in use can rapid curing the demoulding, improve production efficiency, it is cost-effective.Preparation method of the present invention is simple and easy to apply, it is easy to accomplish.
Description
Technical field
The invention belongs to polyurethanes technology field, and in particular to a kind of high activity rigid foam polyether polyatomic alcohol and its preparation side
Method.
Background technology
As polyurethane cause is developed rapidly, polyethers has also obtained more passes as one primary raw material of polyurethane field
Note and research, conventional polyether is substantially all similar on the market at present, and added value is not high, and market competition is fiercer, at this
Under overall background, some be applied to some specific regions special polyethers are more promising and the market competitiveness.At present in poly- ammonia
In some products of ester, production efficiency improves to shorten open time in manufacturer, reduces manufacturing expense, many using high
The PPG of degree of functionality, high hydroxyl value, causes mobility to be deteriorated, and the discontented phenomenon of mould filling occurs, it is therefore desirable to increase
Shot, but so do and greatly improve cost.
In order to shorten open time, technical staff develops many extraordinary amines for polyurethane fast demoulding system and gathered
Ether.Chinese patent CN 101240062A disclose a kind of synthetic method of triethanolamine block polyether, but which employs epoxy third
Alkane, ethylene oxide block, the technique of KOH catalysis, preparation process are more complicated, and reaction time is long, and the manufacturing is costly, finally leads
Cause polyethers profit meagre.Chinese patent CN104961889A discloses a kind of using Neosorb, trimethylolpropane, three ethanol
Amine is compound initiator, and catalyst is made with trimethylamine aqueous solution and DMP-30 compound systems, and epoxy olefins polymerize, end capping reaction,
Fast demoulding hard polyurethane foam PPG is prepared for, although the technique is simple, without post processing, what synthesis was used urges
Agent is more complicated, and using ethylene oxide-capped, foaming properties can be produced with certain influence.
Initiator is done using single amine substance at present, synthesizes and gathers for the high activity rigid foam of polyurethane fast demoulding system
Ethoxylated polyhydric alcohol is also rarely reported.
The content of the invention
Synthesize and quickly taken off for polyurethane as initiator using single amine substance it is an object of the invention to provide one kind
The high activity rigid foam polyether polyatomic alcohol of die body system, have when being used in polyurethane system good fluidity, quick solidifying, intensity it is high,
The strong advantage of cohesive force；Present invention simultaneously provides its preparation method.
High activity rigid foam polyether polyatomic alcohol of the present invention, is under self-catalysis or base catalyst effect, with three second
Alkene diamines or triethanolamine are initiator, and polymerisation is carried out with oxyalkylene, neutralize, adsorb through demonomerization or addition nertralizer
Agent is adsorbed, and is dried and is obtained high activity rigid foam PPG.
Wherein：
Described oxyalkylene is one or both of oxirane, expoxy propane or epoxychloropropane arbitrary proportion
Mixture, initiator, the mass ratio of oxyalkylene are 0.2:1~0.7:1.
Described base catalyst is potassium hydroxide or sodium hydroxide, account for initiator and oxyalkylene gross mass 0.3~
0.5%.
Described nertralizer is phosphoric acid.
Described adsorbent is the mixture of magnesium silicate and alumina silicate, and the mass ratio of magnesium silicate and alumina silicate is 1:2~2:
1。
The preparation method of high activity rigid foam polyether polyatomic alcohol of the present invention, is carried out according to one below：
(1) under autocatalysis, high activity rigid foam polyether polyatomic alcohol preparation method is as follows：By triethylene diamine or three second
Hydramine initiator is added in reactor, is added after the completion of oxyalkylene progress polymerisation, polymerisation, demonomerization, drying is obtained
Obtain high activity rigid foam polyether polyatomic alcohol.
Comprise the following steps that：
(1) initiator is put into stainless steel cauldron；
(2) reactor carries out nitrogen displacement；
(3) add oxyalkylene and carry out polymerisation；
(4) polymerisation is completed, and high activity rigid foam polyether polyatomic alcohol is obtained after evacuated demonomerization, drying.
Wherein：
In step (2), nitrogen number of times is 6~8 times, and oxygen content is less than 100ppm in kettle after displacement.
In step (3), the addition temperature control of oxyalkylene is between 80~120 DEG C, and pressure is not higher than 0.4MPa.
In step (3), polymeric reaction temperature is 90~115 DEG C, polymerization pressure is 0.05~0.20MPa, and polymerization is anti-
After to pressure should no longer changing, continue to react 2 hours.
In step (4), vacuum degree control is between -0.09~0.1MPa, and drying temperature is 90~105 DEG C, drying time
For 1.5~2 hours.
(2) under base catalyst effect, high activity rigid foam polyether polyatomic alcohol preparation method is as follows：By triethylene diamine or
Triethanolamine initiator is added in reactor, adds base catalyst, is then added and is accounted for oxyalkylene gross mass 12~15%
Oxyalkylene carries out preliminary polymerization reaction, and preliminary polymerization reaction is completed, and is added remaining oxyalkylene and is carried out high temperature polymerization reaction,
After the completion of reaction, neutralized, absorption, dry, suction filtration obtain high activity rigid foam polyether polyatomic alcohol.
Comprise the following steps that：
(1) initiator and catalyst are put into stainless steel cauldron；
(2) reactor carries out nitrogen displacement；
(3) the oxyalkylene progress preliminary polymerization reaction for accounting for oxyalkylene gross mass 12~15% is added；
(4) preliminary polymerization reaction is completed, and is added remaining oxyalkylene and is carried out high temperature polymerization reaction；
(5) high temperature polymerization reaction is completed, and is added nertralizer, water and is neutralized, and adsorbent is added afterwards and is adsorbed, then
High activity rigid foam polyether polyatomic alcohol is obtained after dry, suction filtration.
Wherein：
In step (2), nitrogen number of times is 6~8 times, and oxygen content is less than 100ppm in kettle after displacement.
In step (3), the addition temperature control of oxyalkylene is between 80~90 DEG C, and pressure is not higher than 0.4MPa.
In step (3), preliminary polymerization reaction temperature is 80~90 DEG C, preliminary polymerization reaction pressure is 0.05~0.20MPa,
Preliminary polymerization is reacted to pressure no longer change after, continue react 1 hour.
In step (4), high temperature polymerization reaction temperature be 105~115 DEG C, high temperature polymerization reaction pressure be 0.05~
0.20MPa, high temperature polymerization is reacted to pressure no longer change after, continue react 2 hours.
In step (5), neutralization reaction temperature is 85~90 DEG C, and the neutralization reaction time is 1~1.5h.
In step (5), drying temperature is 100~105 DEG C, drying time is 1.5~2 hours.
Beneficial effects of the present invention are as follows：
The present invention uses single amine initiator, and reactivity is high, and the cycle is shorter, and obtained PPG has flowing
Property good, quick solidifying, the advantages of intensity is high, cohesive force is strong.In use being capable of rapid curing using the combination material of its preparation
The demoulding, improves production efficiency, cost-effective.Preparation method of the present invention is simple and easy to apply, it is easy to accomplish.
Embodiment
The present invention is described further with reference to embodiments.
Embodiment 1
In stainless steel cauldron, propylene glycol solution 224g of the mass fraction for 33% triethylene diamine is added, then
Carry out nitrogen displacement 6 times, oxygen content is less than after 100ppm in test kettle, and stirring connects 337g expoxy propane when being warming up to 100 DEG C
Continuous to add reactor, reaction temperature control is at 105-115 DEG C, and reaction pressure control is reacted to pressure not in 0.05-0.20MPa
After changing again, continue internal pressure reaction 2h, then carry out vacuumizing demonomerization drying under the conditions of 90 DEG C, vacuum -0.09MPa
2h, you can special type high activity rigid foam polyether polyatomic alcohol is made.
The PPG of synthesis has the following properties that index：
Outward appearance：Light yellow clear thick liquid
Hydroxyl value：400mgKOH/g
Viscosity (25 DEG C)：5025mpa·s
Expoxy propane is remained：28ppm
Embodiment 2
In stainless steel cauldron, triethanolamine solid 150g is added, nitrogen displacement is then carried out 6 times, oxygen in test kettle
Content is less than after 100ppm, and 271g expoxy propane is continuously added into reactor when stirring is warming up to 100 DEG C, and reaction temperature control exists
105-115 DEG C, reaction pressure control is in 0.05-0.20MPa, after reaction no longer changes to pressure, continues internal pressure reaction 2h, then
Carry out vacuumizing demonomerization drying 2h under the conditions of 90 DEG C, vacuum -0.09MPa, you can special type high activity rigid foam polyether is made
Polyalcohol.
The PPG of synthesis has the following properties that index：
Outward appearance：Light yellow clear thick liquid
Hydroxyl value：402mgKOH/g
Viscosity (25 DEG C)：3100mpa·s
Embodiment 3
In stainless steel cauldron, propylene glycol solution 336g of the mass fraction for 33% triethylene diamine, solid are added
KOH2.52g, then carries out nitrogen displacement 6 times, and oxygen content is less than after 100ppm in test kettle, stirs 64g when being warming up to 85 DEG C
Expoxy propane is added dropwise into reactor, and reaction temperature control is at 83-85 DEG C, and reaction pressure control is in 0.05-0.20MPa, and reaction is extremely
Pressure continues internal pressure reaction 1h after no longer changing, be then warming up to 110 DEG C and remaining 438g expoxy propane, reaction temperature is continuously added dropwise
Degree control is at 105-115 DEG C, and reaction pressure control is in 0.05-0.2MPa, and reaction continues internal pressure reaction after no longer changing to pressure
2h, then cools, and material is transferred in drying kettle, is warming up to 90 DEG C or so and carries out phosphorate acid and water progress neutralization washing, fills
Divide after stirring 1h, it is 1 to add 1.14g mass ratioes:1 magnesium silicate and alumina silicate, is adsorbed, and is continued to stir 1h, is then heated up
Dry, under the conditions of 105 DEG C of temperature, nitrogen bubble 2h, feeding is tested below moisture, moisture≤0.1%, stops drying, then
Suction filtration, you can special type high activity rigid foam polyether polyatomic alcohol is made.
The PPG of synthesis has the following properties that index：
Outward appearance：Light yellow clear thick liquid
Hydroxyl value：401mgKOH/g
Viscosity (25 DEG C)：5100mpa·s
Potassium ion：1.3ppm
Hard polyurethane foam performance test is prepared into as the PPG prepared by embodiment 1-3, at the same with routine
4110 polyether foam performance comparisons, comparing result is shown in Table 1.
The performance comparison of hard polyurethane foam prepared by table 1
| Performance | Embodiment 1 | Embodiment 2 | Embodiment 3 | 4110 systems |
| Hardening time | 2min15s | 2min17s | 2min13s | 3min50s |
As can be seen from Table 1, compared with conventional polyether, extraordinary high activity rigid foam polyether polyatomic alcohol solidification prepared by the present invention
Time substantially shortens, and so in the production of actual polyurethane product, open time can shorten, and improve production efficiency, economize on resources.
Claims (10)
1. a kind of high activity rigid foam polyether polyatomic alcohol, it is characterised in that：Under self-catalysis or base catalyst effect, with triethylene
Diamines or triethanolamine are initiator, and polymerisation is carried out with oxyalkylene, through demonomerization or the neutralization of addition nertralizer, adsorbent
Absorption, dries and obtains high activity rigid foam PPG.
2. high activity rigid foam polyether polyatomic alcohol according to claim 1, it is characterised in that：Described oxyalkylene is epoxy
The mixture of one or both of ethane, expoxy propane or epoxychloropropane arbitrary proportion, initiator, the quality of oxyalkylene
Than for 0.2:1~0.7:1.
3. high activity rigid foam polyether polyatomic alcohol according to claim 1, it is characterised in that：Described base catalyst is hydrogen
Potassium oxide or sodium hydroxide, account for the 0.3~0.5% of initiator and oxyalkylene gross mass.
4. high activity rigid foam polyether polyatomic alcohol according to claim 1, it is characterised in that：Described nertralizer is phosphoric acid.
5. high activity rigid foam polyether polyatomic alcohol according to claim 1, it is characterised in that：Described adsorbent is magnesium silicate
With the mixture of alumina silicate, the mass ratio of magnesium silicate and alumina silicate is 1:2~2:1.
6. a kind of preparation method of any described high activity rigid foam polyether polyatomic alcohols of claim 1-5, it is characterised in that：It is described
Autocatalysis under, high activity rigid foam polyether polyatomic alcohol preparation method is as follows：By triethylene diamine or triethanolamine initiator
Add in reactor, add after the completion of oxyalkylene progress polymerisation, polymerisation, demonomerization dries acquisition high activity hard
Steep PPG.
7. the preparation method of high activity rigid foam polyether polyatomic alcohol according to claim 6, it is characterised in that：Polymerisation temperature
Degree is 90~115 DEG C, polymerization pressure is 0.05~0.20MPa, after polymerisation no longer changes to pressure, continues to react 2
Hour.
8. a kind of preparation method of any described high activity rigid foam polyether polyatomic alcohols of claim 1-5, it is characterised in that：It is described
Base catalyst effect under, high activity rigid foam polyether polyatomic alcohol preparation method is as follows：Triethylene diamine or triethanolamine are risen
Beginning agent is added in reactor, adds base catalyst, is then added and is accounted for the oxyalkylene of oxyalkylene gross mass 12~15% and enter
Row preliminary polymerization is reacted, and preliminary polymerization reaction is completed, and is added remaining oxyalkylene and is carried out high temperature polymerization reaction, reaction is completed
Afterwards, neutralized, absorption, dry, suction filtration obtain high activity rigid foam polyether polyatomic alcohol.
9. the preparation method of high activity rigid foam polyether polyatomic alcohol according to claim 8, it is characterised in that：Preliminary polymerization is anti-
To answer temperature be 80~90 DEG C, preliminary polymerization reaction pressure is 0.05~0.20MPa, and preliminary polymerization, which is reacted to pressure, no longer to be changed
Afterwards, continue to react 1 hour；High temperature polymerization reaction temperature be 105~115 DEG C, high temperature polymerization reaction pressure be 0.05~
0.20MPa, high temperature polymerization is reacted to pressure no longer change after, continue react 2 hours.
10. the preparation method of high activity rigid foam polyether polyatomic alcohol according to claim 8, it is characterised in that：Neutralization reaction
Temperature is 85~90 DEG C, and the neutralization reaction time is 1~1.5h.
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| CN201710050560.1A CN107057051A (en) | 2017-01-23 | 2017-01-23 | High activity rigid foam polyether polyatomic alcohol and preparation method thereof |
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| CN201710050560.1A CN107057051A (en) | 2017-01-23 | 2017-01-23 | High activity rigid foam polyether polyatomic alcohol and preparation method thereof |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109206607A (en) * | 2018-08-20 | 2019-01-15 | 浙江皇马新材料科技有限公司 | A kind of synthetic method and its application of organic amine polyethers |
| CN109232876A (en) * | 2018-08-20 | 2019-01-18 | 浙江皇马新材料科技有限公司 | A kind of preparation method of ethylol amine polyethers |
| CN113651951A (en) * | 2021-09-03 | 2021-11-16 | 山东一诺威新材料有限公司 | Autocatalytic polyether polyol for sponge and preparation method thereof |
| WO2024050653A1 (en) * | 2022-09-05 | 2024-03-14 | 万华化学集团股份有限公司 | Composition and adhesive combined material thereof, and formaldehyde-free artificial board and preparation method therefor |
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| CN1835982A (en) * | 2003-08-12 | 2006-09-20 | 巴斯福股份公司 | Method for producing polyether alcohols |
| CN101054436A (en) * | 2006-04-11 | 2007-10-17 | 江阴友邦化工有限公司 | Method for producing polyether polyhydric alcohol with catalytic activity |
| CN101240062A (en) * | 2007-12-21 | 2008-08-13 | 王伟松 | Synthetic method for triethanolamine block polyether |
| CN102875794A (en) * | 2012-10-16 | 2013-01-16 | 山东蓝星东大化工有限责任公司 | Hard bubble polyether polyol and preparation method thereof |
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2017
- 2017-01-23 CN CN201710050560.1A patent/CN107057051A/en active Pending
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| CN1835982A (en) * | 2003-08-12 | 2006-09-20 | 巴斯福股份公司 | Method for producing polyether alcohols |
| CN101054436A (en) * | 2006-04-11 | 2007-10-17 | 江阴友邦化工有限公司 | Method for producing polyether polyhydric alcohol with catalytic activity |
| CN101240062A (en) * | 2007-12-21 | 2008-08-13 | 王伟松 | Synthetic method for triethanolamine block polyether |
| CN102875794A (en) * | 2012-10-16 | 2013-01-16 | 山东蓝星东大化工有限责任公司 | Hard bubble polyether polyol and preparation method thereof |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109206607A (en) * | 2018-08-20 | 2019-01-15 | 浙江皇马新材料科技有限公司 | A kind of synthetic method and its application of organic amine polyethers |
| CN109232876A (en) * | 2018-08-20 | 2019-01-18 | 浙江皇马新材料科技有限公司 | A kind of preparation method of ethylol amine polyethers |
| CN113651951A (en) * | 2021-09-03 | 2021-11-16 | 山东一诺威新材料有限公司 | Autocatalytic polyether polyol for sponge and preparation method thereof |
| CN113651951B (en) * | 2021-09-03 | 2023-11-10 | 山东一诺威新材料有限公司 | Autocatalytic polyether polyol for sponge and preparation method thereof |
| WO2024050653A1 (en) * | 2022-09-05 | 2024-03-14 | 万华化学集团股份有限公司 | Composition and adhesive combined material thereof, and formaldehyde-free artificial board and preparation method therefor |
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Address after: Linzi District of Shandong Province Jin Shan Zhen Feng Guan Lu 255400 Zibo City No. 58 Applicant after: SHANDONG INOV NEW MATERIAL CO., LTD. Address before: 255400 Shandong Province, Zibo city Linzi District South East Nanshan Road West five by ethylene Applicant before: SHANDONG INOV NEW MATERIAL CO., LTD. |
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| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20170818 |