CN108276789A - The preparation method of selfreparing heat-curable urethane pitch - Google Patents
The preparation method of selfreparing heat-curable urethane pitch Download PDFInfo
- Publication number
- CN108276789A CN108276789A CN201810131557.7A CN201810131557A CN108276789A CN 108276789 A CN108276789 A CN 108276789A CN 201810131557 A CN201810131557 A CN 201810131557A CN 108276789 A CN108276789 A CN 108276789A
- Authority
- CN
- China
- Prior art keywords
- pitch
- selfreparing
- heat
- curable urethane
- preparation
- 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.)
- Granted
Links
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 title claims abstract description 24
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- 125000002462 isocyano group Chemical group *[N+]#[C-] 0.000 claims abstract description 8
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000002156 mixing Methods 0.000 claims abstract description 6
- 238000003756 stirring Methods 0.000 claims abstract description 6
- 150000002989 phenols Chemical class 0.000 claims abstract description 5
- 239000011295 pitch Substances 0.000 claims description 37
- 239000010426 asphalt Substances 0.000 claims description 23
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
- 235000013824 polyphenols Nutrition 0.000 claims description 9
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 5
- DXRKLUVKXMAMOV-UHFFFAOYSA-N 3-heptadecylcatechol Chemical compound CCCCCCCCCCCCCCCCCC1=CC=CC(O)=C1O DXRKLUVKXMAMOV-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical group CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 235000010388 propyl gallate Nutrition 0.000 claims description 4
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 3
- -1 polyphenol compound Chemical class 0.000 claims description 3
- 229920000053 polysorbate 80 Polymers 0.000 claims description 3
- 229940075579 propyl gallate Drugs 0.000 claims description 3
- 239000000473 propyl gallate Substances 0.000 claims description 3
- 238000007711 solidification Methods 0.000 claims description 3
- 230000008023 solidification Effects 0.000 claims description 3
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 2
- OWIKHYCFFJSOEH-UHFFFAOYSA-N Isocyanic acid Chemical compound N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- XLJMAIOERFSOGZ-UHFFFAOYSA-N anhydrous cyanic acid Natural products OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 claims description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims description 2
- 239000011294 coal tar pitch Substances 0.000 claims description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 150000008442 polyphenolic compounds Chemical class 0.000 claims 2
- 229920001187 thermosetting polymer Polymers 0.000 abstract description 15
- 239000000463 material Substances 0.000 abstract description 11
- 238000012423 maintenance Methods 0.000 abstract description 3
- 150000005846 sugar alcohols Polymers 0.000 abstract description 3
- 230000001771 impaired effect Effects 0.000 abstract description 2
- 238000012958 reprocessing Methods 0.000 abstract description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 5
- 239000003822 epoxy resin Substances 0.000 description 4
- 229920000647 polyepoxide Polymers 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229920005749 polyurethane resin Polymers 0.000 description 2
- UHGGERUQGSJHKR-VCDGYCQFSA-N (2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol;octadecanoic acid Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CCCCCCCCCCCCCCCCCC(O)=O UHGGERUQGSJHKR-VCDGYCQFSA-N 0.000 description 1
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- LUZSPGQEISANPO-UHFFFAOYSA-N butyltin Chemical compound CCCC[Sn] LUZSPGQEISANPO-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- PYBNTRWJKQJDRE-UHFFFAOYSA-L dodecanoate;tin(2+) Chemical class [Sn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O PYBNTRWJKQJDRE-UHFFFAOYSA-L 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 230000013011 mating Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 238000003032 molecular docking Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000002910 solid waste Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L95/00—Compositions of bituminous materials, e.g. asphalt, tar, pitch
-
- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3215—Polyhydroxy compounds containing aromatic groups or benzoquinone 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/34—Carboxylic acids; Esters thereof with monohydroxyl compounds
Abstract
The preparation method of selfreparing heat-curable urethane pitch, it is characterised in that：Polyhydric phenols, the compound containing multiple isocyanos, compatilizer, catalyst and pitch is uniform in 25 120 DEG C of blending and stirrings, cure 12 16 hours at 80 160 DEG C and obtains selfreparing heat-curable urethane pitch.The present invention substitutes polyalcohol using the compound of phenolic hydroxy group, synthesizes heat-curable urethane pitch, and this novel hot setting pitch can restore to the original state in a certain temperature conditions after impaired, has the function of selfreparing reprocessing.It is expected to solve the problems, such as that thermoset pitch material is not easily recycled and safeguards, and a large amount of resource and maintenance cost can be saved.
Description
Technical field
It can oneself with the preparation method of the polyurethane resin pitch of selfreparing more particularly to one kind the present invention relates to a kind of
The preparation method of the thermosetting polyurethane resin pitch of reparation.
Background technology
Asphalt is a kind of petrochemical industry by-product, cheap, is mainly used for road pavement field.However either
, along with intermolecular cohesive energy is small, all there is temperature height since molecular weight is not high enough in the pitch of high needle penetration or low needle penetration
It can melt, the big problem easy to crack of the low possible brittleness of temperature.If be not modified to pitch, it is directly used in road pavement, is spread
The road installed is possible to melt trickling under summer high-temperature, under winter low temperature, and the cracking that can become fragile, cause road quality poor
It needs constantly to repair, seriously affects traffic convenience.Currently, in order to solve this problem, it will be thermoplastic petroleum asphalt modified,
Research as thermoset pitch material is many, and most is exactly thermosetting epoxy asphalt.Thermosetting epoxy asphalt is
Epoxy resin, curing agent and compatilizer and asphalt are mixed, by the effect of compatilizer, allow epoxy resin/
The continuous phase that curing agent is formed wraps the dispersed phase of asphalt formation, the thermosetting property net formed after such epoxy resin cure
Network structure just wraps up asphalt and be fixed up, and apparently embodies the performance of thermoset pitch, common to overcome
The shortcomings that asphalt high-temperature melts, low-temperature embrittleness.This thermoset pitch not re-melting, mechanical property, which has, to be greatly improved, performance
Go out good elasticity and cryogenic property, substantially increases the quality for road of mating formation.Polyurethane asphalt is also widely used.It will be polynary
Alcohol, isocyanates and pitch are blended under the action of compatilizer, can obtain heat-curable urethane pitch, the elasticity of this pitch
Excellent, good waterproof performance can be used for building water-proof paint.However, good material again, remaining on can damage.Thermoset epoxy drips
The road surface that green material and polyurethane asphalt material are mated formation meet with a street accident, high load capacity vehicle rolls, natural aging or
Extreme climate etc. needs to be rooted out after damage, since thermoset pitch intensity is high, roots out more difficult.Moreover, because
The carbamate groups that the irreversible and isocyanates and polyalcohol of epoxy resin and curing reaction are formed are all relatively more steady
Fixed, paving waste material after rooting out, can not be high again due to being heat cured and common petroleum asphalt material has very big difference
Temperature fusing reshaping can only regard building waste and abandon, will produce a large amount of extremely intractable solid waste, while also waste is big
Measure resource.This is just that pavement maintenance brings very big difficulty.
Invention content
The technical issues of solution：The present invention cannot repair for thermosetting resin pitch and the problem of recycling, carry
A kind of preparation method of selfreparing heat-curable urethane pitch is supplied, pitch both saves thermoset pitch made from this method
Mechanical property, and the characteristics of impart thermoset pitch selfreparing, save vast resources and cost.
Technical solution：The preparation method of selfreparing heat-curable urethane pitch, by polyhydric phenols, containing multiple different
Compound, compatilizer, catalyst and the pitch of cyanate radical are uniform in 25-120 DEG C of blending and stirring, wherein phenolic hydroxyl group and isocyanic acid
The molar ratio of root is (0.8~1.5):1, compatilizer accounts for the 5% of mixture gross mass, and catalyst accounts for mixture gross mass
0.5%, the mass ratio of polyphenol compound and gross mass and pitch containing multiple isocyano compounds is 1:1, in 80-
160 DEG C of solidifications obtain selfreparing heat-curable urethane pitch in 12-16 hours.
Above-mentioned polyhydric phenols are compound of at least two phenolic hydroxyl group on the same phenyl ring, or with lower structure：
Wherein R be arbitrary carbochain, n=1,2,3,4.
Above-mentioned polyhydric phenols are propylgallate, laccol or benzenediol.
The above-mentioned compound containing multiple isocyanos, general formula of molecular structure are with lower structure：
Wherein R ' be arbitrary carbochain, n=1,2,3,4.
The above-mentioned compound containing multiple isocyanos is PolyTHF dihydric alcohol performed polymer or toluene di-isocyanate(TDI).
Above-mentioned compatilizer is Tween 80 or Sorbitan acid stearate.
Above-mentioned catalyst is dibutyl tin laurate.
Above-mentioned pitch is asphalt or coal tar pitch.
Above-mentioned selfreparing is to cause thermosetting property based on the reversible reaction mechanism between phenolic hydroxyl group and isocyano
The covalent bond of polyurethane recombinates, to realize the selfreparing of heat-curable urethane：
Advantageous effect：The present invention substitutes polyalcohol using the compound of phenolic hydroxy group, synthesizes heat-curable urethane pitch, this
Kind novel hot setting pitch can restore to the original state in a certain temperature conditions after impaired, have the function of selfreparing reprocessing.It can
Prestige solves the problems, such as that thermoset pitch material is not easily recycled and safeguards, and can save a large amount of resource and maintenance cost.
Specific implementation mode
The content that following embodiment further illustrates the present invention, but should not be construed as limiting the invention.Without departing substantially from
In the case of spirit of that invention and essence, to changing and replacing made by the method for the present invention, step or condition, the present invention is belonged to
Range.
Unless otherwise specified, the conventional means that technological means used in embodiment is well known to those skilled in the art.
Reagent：Propylgallate (Aladdin reagent, chemistry are pure), asphalt 90# (Nanjing petrochemical industry), asphalt
100# (Nanjing petrochemical industry), asphalt 110# (Nanjing petrochemical industry), PolyTHF dihydric alcohol base polyurethane prepolymer for use as (NCO content
6.2%), toluene di-isocyanate(TDI) (Aladdin reagent, chemistry are pure), Tween 80 (Aladdin reagent, chemistry are pure), anhydrous sorbitol
Stearate (Aladdin reagent, chemistry are pure), dibutyl tin laurate (Aladdin reagent, chemistry are pure).
Embodiment 1
By 15.7g propylgallates, 12.4g Tween 80s, 108g PolyTHF dihydric alcohols performed polymer, bis- bays of 1.3g
It is uniform that sour dibutyl tin and 123g asphalt 90# are heated to 100-120 DEG C of blending and stirring, and it is small to cure 12-16 at 80-160 DEG C
When.Obtain selfreparing heat-curable urethane asphalt material.
Embodiment 2
By 182.6g laccols, 29.1g Span60s, 108g toluene di-isocyanate(TDI)s, 3g tin dilaurates two
It is uniform that butyl tin and 290.6g asphalt 100# are heated to 100-120 DEG C of blending and stirring, and it is small to cure 12-16 at 80-160 DEG C
When.Obtain selfreparing heat-curable urethane asphalt material.
Embodiment 3
By 13.14g hydroquinones, 12.1g Span60s, 108g PolyTHF dihydric alcohols performed polymer,
It is uniform that 1.3g dibutyl tin laurates and 121.1g asphalt 110# are heated to 100-120 DEG C of blending and stirring, in 80-160
DEG C solidification 12-16 hours.Obtain selfreparing heat-curable urethane asphalt material.
Embodiment 4
Selfreparing heat-curable urethane asphalt material prepared by embodiment 1-3 thinks carefully CMT4303 universal testing machines newly
On, respectively tensile strength test is carried out according to GB/T 528-1998 standards.Rate of extension 500mmmin-1, batten size 20mm
× 4mm × 2mm, 5 Duplicate Samples of each sample test, is averaged.The stretched post-rift batten of test, the plane of disruption are close
Docking is put into baking oven and is toasted 12 hours by 120 DEG C, carries out extension test in the same way again.Experimental result is such as twice
Following table：2 best results of embodiment.
Claims (8)
1. the preparation method of selfreparing heat-curable urethane pitch, it is characterised in that：By polyhydric phenols, containing multiple different
Compound, compatilizer, catalyst and the pitch of cyanate radical are uniform in 25-120 DEG C of blending and stirring, wherein phenolic hydroxyl group and isocyanic acid
The molar ratio of root is (0.8~1.5):1, compatilizer accounts for the 5% of mixture gross mass, and catalyst accounts for mixture gross mass
0.5%, the mass ratio of polyphenol compound and gross mass and pitch containing multiple isocyano compounds is 1:1, in 80-
160 DEG C of solidifications obtain selfreparing heat-curable urethane pitch in 12-16 hours.
2. the preparation method of selfreparing heat-curable urethane pitch according to claim 1, it is characterised in that：The polyphenol
Class compound is compound of at least two phenolic hydroxyl group on the same phenyl ring, or with lower structure：
Wherein R be arbitrary carbochain, n=1,2,3,4.
3. the preparation method of selfreparing heat-curable urethane pitch according to claim 1, it is characterised in that：The polyphenol
Class compound is propylgallate, laccol or benzenediol.
4. the preparation method of selfreparing heat-curable urethane pitch according to claim 1, it is characterised in that：It is described containing more
The compound of a isocyano, general formula of molecular structure are with lower structure：
Wherein R ' be arbitrary carbochain, n=1,2,3,4.
5. the preparation method of selfreparing heat-curable urethane pitch according to claim 1, it is characterised in that：It is described containing more
The compound of a isocyano is PolyTHF dihydric alcohol performed polymer or toluene di-isocyanate(TDI).
6. the preparation method of selfreparing heat-curable urethane pitch according to claim 1, it is characterised in that：The compatilizer
It is Tween 80 or Sorbitan acid stearate.
7. the preparation method of selfreparing heat-curable urethane pitch according to claim 1, it is characterised in that：The catalyst
It is dibutyl tin laurate.
8. the preparation method of selfreparing heat-curable urethane pitch according to claim 1, it is characterised in that：The pitch is
Asphalt or coal tar pitch.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2018100019947 | 2018-01-02 | ||
| CN201810001994 | 2018-01-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN108276789A true CN108276789A (en) | 2018-07-13 |
| CN108276789B CN108276789B (en) | 2021-03-23 |
Family
ID=62808159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201810131557.7A Expired - Fee Related CN108276789B (en) | 2018-01-02 | 2018-02-09 | Preparation method of self-repairing thermosetting polyurethane asphalt |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108276789B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114316613A (en) * | 2021-12-16 | 2022-04-12 | 同济大学 | Bi-component thermosetting polyurethane modified asphalt with adjustable retention time and preparation thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5311953A (en) * | 1976-07-20 | 1978-02-02 | Asahi Denka Kogyo Kk | Method for filling joints |
| CN103232717A (en) * | 2013-05-15 | 2013-08-07 | 重庆市智翔铺道技术工程有限公司 | Composite modified asphalt and preparation method thereof |
| CN106632942A (en) * | 2016-09-30 | 2017-05-10 | 中国林业科学研究院林产化学工业研究所 | Self-repairing thermosetting polyurethane and preparation method thereof |
-
2018
- 2018-02-09 CN CN201810131557.7A patent/CN108276789B/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5311953A (en) * | 1976-07-20 | 1978-02-02 | Asahi Denka Kogyo Kk | Method for filling joints |
| CN103232717A (en) * | 2013-05-15 | 2013-08-07 | 重庆市智翔铺道技术工程有限公司 | Composite modified asphalt and preparation method thereof |
| CN106632942A (en) * | 2016-09-30 | 2017-05-10 | 中国林业科学研究院林产化学工业研究所 | Self-repairing thermosetting polyurethane and preparation method thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114316613A (en) * | 2021-12-16 | 2022-04-12 | 同济大学 | Bi-component thermosetting polyurethane modified asphalt with adjustable retention time and preparation thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN108276789B (en) | 2021-03-23 |
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Effective date of registration: 20221116 Address after: 210000 Gonglou District, Nanjing City, Jiangsu Province, No. 288, New Village for Workers and Peasants Patentee after: Nanjing Linke Zhongyue new material technology development Co.,Ltd. Address before: No. 16, No. five village, Xuanwu District, Nanjing, Jiangsu Province Patentee before: INSTITUTE OF CHEMICAL INDUSTRY OF FOREST PRODUCTS, CAF |
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Granted publication date: 20210323 |