CN102153710B - Preparation method of modified petroleum resin - Google Patents
Preparation method of modified petroleum resin Download PDFInfo
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- CN102153710B CN102153710B CN2011101165506A CN201110116550A CN102153710B CN 102153710 B CN102153710 B CN 102153710B CN 2011101165506 A CN2011101165506 A CN 2011101165506A CN 201110116550 A CN201110116550 A CN 201110116550A CN 102153710 B CN102153710 B CN 102153710B
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- petroleum resin
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- maleic anhydride
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- 239000011347 resin Substances 0.000 title claims abstract description 47
- 229920005989 resin Polymers 0.000 title claims abstract description 47
- 239000003208 petroleum Substances 0.000 title claims abstract description 45
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000003999 initiator Substances 0.000 claims abstract description 8
- 229920000642 polymer Polymers 0.000 claims abstract description 3
- 238000010792 warming Methods 0.000 claims description 8
- 238000004821 distillation Methods 0.000 claims description 7
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 6
- 229910052794 bromium Inorganic materials 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000002994 raw material Substances 0.000 claims description 5
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims description 4
- 239000000376 reactant Substances 0.000 claims description 4
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims description 3
- 150000002978 peroxides Chemical group 0.000 claims description 3
- 238000002203 pretreatment Methods 0.000 claims description 3
- DSCFFEYYQKSRSV-UHFFFAOYSA-N 1L-O1-methyl-muco-inositol Natural products COC1C(O)C(O)C(O)C(O)C1O DSCFFEYYQKSRSV-UHFFFAOYSA-N 0.000 claims description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical group C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- 239000012530 fluid Substances 0.000 claims description 2
- 239000002023 wood Substances 0.000 abstract description 10
- 239000004033 plastic Substances 0.000 abstract description 6
- 229920003023 plastic Polymers 0.000 abstract description 5
- 238000000034 method Methods 0.000 abstract description 3
- 238000010438 heat treatment Methods 0.000 abstract description 2
- 239000011159 matrix material Substances 0.000 abstract description 2
- 239000002131 composite material Substances 0.000 abstract 4
- 230000002708 enhancing effect Effects 0.000 abstract 1
- 235000013312 flour Nutrition 0.000 abstract 1
- 239000000047 product Substances 0.000 description 12
- 229920001587 Wood-plastic composite Polymers 0.000 description 11
- 239000011155 wood-plastic composite Substances 0.000 description 11
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 230000002421 anti-septic effect Effects 0.000 description 3
- 230000004927 fusion Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- -1 titanic acid ester Chemical class 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 229920001903 high density polyethylene Polymers 0.000 description 2
- 239000004700 high-density polyethylene Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 2
- 230000035939 shock Effects 0.000 description 2
- 238000004513 sizing Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229920001912 maleic anhydride grafted polyethylene Polymers 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 238000000643 oven drying Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- YLLIGHVCTUPGEH-UHFFFAOYSA-M potassium;ethanol;hydroxide Chemical compound [OH-].[K+].CCO YLLIGHVCTUPGEH-UHFFFAOYSA-M 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000002455 scale inhibitor Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 230000003245 working effect Effects 0.000 description 1
Landscapes
- Graft Or Block Polymers (AREA)
Abstract
The invention discloses a preparation method of maleic anhydride grafted petroleum resin, belonging to the field of organic high polymers. The invention is used for solving the problem of poor compatibility in the wood/plastic composite material. The method comprises the following steps: heating to dissolve petroleum resin and maleic anhydride, and dropwisely adding an initiator at 100-200 DEG C for 0.5-1 hour; and after finishing the dropwise adding, reacting for 0.5-4 hours, and extracting residual maleic anhydride in a vacuum state to obtain the modified petroleum resin product. The product can obviously enhance the dispersivity of wood flour in the plastic matrix when being used in a wood/model composite material, thereby enhancing the mechanical properties of the wood/model composite material and obtaining the wood/model composite material with excellent properties.
Description
Technical field
The invention belongs to the organic polymer field, be specifically related to the preparation method of petroleum resin grafted maleic anhydride, and the application in wood plastic composite.
Background technology
Wood plastic composite is owing to be raw material with rejected materials such as waste plastic, wood chip, stalks; Have energy-conserving and environment-protective, intensity high, not fugitive color, anti-ly damage by worms, outstanding advantage such as corrosion resistance and good; Have work-ing life and anti-aging function than the multiplication of goods such as pure plastics and anticorrosion wood; Become the good substitute products of plastics and anticorrosion woodwork; Extensively be used as various occasions such as exterior decoration, Garden Engineering construction, workshop antiseptic project, ocean antiseptic project, environment sanitation facility, caused showing great attention to of various countries investigators in recent years.Although wood plastic composite has plurality of advantages; But because polarity, the plastics of wood powder nonpolar in the wood plastic composite; Make that both consistencies are poor, the compatilizer that uses at present in the industry has titanic acid ester, aluminic acid ester, silane coupling agent, maleic anhydride graft polyolefine etc.Certain effect has been played in the use of these compatilizers, but effect is undesirable, and it is relatively poor to show as mechanical property, and water-intake rate is high, and the application on exterior decoration, Garden Engineering construction, ocean antiseptic project receives very big restriction like this.Therefore, the compatilizer of seeking a kind of better performances is the focus of paying close attention in the industry always.
Petroleum resin are that by product C5, the C9 cut with ethylene unit is main raw material, the low relative molecular mass polymkeric substance of the solid-state or thick liquid state that polymerization makes.At present, the petroleum resin of petroleum resin and modification thereof the petroleum resin that have been widely used in industries, particularly modified by maleic acid anhydride graft such as printing ink, papermaking, coating, rubber are applied in existing report in paper glue paste, the marking lines lacquer.Application number CN200810048398.0 discloses a kind of modified petroleum resin sizing agent that is used for paper sizing, is the mixture of compositions such as modified petroleum resin, dispersion agent, retention filtration adjuvant; Application number CN200410084024.6 discloses a kind of C
9The preparation method of-copolymer-maleic anhydride is mainly used in Scale inhibitors etc.All there are the low characteristics of percentage of grafting in these modified petroleum resins, therefore, can't be used in the wood plastic composite.
Summary of the invention
For reaching, the problem that solves wood plastic composite consistency difference rationally utilizes petroleum resin; The present invention is through improving the maleic anhydride graft preparation method of petroleum resin; Improve its percentage of grafting, be applied in the wood plastic composite, the result surprisingly; Can obviously improve wood plastic composite mechanical property, thereby obtain the matrix material of excellent performance.
Patent of the present invention solves the technical scheme that its technical problem adopted:
1) raw materials pretreatment: with petroleum resin 170～200 ℃ ,-0.08～-pressure of 0.1MPa under underpressure distillation 0.5～2h, remove the low cut in the petroleum resin;
2) polyreaction: the petroleum resin that pre-treatment is good cool to 100～150 ℃; Add that to account for total reactant quality per-cent be 3～25% maleic anhydride; Be warmed up between 100～200 ℃ and drip that to account for total reactant quality per-cent be 0.1～1% initiator; The dropping time is 0.5～1h, is added dropwise to complete afterreaction 0.5～4h, obtains polymer fluid;
3) removing of maleic anhydride and low cut: after reaction finishes, be warming up to 170～200 ℃ ,-0.08～-pressure of 0.1MPa under underpressure distillation go out unnecessary maleic anhydride and low cut, obtain modified resin product.
Wherein, described petroleum resin comprise C5 petroleum resin, C9 petroleum resin, C5 and C9 copolymerized petroleum resin, and preferred bromine number is between 10～90gBr/100g, between preferred especially 20～50gBr/100g.
Described initiator is a peroxide initiator, like Lucidol, Di Cumyl Peroxide 99, di-t-butyl peroxide, tert-butyl peroxide etc.
Contrast prior art according to the present invention following advantage arranged:
1, grafted method of the present invention adopts solventless method, therefore, and safety and environmental protection economy.
2, the present invention has carried out pre-treatment to raw material, has removed the lower-molecular substance that influences percentage of grafting, thereby has improved percentage of grafting.
3, the present invention has carried out removing of maleic anhydride at last, and last maleic anhydride residual in product is few, and therefore the basic odorlessness of product, has improved the Working environment of product when using.
According to technology of the present invention, obtain higher percentage of grafting product, be applied in the PE wood plastic composite, can obviously improve the mechanical property of wood plastic composite, thereby obtain the Wood model compound products of excellent performance.
Embodiment
Embodiment 1
In flask, add 200g C 5 petroleum resin (bromine number is 40gBr/100g) intensification fusion, and be warming up to 180～190 ℃, in-0.08～-vacuum pressure of 0.1MPa under underpressure distillation 1h.Cool to 120～130 ℃ then, add the 30g maleic anhydride, be warmed up to 135～145 ℃ after the dissolving; In 0.5～1h, drip the 2g Di Cumyl Peroxide 99; Be added dropwise to complete afterreaction 2h, reaction is warming up to 170～200 ℃ after accomplishing;-0.08～-remove maleic anhydride and catalyzer under the 0.1MPa vacuum pressure, obtain the C 5 modified petroleum resin product.Detecting its percentage of grafting is 11.2%.
Embodiment 2
In flask, add 200g C 9 petroleum resin (bromine number is 45gBr/100g) intensification fusion, and be warming up to 180～190 ℃, in-0.08～-vacuum pressure of 0.1MPa under underpressure distillation 1h.Cool to 120～130 ℃ then, add the 25g maleic anhydride, be warmed up to 145～155 ℃ after the dissolving; Two (tert-butyl hydroperoxide sec.-propyl) benzene of slow 2g in 0.5～1h; Add afterreaction 3h, reaction is finished, and is warming up to 170～200 ℃;-0.08～-remove maleic anhydride and catalyzer under the 0.098MPa vacuum pressure, obtain carbon nine modified petroleum resin products.Detecting its percentage of grafting is 10%.
Embodiment 3
In flask, add 200g carbon five, carbon nine copolymerized petroleum resins (bromine number is 30gBr/100g) intensification fusion, and be warming up to 180～190 ℃, in-0.08～-vacuum pressure of 0.1MPa under underpressure distillation 1h.Cool to 120～130 ℃ then, add the 30g maleic anhydride, be warmed up to 145～155 ℃ after the dissolving; Two (tert-butyl hydroperoxide sec.-propyl) benzene of slow 2g in 0.5～1h; Add afterreaction 3h, reaction is finished, and is warming up to 170～200 ℃;-0.08～-remove maleic anhydride and catalyzer under the 0.098MPa vacuum pressure, obtain the modified copolymer petroleum resin products.Detecting its percentage of grafting is 8%.
The testing method that above-mentioned percentage of grafting adopts is:
(1) grafts is refining
Take by weighing about 10g modified petroleum resin product, add 40ml YLENE, temperature rising reflux 0.5h all dissolves to sample, and the cooling back added the 400ml acetone precipitation 1 hour, filtered, and filter cake is put into 100 ℃ oven drying 10h, cooling.
(2) mensuration of maleic anhydride content
Take by weighing about 2g refined prod, place the 250ml matrass, add 80ml YLENE; Heating for dissolving, the cooling back adds excessive 0.1mol/L KOH-ethanol standardized solution, reheat backflow 6h; The cooling back is an indicator with phenolphthalein; Instead drip excessive KOH one ethanol standardized solution with 0.1mol/L HC1 one Virahol standardized solution, write down excessive alkali number that consumes and neutral acid amount, calculate percentage of grafting.
Modified petroleum resin product and sec.-propyl three (dioctylphyrophosphoric acid acyloxy) titanic acid ester (Comparative Examples 1), maleic anhydride grafted polyethylene (Comparative Examples 2) that the foregoing description is obtained are applied in the PE wood plastic composite, concrete application implementation example 1.
Application implementation example 1
With wood powder (100 order), HDPE, compatilizer in wood powder: HDPE: ratio premix 10min in high-speed mixer of compatilizer=50: 50: 1; Then in twin screw extruder; Under 150～160 ℃, melt extrude, granulation oven dry, use thermocompressor hot-forming then after; Detect its tensile strength, flexural strength, shock strength, detected result is following:
| ? | Tensile strength (MPa) | Shock strength (KJ/m 2) | Flexural strength (MPa) |
| Embodiment 1 | 38 | 4.8 | 50 |
| Embodiment 2 | 35 | 4.6 | 48 |
| Embodiment 3 | 37 | 4.7 | 52 |
| Comparative Examples 1 | 28 | 3.5 | 45 |
| Comparative Examples 2 | 29 | 4 | 44 |
Claims (6)
1. the preparation method of a modified petroleum resin is characterized in that, comprises the steps:
(1) raw materials pretreatment: with petroleum resin 170～200 ℃ ,-0.08～-pressure of 0.1MPa under underpressure distillation 0.5～2h, remove the low cut in the petroleum resin;
(2) polyreaction: the petroleum resin that pre-treatment is good cool to 100～150 ℃; Add that to account for total reactant quality per-cent be 3～25% maleic anhydride; Be warmed up between 100～200 ℃ and drip that to account for total reactant quality per-cent be 0.1～1% initiator; The dropping time is 0.5～1h, is added dropwise to complete afterreaction 0.5～4h, obtains polymer fluid;
(3) removing of maleic anhydride and low cut: after reaction finishes, be warming up to 170～200 ℃ ,-0.08～-pressure of 0.1MPa under underpressure distillation go out unnecessary maleic anhydride and low cut, obtain modified resin product.
2. the preparation method of modified petroleum resin according to claim 1 is characterized in that described petroleum resin are C5 petroleum resin, C9 petroleum resin or C5 and C9 copolymerized petroleum resin.
3. the preparation method of modified petroleum resin according to claim 2, the bromine number that it is characterized in that petroleum resin is between 10～90gBr/100g.
4. the preparation method of modified petroleum resin according to claim 3, it is characterized in that: the bromine number of petroleum resin is between 20～50gBr/100g.
5. the preparation method of modified petroleum resin according to claim 1 is characterized in that described initiator is a peroxide initiator.
6. the preparation method of modified petroleum resin according to claim 5, it is characterized in that: described peroxide initiator is Lucidol, Di Cumyl Peroxide 99, di-t-butyl peroxide or tert-butyl peroxide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011101165506A CN102153710B (en) | 2011-05-06 | 2011-05-06 | Preparation method of modified petroleum resin |
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| Application Number | Priority Date | Filing Date | Title |
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| CN2011101165506A CN102153710B (en) | 2011-05-06 | 2011-05-06 | Preparation method of modified petroleum resin |
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| Publication Number | Publication Date |
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| CN102153710A CN102153710A (en) | 2011-08-17 |
| CN102153710B true CN102153710B (en) | 2012-11-07 |
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| CN2011101165506A Active CN102153710B (en) | 2011-05-06 | 2011-05-06 | Preparation method of modified petroleum resin |
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Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102993386B (en) * | 2012-11-15 | 2014-12-03 | 中国海洋石油总公司 | Method for preparing modified C5 petroleum resin based on irradiation grafting |
| CN103408959B (en) * | 2013-08-16 | 2016-03-30 | 黄祖杰 | A kind of wood plastic composite and preparation method thereof |
| CN105275156A (en) * | 2015-09-24 | 2016-01-27 | 天长市金牛防水防腐材料有限公司 | High temperature-resisting corrosion-resisting self-adhered polymer modified asphalt waterproofing membrane |
| CN105949388B (en) * | 2016-05-23 | 2019-03-29 | 北京化工大学 | A kind of functional copolymer directly prepared by higher carbon number hydrocarbon class mixture and preparation method |
| CN106397689B (en) * | 2016-09-06 | 2019-05-14 | 东莞昶丰新材料科技有限公司 | A kind of petroleum resin modified catalyst and preparation method and application method |
| CN107828000A (en) * | 2017-09-30 | 2018-03-23 | 山东玉皇化工有限公司 | A kind of method of styrene-isoprene-styrene triblock copolymer homogeneous catalytic hydrogenation |
| CN107840930A (en) * | 2017-11-08 | 2018-03-27 | 宁波能之光新材料科技股份有限公司 | A kind of functionalization Petropols and preparation method thereof |
| CN108641044B (en) * | 2018-05-17 | 2021-04-23 | 安徽同心新材料科技有限公司 | Acid modified C5 petroleum resin and molecular weight controllable preparation method thereof |
| CN108774296A (en) * | 2018-07-04 | 2018-11-09 | 濮阳市瑞森石油树脂有限公司 | A kind of preparation method of modified petroleum resin |
| CN111592779A (en) * | 2020-05-18 | 2020-08-28 | 苏州拓博琳新材料科技有限公司 | Self-luminous raised marking paint and preparation method and use method thereof |
| CN115717053B (en) * | 2022-12-05 | 2024-05-17 | 芜湖徽氏新材料科技有限公司 | High-initial-adhesion corrosion-resistant kneading insulating tape, adhesive and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1618827A (en) * | 2004-10-18 | 2005-05-25 | 河北宝硕集团有限公司化工分公司 | C9 maleic anhydride copolymer and its preparation method |
| CN101333790A (en) * | 2008-07-15 | 2008-12-31 | 武汉生物工程学院 | Modified petroleum resin sizing agent, preparation method and application thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6372851B1 (en) * | 2000-07-06 | 2002-04-16 | Eastman Chemical Resins, Inc. | Maleated liquid C5 hydrocarbon resins |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1618827A (en) * | 2004-10-18 | 2005-05-25 | 河北宝硕集团有限公司化工分公司 | C9 maleic anhydride copolymer and its preparation method |
| CN101333790A (en) * | 2008-07-15 | 2008-12-31 | 武汉生物工程学院 | Modified petroleum resin sizing agent, preparation method and application thereof |
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Address after: The small town of Shangyu District Feng Keshan village 312367 Zhejiang province Shaoxing City Patentee after: ZHEJIANG JAVA SPECIALTY CHEMICALS Co.,Ltd. Address before: The small town of Shangyu District Feng Keshan village 312367 Zhejiang province Shaoxing City Patentee before: SHAOXING JAVA MACROMOLECULAR MATERIAL Co.,Ltd. |
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Denomination of invention: A Preparation Method of Modified Petroleum Resin Effective date of registration: 20230711 Granted publication date: 20121107 Pledgee: Industrial and Commercial Bank of China Limited Shangyu sub branch Pledgor: ZHEJIANG JAVA SPECIALTY CHEMICALS Co.,Ltd. Registration number: Y2023980047855 |
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