CN106893064A - A kind of hyperbranched polyurethane/montmorillonite modified polyurethane slurry and preparation method thereof - Google Patents
A kind of hyperbranched polyurethane/montmorillonite modified polyurethane slurry and preparation method thereof Download PDFInfo
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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
- 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
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6415—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63 having nitrogen
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/34—Chemical or biological purification of waste gases
- B01D53/74—General processes for purification of waste gases; Apparatus or devices specially adapted therefor
- B01D53/86—Catalytic processes
- B01D53/8668—Removing organic compounds not provided for in B01D53/8603 - B01D53/8665
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- C—CHEMISTRY; METALLURGY
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- 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
- C08G18/3206—Polyhydroxy compounds aliphatic
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- 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
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4081—Mixtures of compounds of group C08G18/64 with other macromolecular compounds
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- 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
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/02—Ingredients treated with inorganic substances
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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Abstract
The invention discloses a kind of hyperbranched polyurethane/montmorillonite modified polyurethane slurry, first with the layer structure of montmorillonite, realize the stable curing to titanium deoxide catalyst, improve the photocatalytic degradation efficiency of PARA FORMALDEHYDE PRILLS(91,95), afterwards hyperbranched polyurethane intercalation modifying montmorillonite is prepared using in-situ polymerization, then reacted using the OH and the NCO in base polyurethane prepolymer for use as of dissaving polymer end, the polyurethane slurry for obtaining has good color inhibition effect, simultaneously can purify air, can be widely applied to the finishing of inside and outside metope.
Description
Technical field
The present invention relates to a kind of formaldehyde scavenger, and in particular to a kind of hyperbranched polyurethane/montmorillonite modified polyurethane slurry
Material and preparation method thereof.
Background technology
Formaldehyde is a kind of extremely strong bactericide, is widely used in industrial production.Formaldehyde is manufacture synthetic resin, paint, modeling
The raw material of material and staple fibre, is the weight of wood-based panel industry manufacture urea-formaldehyde resin adhesive, melamine resin adehsive and phenolic resin glue
Want raw material.Formaldehyde is more highly toxic material, and formaldehyde is in second on China's toxic chemical priority acccess control list.Formaldehyde
It is defined as carcinogenic by the World Health Organization and causes deformed material, be generally acknowledged allergen, is also prominent potential strong cause
Become one of thing.
At present, the main method that people eliminate formaldehyde in indoor air pollution is to use formaldehyde eliminating agent.But existing market
The common formaldehyde eliminating agent product of upper sale formaldehyde elimination amount within a certain period of time is limited and persistence of effect is poor, leads to
The term of validity of normal these formaldehyde eliminating agents only has several days time.
Wang Xuechuan, Yuan Xuzheng et al. are at it《The synthesis and application of active methylene group class dissaving polymer methanal trapping agent》
It is that raw material is obtained AB by Michael addition reactions with diethanol amine (DEA) and methyl acrylate (MA) in one text2Type monomer,
Under Catalyzed by p-Toluenesulfonic Acid, there is ester exchange reaction with trimethylolpropane, be obtained a kind of superbrnaching end-hydroxy it is poly- (amine-
Ester), afterwards and diethyl malonate, terminal groups modification is carried out to terminal hydroxy group hyperbranched poly (amine -ester) by ester exchange reaction, so that
Active methylene group class dissaving polymer (HPAM) is prepared, formaldehyde can be effectively caught, but its acquisition procedure is slower.
Montmorillonite (MMT) is the two-dimensional layer silicate mineral that a class interlayer has exchangeable cations, with good swollen
Swollen property, adsorptivity and cation exchange property, favourable bar is provided for many intercalated materials carry out the compound insertion reaction of interlayer
Part.Therefore can be realized using montmorillonite it is immobilized to stablizing for catalyst, while can be used to formaldehyde adsorption, to reach purify air
Purpose.
The content of the invention
The present invention in view of the shortcomings of the prior art, changes it is an object of the invention to provide a kind of hyperbranched polyurethane/montmorillonite
Property polyurethane slurry and preparation method thereof, can be directly used for building surface decoration.
The preparation method of a kind of hyperbranched polyurethane/montmorillonite modified polyurethane slurry, first with the stratiform of montmorillonite
Structure, realizes the stable curing to titanium deoxide catalyst, prepares superbrnaching end-hydroxy polyamine using in-situ polymerization afterwards
Ester intercalation modifying montmorillonite, is then reacted using-the OH and the-NCO in base polyurethane prepolymer for use as of dissaving polymer end, is obtained
Modified polyurethane slurry.
It is prepared from by the raw material of following weight portion：PEPA 120-160 parts, methyl diphenylene diisocyanate
35-48 parts, appropriate DMF, ethylene glycol 42-58 parts, diethanol amine 6-15 parts, methyl alcohol 56-84 parts, acrylic acid
Methyl esters 12-26 parts, montmorillonite 28-41 parts, trimethylolpropane 27-38 parts, p-methyl benzenesulfonic acid 3-7 parts, TiCl4 21-32 parts, salt
Appropriate acid solution, distills appropriate amount of water, appropriate absolute ethyl alcohol.
Comprise the following steps that：
（1）Prepare TiCl4Pillaring agent：
By TiCl4It is added in hydrochloric acid solution, with distilled water diluting to Ti4+0.8mol/L and 0.2- are respectively with HCl concentration
0.4mol/L, obtains final product TiCl4Pillaring agent；
（2）Montmorillonite is dispersed in distilled water, above-mentioned TiCl is slowly added dropwise4Pillaring agent, stirring reaction 4-5 hours, adjusts pH value
To 2-3, stirring reaction 3-5 hours, centrifugation afterwards with absolute ethanol washing, suction filtration, was washed, dried, at 500 DEG C afterwards
Lower calcination product 45-70 minutes, through cooling, grinding, obtains final product Titania Pillared Montmorillonites；
（3）The synthesis of reaction monomers：
Add diethanol amine and methyl alcohol, mixture to be stirred at room temperature to diethanol amine after being completely dissolved in there-necked flask, delay
Slow that methyl acrylate is added dropwise, charging is warming up to 30-40 DEG C insulation reaction 3-5 hours, then vacuumizes removing methyl alcohol, obtains after finishing
To grease；
（4）The preparation of superbrnaching end-hydroxy Polyurethane modified montmorillonoid：
Step is added in there-necked flask（2）Titania Pillared Montmorillonites, trimethylolpropane and p-methyl benzenesulfonic acid, stirring are mixed
Compound 10-25 minutes, 110-120 DEG C is warming up to, starts to stir and be added dropwise step（3）Reaction monomers, 110-130 DEG C of reaction 30-
After 50 minutes, continuation is reacted in being transferred to Rotary Evaporators, untill system is bloated there is no bubble, obtains terminal hydroxy group over-expense
Change Polyurethane modified montmorillonoid；
（5）By in the reaction vessel of PEPA addition dry cleansing, open cycle condensed water, stirring, control under vacuum
Temperature processed at 85-95 DEG C, dehydration until condenser on it is substantially anhydrous out when, be cooled to 47-53 DEG C；
（6）In N2Under protection, to the DMF that methyl diphenylene diisocyanate is slowly added dropwise in above-mentioned material
Solution, strict controlling reaction temperature is at 50 DEG C or so in case the generation of implode reaction, slowly rises after completion of dropping in half an hour
To 80-82 DEG C, polymerization under atmospheric pressure reacts 1-3 hours temperature, adds the N, N- of above-mentioned superbrnaching end-hydroxy Polyurethane modified montmorillonoid
Dimethylformamide suspension, reacts 1-3 hours at 80 DEG C, cools to 50-60 DEG C, to ethylene glycol is slowly added dropwise in system, drips
To add continue after finishing and stir 1.5-2.5 hours, cool to room temperature, continue to stir 50-70 minutes, obtain modified polyurethane slurry.
Wherein, the concentration of described hydrochloric acid solution is 2.0mol/L.
Wherein, the step（1）Prepare TiCl4During pillaring agent, Ti:HCl mol ratios are 2:1.
Wherein, the step（2）Middle drying condition is drying temperature at 65-73 DEG C, drying time 3-6 hours.
Compared with prior art, the present invention has advantages below：
（1）Hyperbranched polyurethane prepared by the present invention is a three-dimensional molecular structure for nearly ball-type, is existed in the inside of molecule empty
Chamber, PARA FORMALDEHYDE PRILLS(91,95) small molecule has certain suction-operated, at the same using the absorption property of montmorillonite, by formaldehyde fast Acquisition, can
Effectively reduce the content of formaldehyde.
（2）The present invention realizes the stable curing to titanium deoxide catalyst using the layer structure of montmorillonite, improves to first
The photocatalytic degradation efficiency of aldehyde, the physical absorption and light-catalyzed reaction of formaldehyde are combined, and formaldehyde is changed into nontoxic, nothing
Taste material, accomplishes to eliminate the purpose of formaldehyde in absorption, reaches the effect of quick, lasting purify air.
（3）The present invention is prepared for superbrnaching end-hydroxy Polyurethane intercalation modifying montmorillonite, then using dissaving polymer
- the OH of end reacts with-the NCO in base polyurethane prepolymer for use as, and the polyurethane slurry for obtaining has good color inhibition effect, while
Can purify air, can be widely applied to the finishing of inside and outside metope.
Specific embodiment
The preparation method of a kind of hyperbranched polyurethane/montmorillonite modified polyurethane slurry, first with the stratiform of montmorillonite
Structure, realizes the stable curing to titanium deoxide catalyst, prepares superbrnaching end-hydroxy polyamine using in-situ polymerization afterwards
Ester intercalation modifying montmorillonite, is then reacted using-the OH and the-NCO in base polyurethane prepolymer for use as of dissaving polymer end, is obtained
Modified polyurethane slurry.
It is prepared from by the raw material of following weight portion：PEPA 120-160 parts, methyl diphenylene diisocyanate
35-48 parts, appropriate DMF, ethylene glycol 42-58 parts, diethanol amine 6-15 parts, methyl alcohol 56-84 parts, acrylic acid
Methyl esters 12-26 parts, montmorillonite 28-41 parts, trimethylolpropane 27-38 parts, p-methyl benzenesulfonic acid 3-7 parts, TiCl4 21-32 parts, salt
Appropriate acid solution, distills appropriate amount of water, appropriate absolute ethyl alcohol.
Comprise the following steps that：
（1）Prepare TiCl4Pillaring agent：
By TiCl4It is added in hydrochloric acid solution, with distilled water diluting to Ti4+0.8mol/L and 0.2- are respectively with HCl concentration
0.4mol/L, obtains final product TiCl4Pillaring agent；
（2）Montmorillonite is dispersed in distilled water, above-mentioned TiCl is slowly added dropwise4Pillaring agent, stirring reaction 4 hours adjusts pH value extremely
2.5, stirring reaction 4 hours, afterwards centrifugation with absolute ethanol washing, suction filtration, is washed, dried afterwards, is forged at 500 DEG C
Burn product 60 minutes, through cooling, grinding, obtain final product Titania Pillared Montmorillonites；
（3）The synthesis of reaction monomers：
Add diethanol amine and methyl alcohol, mixture to be stirred at room temperature to diethanol amine after being completely dissolved in there-necked flask, delay
Slow to be added dropwise methyl acrylate, charging is warming up to 35 DEG C of insulation reactions 4 hours after finishing, then vacuumize removing methyl alcohol, obtains oil
Shape thing；
（4）The preparation of superbrnaching end-hydroxy Polyurethane modified montmorillonoid：
Step is added in there-necked flask（2）Titania Pillared Montmorillonites, trimethylolpropane and p-methyl benzenesulfonic acid, stirring are mixed
Compound 20 minutes, is warming up to 115 DEG C, starts to stir and be added dropwise step（3）Reaction monomers, after 120 DEG C are reacted 40 minutes, are transferred to
Continue to react in Rotary Evaporators, untill system is bloated there is no bubble, obtain the ester modified illiteracy of superbrnaching end-hydroxy polyamine
De- soil；
（5）By in the reaction vessel of PEPA addition dry cleansing, open cycle condensed water, stirring, control under vacuum
Temperature processed at 90 DEG C, dehydration until condenser on it is substantially anhydrous out when, be cooled to 50 DEG C；
（6）In N2Under protection, to the DMF that methyl diphenylene diisocyanate is slowly added dropwise in above-mentioned material
Solution, strict controlling reaction temperature is at 50 DEG C or so in case the generation of implode reaction, slowly rises after completion of dropping in half an hour
Temperature during polymerization under atmospheric pressure reaction 2, adds the N of above-mentioned superbrnaching end-hydroxy Polyurethane modified montmorillonoid, N- diformazans to 80-82 DEG C
Base formamide suspension, reacts 2 hours at 80 DEG C, cools to 55 DEG C, and to ethylene glycol is slowly added dropwise in system, completion of dropping is follow-up
Continuous stirring 2 hours, cools to room temperature, continues to stir 60 minutes, obtains modified polyurethane slurry.
Wherein, the concentration of described hydrochloric acid solution is 2.0mol/L.
Wherein, the step（1）Prepare TiCl4During pillaring agent, Ti:HCl mol ratios are 2:1.
Wherein, the step（2）Middle drying condition is drying temperature at 65-73 DEG C, drying time 3-6 hours.
Claims (6)
1. the preparation method of a kind of hyperbranched polyurethane/montmorillonite modified polyurethane slurry, it is characterised in that de- first with covering
The layer structure of soil, realizes the stable curing to titanium deoxide catalyst, and preparing terminal hydroxy group using in-situ polymerization afterwards surpasses
Branched polyamines ester intercalation modifying montmorillonite, then using the-NCO in the-OH and base polyurethane prepolymer for use as of dissaving polymer end
Reaction, obtains modified polyurethane slurry.
2. the preparation method of a kind of hyperbranched polyurethane/montmorillonite modified polyurethane slurry according to claims 1, its
It is characterised by, it is prepared from by the raw material of following weight portion：PEPA 120-160 parts, diphenylmethane diisocyanate
Ester 35-48 parts, appropriate DMF, ethylene glycol 42-58 parts, diethanol amine 6-15 parts, methyl alcohol 56-84 parts, propylene
Sour methyl esters 12-26 parts, montmorillonite 28-41 parts, trimethylolpropane 27-38 parts, p-methyl benzenesulfonic acid 3-7 parts, TiCl4 21-32 parts,
Appropriate hydrochloric acid solution, distills appropriate amount of water, appropriate absolute ethyl alcohol.
3. the preparation method of a kind of hyperbranched polyurethane/montmorillonite modified polyurethane slurry according to claims 1, its
It is characterised by, comprises the following steps that：
（1）Prepare TiCl4Pillaring agent：
By TiCl4It is added in hydrochloric acid solution, with distilled water diluting to Ti4+0.8mol/L and 0.2- are respectively with HCl concentration
0.4mol/L, obtains final product TiCl4Pillaring agent；
（2）Montmorillonite is dispersed in distilled water, above-mentioned TiCl is slowly added dropwise4Pillaring agent, stirring reaction 4-5 hours, adjusts pH value extremely
2-3, stirring reaction 3-5 hours, centrifugation afterwards with absolute ethanol washing, suction filtration, was washed, dried, at 500 DEG C afterwards
Calcination product 45-70 minutes, through cooling, grinding, obtain final product Titania Pillared Montmorillonites；
（3）The synthesis of reaction monomers：
Add diethanol amine and methyl alcohol, mixture to be stirred at room temperature to diethanol amine after being completely dissolved in there-necked flask, delay
Slow that methyl acrylate is added dropwise, charging is warming up to 30-40 DEG C insulation reaction 3-5 hours, then vacuumizes removing methyl alcohol, obtains after finishing
To grease；
（4）The preparation of superbrnaching end-hydroxy Polyurethane modified montmorillonoid：
Step is added in there-necked flask（2）Titania Pillared Montmorillonites, trimethylolpropane and p-methyl benzenesulfonic acid, stirring are mixed
Compound 10-25 minutes, 110-120 DEG C is warming up to, starts to stir and be added dropwise step（3）Reaction monomers, 110-130 DEG C of reaction 30-
After 50 minutes, continuation is reacted in being transferred to Rotary Evaporators, untill system is bloated there is no bubble, obtains terminal hydroxy group over-expense
Change Polyurethane modified montmorillonoid；
（5）By in the reaction vessel of PEPA addition dry cleansing, open cycle condensed water, stirring, control under vacuum
Temperature processed at 85-95 DEG C, dehydration until condenser on it is substantially anhydrous out when, be cooled to 47-53 DEG C；
（6）In N2It is molten to the DMF that methyl diphenylene diisocyanate is slowly added dropwise in above-mentioned material under protection
Liquid, strict controlling reaction temperature is at 50 DEG C or so in case the generation of implode reaction, slowly heats up after completion of dropping in half an hour
To 80-82 DEG C, polymerization under atmospheric pressure reacts 1-3 hours, adds the N of above-mentioned superbrnaching end-hydroxy Polyurethane modified montmorillonoid, N- bis-
NMF suspension, reacts 1-3 hours at 80 DEG C, cools to 50-60 DEG C, to ethylene glycol is slowly added dropwise in system, is added dropwise
Continue to stir 1.5-2.5 hours after finishing, cool to room temperature, continue to stir 50-70 minutes, obtain modified polyurethane slurry.
4. a kind of hyperbranched polyurethane/montmorillonite modified polyurethane slurry according to claims 1,2, its feature exists
In the concentration of described hydrochloric acid solution is 2.0mol/L.
5. a kind of hyperbranched polyurethane/montmorillonite modified polyurethane slurry according to claims 1, it is characterised in that
Step（1）Prepare TiCl4During pillaring agent, Ti:HCl mol ratios are 2:1.
6. a kind of hyperbranched polyurethane/montmorillonite modified polyurethane slurry according to claims 1, it is characterised in that
Step（2）Middle drying condition is drying temperature at 65-73 DEG C, drying time 3-6 hours.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107537225A (en) * | 2017-09-21 | 2018-01-05 | 成都新柯力化工科技有限公司 | A kind of purification of air weaving filter cloth and preparation method thereof |
| CN108531059A (en) * | 2018-04-21 | 2018-09-14 | 郭平 | A kind of montmorillonite intercalation modified polyurethane paint of UV radiation |
| CN114672035A (en) * | 2022-03-18 | 2022-06-28 | 湖南工业大学 | Hyperbranched polymer delustering agent and preparation method and application thereof |
| CN116253944A (en) * | 2023-03-30 | 2023-06-13 | 广东康明达实业有限公司 | Corrosion-resistant high-strength composite cable |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105778029A (en) * | 2016-03-16 | 2016-07-20 | 陕西科技大学 | Preparation method of hyperbranched poly(isocyanurate-ester) type waterborne polyurethane |
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| 王学川等: "活泼亚甲基类超支化聚合物甲醛捕获剂的合成及应用", 《中国皮革》 * |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107537225A (en) * | 2017-09-21 | 2018-01-05 | 成都新柯力化工科技有限公司 | A kind of purification of air weaving filter cloth and preparation method thereof |
| CN108531059A (en) * | 2018-04-21 | 2018-09-14 | 郭平 | A kind of montmorillonite intercalation modified polyurethane paint of UV radiation |
| CN114672035A (en) * | 2022-03-18 | 2022-06-28 | 湖南工业大学 | Hyperbranched polymer delustering agent and preparation method and application thereof |
| CN116253944A (en) * | 2023-03-30 | 2023-06-13 | 广东康明达实业有限公司 | Corrosion-resistant high-strength composite cable |
| CN116253944B (en) * | 2023-03-30 | 2023-11-10 | 广东康明达实业有限公司 | Corrosion-resistant high-strength composite cable |
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Application publication date: 20170627 |