CN102911622B - Adhesive mixture, rubber composition applying adhesive mixture and preparation method of rubber composition - Google Patents
Adhesive mixture, rubber composition applying adhesive mixture and preparation method of rubber composition Download PDFInfo
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- CN102911622B CN102911622B CN201210371008.XA CN201210371008A CN102911622B CN 102911622 B CN102911622 B CN 102911622B CN 201210371008 A CN201210371008 A CN 201210371008A CN 102911622 B CN102911622 B CN 102911622B
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- 229920001971 elastomer Polymers 0.000 title claims abstract description 63
- 239000005060 rubber Substances 0.000 title claims abstract description 63
- 239000000203 mixture Substances 0.000 title claims abstract description 33
- 239000000853 adhesive Substances 0.000 title claims abstract description 26
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title abstract description 10
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims abstract description 31
- 229920001194 natural rubber Polymers 0.000 claims abstract description 12
- 244000043261 Hevea brasiliensis Species 0.000 claims abstract description 7
- 229920003052 natural elastomer Polymers 0.000 claims abstract description 7
- 229920003048 styrene butadiene rubber Polymers 0.000 claims abstract description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 54
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinyl group Chemical group C1(O)=CC(O)=CC=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 18
- 229920003192 poly(bis maleimide) Polymers 0.000 claims description 16
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 15
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 claims description 15
- 238000004073 vulcanization Methods 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 10
- 235000021355 Stearic acid Nutrition 0.000 claims description 9
- 230000003712 anti-aging effect Effects 0.000 claims description 9
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 9
- 239000008117 stearic acid Substances 0.000 claims description 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 8
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 8
- 238000005728 strengthening Methods 0.000 claims description 7
- 239000011787 zinc oxide Substances 0.000 claims description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- HIMXAERGQMNODV-UHFFFAOYSA-N 2-N,4-N,1,2,3,4-hexamethoxy-2-N-methyl-1,3,5-triazine-2,4,6-triamine Chemical compound CONC1(N(C(N(C(=N1)N)OC)(N(C)OC)OC)OC)OC HIMXAERGQMNODV-UHFFFAOYSA-N 0.000 claims description 5
- 150000002978 peroxides Chemical class 0.000 claims description 4
- -1 -tert-butyl cumene hydroperoxide Chemical compound 0.000 claims description 3
- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical group C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 claims description 2
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical group C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 claims description 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical group C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims description 2
- 239000005864 Sulphur Substances 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 230000003078 antioxidant effect Effects 0.000 claims description 2
- 239000002075 main ingredient Substances 0.000 claims description 2
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical compound [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 claims description 2
- 150000003557 thiazoles Chemical class 0.000 claims description 2
- 229920006231 aramid fiber Polymers 0.000 abstract description 14
- 239000000463 material Substances 0.000 abstract description 6
- 239000002131 composite material Substances 0.000 abstract description 2
- IPJGAEWUPXWFPL-UHFFFAOYSA-N 1-[3-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC(N2C(C=CC2=O)=O)=C1 IPJGAEWUPXWFPL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005062 Polybutadiene Substances 0.000 abstract 1
- 238000003801 milling Methods 0.000 abstract 1
- 229920002857 polybutadiene Polymers 0.000 abstract 1
- 229920000271 Kevlar® Polymers 0.000 description 7
- 239000004744 fabric Substances 0.000 description 7
- 239000004761 kevlar Substances 0.000 description 7
- 238000005987 sulfurization reaction Methods 0.000 description 7
- 230000000694 effects Effects 0.000 description 6
- 239000011230 binding agent Substances 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 239000011159 matrix material Substances 0.000 description 5
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 4
- 229910000831 Steel Inorganic materials 0.000 description 4
- 229920003235 aromatic polyamide Polymers 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 229920000181 Ethylene propylene rubber Polymers 0.000 description 2
- 229920000459 Nitrile rubber Polymers 0.000 description 2
- 239000004760 aramid Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920002943 EPDM rubber Polymers 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 238000006424 Flood reaction Methods 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001408 amides Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000036314 physical performance Effects 0.000 description 1
- 230000003335 steric effect Effects 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention relates to the field of a composite material, and especially provides an adhesive mixture, a rubber composition applying the adhesive mixture and a preparation method of the rubber composition. The adhesive mixture is mainly composed of a methylene donor, a methylene acceptor and N,N'-metaphenylene bismaleimide. The rubber composition applying the adhesive mixture is mainly composed of natural rubber or polyisoprene or styrene-butadiene rubber and butadiene rubber, the adhesive mixture and other auxiliary materials through milling. Compared with the prior art, the rubber composition prepared by the invention has good interface adhesion force with aramid fiber.
Description
Technical field
The present invention relates to field of compound material, particularly provide a kind of mixed adhesive and the rubber combination applying this mixed adhesive and preparation method thereof, this rubber combination better can bond with kevlar fabric.
Background technology
Aramid fiber is a kind of novel high-tech synthon, has superstrength, high-modulus, and its intensity is 5 ~ 6 times of steel wire, modulus is 2 ~ 3 times of steel wire or glass fibre, and toughness is 2 times of steel wire, and weight is only about 1/5 of steel wire, resistance toheat is good, and after being heated, strength retention is high.In addition, aramid fiber also has good insulativity and ageing resistance, is the good enhancing framework material of the rubber items such as tire, adhesive tape, sebific duct.But because the phenyl ring on aramid fiber molecular chain has shielding effect to the hydrogen atom on amide functional group, fiber surface is lacked active, simultaneously due to the steric effect of phenyl ring, be difficult to form hydrogen bond, these all make the bond properties of aramid fiber and rubber poor, seriously hinder its application in rubber item and effect.
The adhesive bonding method of existing raising fiber and rubber has two kinds, and one floods the good matrix material of a kind of bond properties at aramid fiber surface, and another kind is the bond properties improving rubber combination.CN101921564.A discloses and has prepared a kind of aramid fiber braided layer tackiness agent by urethane, ethyl acetate and a small amount of isocyanic ester.Chinese patent application 200910029056.9 discloses a kind of performance requriements by meeting optical cable in the method for aramid fiber outer light cure adhesive.Above patent is first method, does not relate to the adhesion problem of the rubber layer be combined with aramid fiber.Chinese patent application 201010296936.5 discloses a kind of hydrogenated nitrile-butadiene rubber and para-aramid fiber adhesive for composite material and preparation method thereof, this kind of tackiness agent employs the transition layer that ethylene-propylene rubber(EPR), natural rubber and styrene-butadiene rubber(SBR) bond as hydrogenated nitrile-butadiene rubber and para-aramid fiber, but the operation that must increase bonding could use.
Summary of the invention
The present invention is based on above-mentioned reason, provide and particularly provide a kind of mixed adhesive and the rubber combination applying this mixed adhesive and preparation method thereof, this mixed adhesive is primarily of methylene radical donor, methylene receptor and N, a N '-penylene bismaleimides three kinds component composition, and the rubber combination applying this tackiness agent is primarily of natural rubber or polyisoprene or styrene-butadiene rubber(SBR) and divinyl rubber and this tackiness agent etc., and auxiliary material is mixing forms, compared with prior art, rubber combination obtained by the present invention and aramid fiber have good interface binding force.
Concrete technical scheme of the present invention is:
A kind of mixed adhesive, by methylene radical donor, methylene receptor and N, N '-penylene bismaleimides three kinds of component compositions, its weight proportion is 2 ~ 3:2 ~ 3:0.3 ~ 0.7.
Its methylene donor can be selected from the one in vulkacit H, hexamethoxy methyl cyanuramide, 2-nitro-2-methyl isophthalic acid-propyl alcohol;
Methylene receptor can be selected from Resorcinol, RS(Resorcinol and stearic acid), RE(Resorcinol and acetaldehyde precondensation resin) in one;
Contriver finds, N is added in conventional binder system (methylene radical donor/methylene receptor), after a N '-penylene bismaleimides, after particularly carrying out proportioning according to above-mentioned weight ratio, have and well bond gain effect, not only increase the bond properties of kevlar fabric and rubber, also can improve matrix strength and the resistance to elevated temperatures of rubber, binding efficiency is increased to 100% by not adding fashionable 20-30%.This does not mention in other prior aries, and this mixed adhesive has obvious progress compared with existing tackiness agent, can be applied widely, particularly when kevlar fabric and rubber bond.
Apply the rubber combination of this tackiness agent, its main ingredient by weight:
Wherein, described rubber is selected from natural rubber or polyisoprene or styrene-butadiene rubber(SBR) or divinyl rubber or its mixture, why select these rubber mainly contriver after multiple rubber is tested, find that above-mentioned proportioning has good effect for these polydienes, but for other rubber, if EPDM terpolymer EP rubber effect is not very desirable, so contriver defines rubber be selected from above-mentioned kind.
Described tackiness agent, by methylene radical donor, methylene receptor and N, N '-penylene bismaleimides three kinds of component compositions, its weight proportion is 2 ~ 3:2 ~ 3:0.3 ~ 0.7;
Its methylene donor is selected from the one in vulkacit H, hexamethoxy methyl cyanuramide, 2-nitro-2-methyl isophthalic acid-propyl alcohol;
Described methylene receptor is selected from Resorcinol, the one in RS, RE.
Described vulcanizing agent is selected from sulphur class vulcanizing agent or peroxide-based curing dose or its mixture;
Wherein said sulphur class vulcanizing agent is selected from sulphur, the vulcanization accelerator of its correspondence be selected from in thiazoles, sulfenamide, thiurams one or more;
Described peroxide vulcanizing agent is selected from dicumyl peroxide or dual-tert-butyl cumene hydroperoxide; Vulcanization accelerator corresponding to it is iso-cyanuric acid triallyl ester;
Described strengthening agent is furnace treated black or thermally oxidized black or its mixture; Described anti-aging agent is antioxidant MB and antioxidant D or anti-aging agent RD or its mixture.
Described zinc oxide is the Zinc oxide powder that Zn content is greater than 99.5%, with stearic acid compound as sulfuration activation system, promotes sulfuration, improves the strength property of matrix material, the zinc oxide that other this areas also can be adopted conventional and stearic acid.
Under above-mentioned proportioning, the mixed adhesive that the present invention relates to can play best effect, not only increase the bond properties of kevlar fabric and rubber, also can improve matrix strength and the resistance to elevated temperatures of rubber, binding efficiency is increased to 100% by not adding fashionable 20-30%.Therefore the building rubber compound physical performance obtained is excellent especially, well can be combined with kevlar fabric.
Another inventive point of the present invention, just there is provided the preparation method of the rubber combination of above-mentioned this tackiness agent of application, concrete preparation method is as follows:
First the methylene receptor in rubber, stearic acid, zinc oxide, anti-aging agent, strengthening agent, vulcanization accelerator, tackiness agent is added Banbury mixer, to be mixed evenly after add rubber internal mixing again, banburying starting temperature 70-80 DEG C, rotating speed 25-40r/min, binder removal after time 10-20min, dump temperature 90-130 DEG C; After Banbury mixer binder removal, double roll mill adding the methylene radical donor in tackiness agent and N, N '-penylene bismaleimides, vulcanization aid and a vulcanizing agent obtain rubber unvulcanizate.
In addition, present invention also offers another preparation method, its concrete steps are as follows:
First rubber is plasticated 3 minutes at double roll mill, then the methylene receptor in zinc oxide, stearic acid, tackiness agent, vulcanization accelerator, anti-aging agent, strengthening agent are added successively mixing evenly after, finally add the methylene radical donor in tackiness agent and N, N '-penylene bismaleimides, vulcanizing agent, obtained rubber unvulcanizate.
After the rubber unvulcanizate room temperature obtained by above method is placed 16 hours, the kevlar fabric crossed with conventional dip treating directly carries out sulfuration adhesion can obtain rubber item.
Compared with prior art, the rubber combination obtained by the present invention and aramid fiber have good interface binding force, and binding efficiency reaches 100%.
In sum, the invention provides a kind of mixed adhesive and the rubber combination applying this mixed adhesive and preparation method thereof, this mixed adhesive is primarily of methylene radical donor, methylene receptor and N, a N '-penylene bismaleimides three kinds component composition, this tackiness agent not only increases the bond properties of kevlar fabric and rubber, also can improve matrix strength and the resistance to elevated temperatures of rubber, binding efficiency is increased to 100% by not adding fashionable 20-30%, and the rubber combination applying this tackiness agent is primarily of natural rubber or polyisoprene or styrene-butadiene rubber(SBR) and divinyl rubber and this tackiness agent etc., and auxiliary material is mixing forms, compared with prior art, rubber combination obtained by the present invention and aramid fiber have good interface binding force.
Embodiment
Further illustrate the present invention below by specific embodiment, but should be understood to, these embodiments and test example are only used for the use specifically described more in detail, and should not be construed as limiting the present invention in any form.In the present invention except special indicating, the mixing and banburying of described rubber all adopts prior art.
Embodiment 1
A kind of mixed adhesive, by methylene radical donor, methylene receptor and N, N '-penylene bismaleimides three kinds of component compositions, its weight proportion is 2:2:0.3.
Its methylene donor is selected from vulkacit H; Methylene receptor is selected from Resorcinol.
Embodiment 2
A kind of mixed adhesive, by methylene radical donor, methylene receptor and N, N '-penylene bismaleimides three kinds of component compositions, its weight proportion is 3:3:0.5.
Its methylene donor is selected from vulkacit H; Methylene receptor is selected from RS(Resorcinol and a stearic acid).
Embodiment 3
A kind of mixed adhesive, by methylene radical donor, methylene receptor and N, N '-penylene bismaleimides three kinds of component compositions, its weight proportion is 2.5:2.2:0.7.
Its methylene donor is selected from hexamethoxy methyl cyanuramide, and methylene receptor is selected from RE(Resorcinol and acetaldehyde precondensation resin).
Embodiment 4-6
With natural rubber and styrene-butadiene rubber(SBR) for base-material, the component concentration (weight part) of its each composition is listed in table 1.Adopt following working method to carry out processing and test bond strength (listing in table 2):
(1) rubber unvulcanizate working method I is:
Adopt conventional mill, by the basic recipe consumption in table 1, first rubber is plasticated 3 minutes at double roll mill, then the methylene receptor in zinc oxide, stearic acid, tackiness agent, vulcanization accelerator, anti-aging agent, strengthening agent are added successively mixing evenly after, finally add the methylene radical donor in tackiness agent and N, N '-penylene bismaleimides, vulcanizing agent, bottom sheet after mixing even thin-pass, parks after 6-8 hour and can carry out sulfuration.
Working method II is:
First the methylene receptor in rubber, stearic acid, zinc oxide, anti-aging agent, strengthening agent, vulcanization accelerator, tackiness agent is added Banbury mixer, to be mixed evenly after add rubber internal mixing again, banburying starting temperature 70-80 DEG C, rotating speed 25-40r/min, binder removal after time 10-20min, dump temperature 90-130 DEG C; After Banbury mixer binder removal, double roll mill adding the methylene radical donor in tackiness agent and N, N '-penylene bismaleimides, vulcanization aid and a vulcanizing agent obtain rubber unvulcanizate.
(2) sulfuration adhesion
Formula in table 1 according to method I or method II mixing after, room temperature is placed and is flooded aramid cord with routine after 16 hours and carry out sulfuration adhesion.Aramid cord formation layer of fibers arranged in parallel, respectively cover rubber unvulcanizate after 2cm up and down, vulcanizing press carries out sulfuration, and cure conditions is 150 DEG C × 30min, sulfide stress 10MPa.Then Test coverage glue and fibrolaminar peeling force and binding efficiency.
Table 1 test recipe
The bonding situation of table 2 aramid fiber and rubber
Can be found out by table 2 data, when other proportionings of filling a prescription are constant, N, N ' change an of-penylene bismaleimides consumption, peeling force obviously increases, and binding efficiency brings up to 100% by 32%.Absolutely prove that rubber combination and the aramid fiber of the mixed adhesive that this patent provides and this tackiness agent of application have good bond properties.
Claims (5)
1. a mixed adhesive, is characterized in that: by methylene radical donor, methylene receptor and N, N '-penylene bismaleimides three kinds of component compositions, its weight proportion is 2 ~ 3:2 ~ 3:0.3 ~ 0.7;
Its methylene donor is selected from the one in vulkacit H, hexamethoxy methyl cyanuramide, 2-nitro-2-methyl isophthalic acid-propyl alcohol;
Described methylene receptor is selected from Resorcinol, the one in RS, RE.
2. application rights requires the rubber combination of tackiness agent described in 1, its main ingredient by weight:
Wherein, described rubber is selected from natural rubber or polyisoprene or styrene-butadiene rubber(SBR) or divinyl rubber or its mixture;
Described tackiness agent, by methylene radical donor, methylene receptor and N, N '-penylene bismaleimides three kinds of component compositions, its weight proportion is 2 ~ 3:2 ~ 3:0.3 ~ 0.7;
Its methylene donor is selected from the one in vulkacit H, hexamethoxy methyl cyanuramide, 2-nitro-2-methyl isophthalic acid-propyl alcohol;
Described methylene receptor is selected from Resorcinol, the one in RS, RE.
3. composition according to claim 2, is characterized in that:
Described vulcanizing agent is selected from sulphur class vulcanizing agent or peroxide-based curing dose or its mixture;
Wherein said sulphur class vulcanizing agent is selected from sulphur, the vulcanization accelerator of its correspondence be selected from in thiazoles, sulfenamide, thiurams one or more;
Described peroxide vulcanizing agent is selected from dicumyl peroxide or dual-tert-butyl cumene hydroperoxide; Vulcanization accelerator corresponding to it is iso-cyanuric acid triallyl ester.
4. composition according to claim 2, is characterized in that:
Described strengthening agent is furnace treated black or thermally oxidized black or its mixture;
Described anti-aging agent is antioxidant MB and antioxidant D or anti-aging agent RD or its mixture.
5. prepare the method for rubber combination described in claim 2, concrete steps are as follows:
First rubber is plasticated 3 minutes at double roll mill, then the methylene receptor in zinc oxide, stearic acid, tackiness agent, vulcanization accelerator, anti-aging agent, strengthening agent are added successively mixing evenly after, finally add the methylene radical donor in tackiness agent and N, N '-penylene bismaleimides, vulcanizing agent, obtained rubber unvulcanizate.
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| CN103214982B (en) * | 2013-05-22 | 2015-11-18 | 天津市橡胶工业研究所 | A kind of natural rubber adhesive plaster splicing Heat vulcanization adhesive and preparation method |
| CN104497325A (en) * | 2014-10-21 | 2015-04-08 | 北京化工大学 | Method for improving adhesiveness between rubber and fiber fabrics |
| CN105081988B (en) * | 2014-12-19 | 2017-06-13 | 安徽格太信控科技有限公司 | Rubber, resin compounded abrasive wheel bonding agent and preparation method thereof |
| CN106433514B (en) * | 2015-08-10 | 2019-03-29 | 招远市鹏泰轮胎翻新有限公司 | A kind of rubber cement and preparation method thereof |
| CN105440364A (en) * | 2015-12-09 | 2016-03-30 | 白银有色集团股份有限公司 | Anti-oxidation natural butadiene styrene insulating material taking HVA-2 as vulcanizing agent |
| CN112048261B (en) * | 2020-09-04 | 2021-10-01 | 青岛三祥科技股份有限公司 | Mucilage composition and preparation method thereof |
| CN112377687A (en) * | 2020-11-30 | 2021-02-19 | 安徽恒荣高分子科技有限公司 | Shaped fuel oil rubber pipe and processing method thereof |
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|---|---|---|---|---|
| RO121779B1 (en) * | 2002-10-29 | 2008-04-30 | Institutul Naţional De Cercetare-Dezvoltare Pentru Energie-Icemenerg | Adhesive system based on natural and butadiene-styrene elastomer |
| CN101235166A (en) * | 2008-01-04 | 2008-08-06 | 华奇（张家港）化工有限公司 | Resorcin phenolic resin modified rubber composition |
| CN101311204A (en) * | 2007-05-25 | 2008-11-26 | 上海橡胶制品研究所 | Process for adhering rubber material to metal in sulfuration process |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RO121779B1 (en) * | 2002-10-29 | 2008-04-30 | Institutul Naţional De Cercetare-Dezvoltare Pentru Energie-Icemenerg | Adhesive system based on natural and butadiene-styrene elastomer |
| CN101311204A (en) * | 2007-05-25 | 2008-11-26 | 上海橡胶制品研究所 | Process for adhering rubber material to metal in sulfuration process |
| CN101235166A (en) * | 2008-01-04 | 2008-08-06 | 华奇（张家港）化工有限公司 | Resorcin phenolic resin modified rubber composition |
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