CN104530837A - Preparation method of epoxidized solution polymerized styrene-butadiene rubber coating - Google Patents
Preparation method of epoxidized solution polymerized styrene-butadiene rubber coating Download PDFInfo
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- CN104530837A CN104530837A CN201410804726.0A CN201410804726A CN104530837A CN 104530837 A CN104530837 A CN 104530837A CN 201410804726 A CN201410804726 A CN 201410804726A CN 104530837 A CN104530837 A CN 104530837A
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- butadiene styrene
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D115/00—Coating compositions based on rubber derivatives
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/04—Oxidation
- C08C19/06—Epoxidation
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2237—Oxides; Hydroxides of metals of titanium
- C08K2003/2241—Titanium dioxide
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Abstract
The invention discloses a preparation method of an epoxidized solution polymerized styrene-butadiene rubber coating. The preparation method comprises the following steps: carrying out epoxidizing modification on solution polymerized styrene-butadiene rubber by virtue of H2O2 and HCOOH peracid system to prepare an epoxidized solution polymerized styrene-butadiene rubber, dissolving the synthesised epoxidized solution polymerized styrene-butadiene rubber in a certain amount of solvent, placing the mixed solvent in a sand mill together with pigments and fillers, an antiager and the like, and grinding and dispersing, discharging when the fineness reaches 20mu m to obtain the component A of the epoxidized solution polymerized styrene-butadiene rubber coating, dissolving polyamide resin in a certain amount of a solvent, adding a curer and a curing accelerator, placing in the sand mill for grinding and dispersing, discharging when the fineness reaches 20mu m to obtain the component B of the epoxidized solution polymerized styrene-butadiene rubber coating, mixing the component A and the component B of the epoxidized solution polymerized styrene-butadiene rubber coating, uniformly stirring and ageing, and then coating a plate with the epoxidized solution polymerized styrene-butadiene rubber coating, so that the performances of the coating can be detected.
Description
Technical field
The present invention relates to a kind of preparation method of epoxidation solution polymerized butadiene styrene rubber coating, belong to polymer chemistry and polymer coating and technical field of compositions thereof.
Background technology
Solution polymerized butadiene styrene rubber (SSBR) good combination property, use properties are superior, epoxide group is introduced in SSBR, SSBR polarity of chain can be increased, strengthen the interaction force between filler, improve the consistency of SSBR rubber matrix and strengthening agent, the introducing of epoxide group, drastically increases the sticking power of solution polymerized butadiene styrene rubber to base material simultaneously.Epoxide group has stronger reactive behavior, and the further modification for SSBR provides conveniently, can provide solution polymerized butadiene styrene rubber coating ambient cure response characteristic.Solution polymerized butadiene styrene rubber process for epoxidation mainly contains: cross acid system, superoxide method and ketone peroxide method, these methods respectively have its relative merits.With H
2o
2with the acid system excessively that HCOOH is representative, reaction conditions is gentle, and by product is water, and environmental pollution is little, is one of epoxidised prefered method.
Invention CN201410508989 discloses a kind of high adhesive force stamping enamel, its raw material comprises by weight: acrylic resin 80-83 part, ABS resin 23-26 part, ketone resin KR-12015-18 part, lignin fibre 4-5 part, sodium stearate 3.2-3.6 part, Sodium hexametaphosphate 99 6.5-7 part, titanate coupling agent 1.8-2.1 part, nano titanium oxide 9-12 part, organobentonite 4-5 part, Nano sepiolite powder 14-17 part, talcum powder 25-28 part, diphenyl phosphoester 6-9 part, polyphosphoric acid amine 12-15 part, nano-sized magnesium hydroxide 28-31 part, toughner 5.2-5.6 part, solidifying agent 1.2-1.5 part, defoamer 1.5-1.8 part, advection agent 1.6-1.9 part, mould inhibitor 1-1.3 part, pigment 2.2-2.5 part, solvent 65-70 part.
There is the problem of the coating system instability that epoxy resin and rubber compatibility difference cause in above technology.
Summary of the invention
The object of this invention is to provide a kind of preparation method of epoxidation solution polymerized butadiene styrene rubber coating.
The present invention is the preparation method of epoxidation solution polymerized butadiene styrene rubber coating, the steps include:
(1) preparation of epoxidation solution polymerized butadiene styrene rubber:
In the container that agitator, reflux exchanger, thermometer and constant pressure funnel are housed, add the solution polymerized butadiene styrene rubber of formula ratio, pentamethylene or toluene, stirred at ambient temperature, treats that solution polymerized butadiene styrene rubber dissolves post-heating completely to temperature of reaction, adds the formic acid of formula ratio, the hydrogen peroxide of formula ratio is dripped by the speed of 1ml/min, control certain temperature of reaction, after question response terminates, with distilled water, epoxidation solution polymerized butadiene styrene rubber is washed till neutrality, when pentamethylene is solvent, at 70 DEG C, boil off pentamethylene; When toluene is solvent, go out epoxidation solution polymerized butylbenzene with alcohol settling, be placed in vacuum drying oven under room temperature and be dried to constant weight, epoxidation solution polymerized butadiene styrene rubber can be obtained;
(2) preparation of epoxidation solution polymerized butadiene styrene rubber coating:
The epoxidation styrene-butadiene rubber(SBR) of synthesis is dissolved in the solvent of formula ratio, be equipped with color stuffing, anti-aging agent etc. are placed in sand mill grinding distribution, treat that fineness reaches 20 μm of dischargings and can obtain epoxidation solution polymerized butadiene styrene rubber coating component A, polyamide resin is dissolved in the solvent of formula ratio, add solidifying agent and curing catalyst, be placed in sand mill grinding distribution, treat that fineness reaches 20 μm of dischargings and can obtain epoxidation solution polymerized butadiene styrene rubber coating B component, by epoxidation solution polymerized butadiene styrene rubber coating A, B component mixes in the ratio of formula ratio, stir, after slaking, coated plate solidification can detect coating property.
The present invention prepares epoxidation solution polymerized butadiene styrene rubber coating because introducing epoxy group(ing) on solution polymerized butylbenzene molecular chain; the problem of the coating system instability that epoxy resin and rubber compatibility difference cause can be solved; reduce a large amount of coupling agent consumption to the impact of material property; epoxidation solution polymerized butadiene styrene rubber coating not only can play the effect of protection beautifying and decorating to base material; the distinctive snappiness of rubber can guarantee that protection matrix has certain buffering in collision process simultaneously, reduces the shock action to matrix.
Embodiment
The object of the invention is to prepare a kind of epoxidation solution polymerized butadiene styrene rubber coating, adopts H
2o
2cross acid system with HCOOH to carry out epoxidation modification to solution polymerized butadiene styrene rubber and obtain epoxidation solution polymerized butadiene styrene rubber, the epoxidation styrene-butadiene rubber(SBR) of synthesis is dissolved in the solvent of formula ratio, be equipped with color stuffing, anti-aging agent etc. are placed in sand mill grinding distribution, treat that fineness reaches 20 μm of dischargings and can obtain epoxidation solution polymerized butadiene styrene rubber coating component A, polyamide resin is dissolved in the solvent of formula ratio, add solidifying agent and curing catalyst, be placed in sand mill grinding distribution, treat that fineness reaches 20 μm of dischargings and can obtain epoxidation solution polymerized butadiene styrene rubber coating B component, by epoxidation solution polymerized butadiene styrene rubber coating A, B component mixes by a certain percentage, stir, after slaking, coated plate solidification can detect coating property.
The preparation of epoxidation solution polymerized butadiene styrene rubber, syntheti c route is as follows:
（a）
（b）
The present invention realizes by following measure:
In the container with agitator, reflux exchanger, thermometer and constant pressure funnel, add SSBR and the organic solvent (pentamethylene or toluene) of formula ratio, stirred at ambient temperature, treat that SSBR dissolves post-heating completely to temperature of reaction, add the formic acid of formula ratio, the hydrogen peroxide of formula ratio is dripped by the speed of 1ml/min, control temperature of reaction, after question response terminates, with distilled water, epoxidation solution polymerized butadiene styrene rubber (ESSBR) is washed till neutrality, when pentamethylene is solvent, at 70 DEG C, boil off pentamethylene; When toluene is solvent, go out ESSBR with alcohol settling, be placed in vacuum drying oven under room temperature and be dried to constant weight.The epoxidation styrene-butadiene rubber(SBR) of synthesis is dissolved in the solvent of formula ratio, be equipped with color stuffing, anti-aging agent etc. are placed in sand mill grinding distribution, treat that fineness reaches 20 μm of dischargings and can obtain epoxidation solution polymerized butadiene styrene rubber coating component A, polyamide resin is dissolved in the solvent of formula ratio, add solidifying agent and curing catalyst, be placed in sand mill grinding distribution, treat that fineness reaches 20 μm of dischargings and can obtain epoxidation solution polymerized butadiene styrene rubber coating B component, by epoxidation solution polymerized butadiene styrene rubber coating A, B component mixes by a certain percentage, stir, after slaking, coated plate solidification can detect coating property.
Wherein the consumption of synthesizing epoxy solution polymerized butadiene styrene rubber solvent for use pentamethylene or toluene is 6 ~ 12 times of solution polymerized butadiene styrene rubber quality, and polyamide resin used is polyamide 6 50; The consumption of formic acid is 0.5 ~ 1.5 times of the amount of substance of carbon-carbon double bond; The consumption of hydrogen peroxide is 0.5 ~ 1.5 times of the amount of substance of carbon-carbon double bond; Temperature of reaction is 40 ~ 70 DEG C, and the reaction times controls at 2 ~ 5h.In dope preparing process, solvent for use is pimelinketone, and its consumption is respectively 1 ~ 2 times of epoxidation solution polymerized butadiene styrene rubber and polyamide resin quality; Pigment used is Rutile type Titanium Dioxide, and its consumption is 1/20 ~ 1/15 of epoxidation solution polymerized butadiene styrene rubber quality; Filler is light calcium carbonate, talcum powder, organobentonite, and its total consumption is 1/10 ~ 1/5 of epoxidation solution polymerized butadiene styrene rubber quality; And light calcium carbonate, talcum powder, organobentonite consumption mass ratio are 2 ~ 3:3 ~ 2:1; Anti-aging agent used is 2 mercapto benzimidazole or 2,2,4-trimethylammonium-1,2-dihyaroquinoline polymer, and its consumption is 1/100 of epoxidation solution polymerized butadiene styrene rubber; Solidifying agent used and curing catalyst are respectively tetramethyl-thiuram disulfide, MBT, and its consumption is respectively 1/100 and 5/1000 of polyamide resin; 8 ~ 10:1 the mixing in mass ratio of epoxidation solution polymerized butadiene styrene rubber coating A, B component.
Be below embodiments of the invention, but the present invention is not limited in the following example.
Embodiment 1:
6.034gSSBR and 85.0ml toluene is added in the container with the 500ml of agitator, reflux exchanger, thermometer and constant pressure funnel, stirred at ambient temperature, treat that SSBR dissolves post-heating completely to 50 DEG C, add 3.21ml formic acid, drip 7.64ml hydrogen peroxide by the speed of 1ml/min, react 2 hours at 50 DEG C, with distilled water, ESSBR is washed till neutrality, go out ESSBR with alcohol settling, be placed in vacuum drying oven and be dried to constant weight under room temperature, recording epoxy content after drying is 32.68%.
Embodiment 2:
120.0gSSBR and 1440ml pentamethylene is added in the container with the 2000ml of agitator, reflux exchanger, thermometer and constant pressure funnel, stirred at ambient temperature, treat that SSBR dissolves post-heating completely to 40 DEG C, add 63.8ml formic acid, drip 76.0ml hydrogen peroxide by the speed of 3ml/min, react 2 hours at 40 DEG C, with distilled water, ESSBR is washed till neutrality, boil off pentamethylene at 70 DEG C, be placed in vacuum drying oven and be dried to constant weight under room temperature, recording epoxy content after drying is 14.73%.
Embodiment 3:
100g epoxidation styrene-butadiene rubber(SBR) is dissolved in 150g pimelinketone, add 6g Rutile type Titanium Dioxide, 6g light calcium carbonate, 6g talcum powder, 3g organobentonite, 1g2-mercaptobenzimidazole etc. is placed in sand mill grinding distribution, treats that fineness reaches 20 μm of dischargings and can obtain epoxidation solution polymerized butadiene styrene rubber coating component A.
50g polyamide 6 50 resin is dissolved in 100g pimelinketone, adds 0.5g tetramethyl-thiuram disulfide, 0.25g2-mercapto alcohol radical benzothiazole, be placed in sand mill grinding distribution, treat that fineness reaches 20 μm of dischargings and can obtain epoxidation solution polymerized butadiene styrene rubber coating B component.By the 8:1 mixing in mass ratio of epoxidation solution polymerized butadiene styrene rubber coating A, B component, stir, after slaking coated plate solidification can detect coating property.
Claims (10)
1. the preparation of epoxidation solution polymerized butadiene styrene rubber coating, is characterized in that, concrete preparation process is as follows:
(1) preparation of epoxidation solution polymerized butadiene styrene rubber:
In the container that agitator, reflux exchanger, thermometer and constant pressure funnel are housed, add the solution polymerized butadiene styrene rubber of formula ratio, pentamethylene or toluene, stirred at ambient temperature, treats that solution polymerized butadiene styrene rubber dissolves post-heating completely to temperature of reaction, adds the formic acid of formula ratio, the hydrogen peroxide of formula ratio is dripped by the speed of 1ml/min, control certain temperature of reaction, after question response terminates, with distilled water, epoxidation solution polymerized butadiene styrene rubber is washed till neutrality, when pentamethylene is solvent, at 70 DEG C, boil off pentamethylene; When toluene is solvent, go out epoxidation solution polymerized butylbenzene with alcohol settling, be placed in vacuum drying oven under room temperature and be dried to constant weight, epoxidation solution polymerized butadiene styrene rubber can be obtained;
(2) preparation of epoxidation solution polymerized butadiene styrene rubber coating:
The epoxidation styrene-butadiene rubber(SBR) of synthesis is dissolved in the solvent of formula ratio, be equipped with color stuffing, anti-aging agent etc. are placed in sand mill grinding distribution, treat that fineness reaches 20 μm of dischargings and can obtain epoxidation solution polymerized butadiene styrene rubber coating component A, polyamide resin is dissolved in the solvent of formula ratio, add solidifying agent and curing catalyst, be placed in sand mill grinding distribution, treat that fineness reaches 20 μm of dischargings and can obtain epoxidation solution polymerized butadiene styrene rubber coating B component, by epoxidation solution polymerized butadiene styrene rubber coating A, B component mixes in the ratio of formula ratio, stir, after slaking, coated plate solidification can detect coating property.
2. the preparation method of epoxidation solution polymerized butadiene styrene rubber coating according to claim 1, the consumption that it is characterized by step (1) solvent for use pentamethylene or toluene is 6 ~ 12 times of solution polymerized butadiene styrene rubber quality, and step (2) polyamide resin used is polyamide 6 50.
3. the preparation method of epoxidation solution polymerized butadiene styrene rubber coating according to claim 1, is characterized by: the consumption of formic acid is 0.5 ~ 1.5 times of the amount of substance of carbon-carbon double bond; The consumption of hydrogen peroxide is 0.5 ~ 1.5 times of the amount of substance of carbon-carbon double bond.
4. the preparation method of epoxidation solution polymerized butadiene styrene rubber coating according to claim 1, is characterized by: temperature of reaction is 40 ~ 70 DEG C.
5. the preparation method of epoxidation solution polymerized butadiene styrene rubber coating according to claim 1, is characterized by: the reaction times controls at 2 ~ 5h.
6. the preparation method of epoxidation solution polymerized butadiene styrene rubber coating according to claim 1, it is characterized by: step (2) solvent for use is pimelinketone, its consumption is respectively 1 ~ 2 times of epoxidation solution polymerized butadiene styrene rubber and polyamide resin quality.
7. the preparation method of epoxidation solution polymerized butadiene styrene rubber coating according to claim 1, is characterized by: pigment used is Rutile type Titanium Dioxide, and its consumption is 1/20 ~ 1/15 of epoxidation solution polymerized butadiene styrene rubber quality; Filler is light calcium carbonate, talcum powder, organobentonite, and its total consumption is 1/10 ~ 1/5 of epoxidation solution polymerized butadiene styrene rubber quality; And light calcium carbonate, talcum powder, organobentonite consumption mass ratio are 2 ~ 3:3 ~ 2:1.
8. the preparation method of epoxidation solution polymerized butadiene styrene rubber coating according to claim 1, it is characterized by: anti-aging agent used is 2 mercapto benzimidazole or 2,2,4-trimethylammonium-1,2-dihyaroquinoline polymer, its consumption is 1/100 of epoxidation solution polymerized butadiene styrene rubber.
9. the preparation method of epoxidation solution polymerized butadiene styrene rubber coating according to claim 1, it is characterized by: solidifying agent used and curing catalyst are respectively tetramethyl-thiuram disulfide, MBT, its consumption is respectively 1/100 and 5/1000 of polyamide resin.
10. the preparation method of epoxidation solution polymerized butadiene styrene rubber coating according to claim 1, is characterized by: the 8 ~ 10:1 mixing in mass ratio of epoxidation solution polymerized butadiene styrene rubber coating A, B component.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116285686A (en) * | 2023-03-03 | 2023-06-23 | 广东吉美帮新材料有限公司 | High-solid-content non-cured rubber asphalt waterproof coating and preparation method thereof |
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| CN103788432A (en) * | 2012-11-01 | 2014-05-14 | 中国石油化工股份有限公司 | Rubber composition and vulcanized rubber and preparation method thereof and application of vulcanized rubber |
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| CN103804602A (en) * | 2012-11-07 | 2014-05-21 | 中国石油化工股份有限公司 | Solution polymerized butadiene-styrene random copolymer, preparation method thereof, and applications of composite conditioning agent |
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Patent Citations (5)
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| JP2007169558A (en) * | 2005-12-26 | 2007-07-05 | Sumitomo Rubber Ind Ltd | Rubber composition and pneumatic tire using the same |
| EP2733171A1 (en) * | 2011-07-22 | 2014-05-21 | Sumitomo Rubber Industries, Ltd. | Rubber composition for tread, and pneumatic tire |
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| CN103804602A (en) * | 2012-11-07 | 2014-05-21 | 中国石油化工股份有限公司 | Solution polymerized butadiene-styrene random copolymer, preparation method thereof, and applications of composite conditioning agent |
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Cited By (1)
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| CN116285686A (en) * | 2023-03-03 | 2023-06-23 | 广东吉美帮新材料有限公司 | High-solid-content non-cured rubber asphalt waterproof coating and preparation method thereof |
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