CN1247202A - Process for modifying butadiene-styrene rubber - Google Patents
Process for modifying butadiene-styrene rubber Download PDFInfo
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- CN1247202A CN1247202A CN 99117104 CN99117104A CN1247202A CN 1247202 A CN1247202 A CN 1247202A CN 99117104 CN99117104 CN 99117104 CN 99117104 A CN99117104 A CN 99117104A CN 1247202 A CN1247202 A CN 1247202A
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- agent
- styrene
- acid
- sbr
- modifying
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- 238000000034 method Methods 0.000 title claims abstract description 12
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 title abstract description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 19
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- 230000001737 promoting effect Effects 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 4
- 150000002513 isocyanates Chemical class 0.000 claims description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 4
- 150000008065 acid anhydrides Chemical class 0.000 claims description 3
- 150000002632 lipids Chemical class 0.000 claims description 3
- 229910044991 metal oxide Inorganic materials 0.000 claims description 3
- 150000004706 metal oxides Chemical group 0.000 claims description 3
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical group [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 claims description 3
- 150000003557 thiazoles Chemical class 0.000 claims description 3
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 claims description 3
- 229960002447 thiram Drugs 0.000 claims description 3
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 claims description 2
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-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
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 2
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- UPIWXMRIPODGLE-UHFFFAOYSA-N butyl benzenecarboperoxoate Chemical group CCCCOOC(=O)C1=CC=CC=C1 UPIWXMRIPODGLE-UHFFFAOYSA-N 0.000 claims description 2
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical group CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims description 2
- 150000004659 dithiocarbamates Chemical class 0.000 claims description 2
- 229940095064 tartrate Drugs 0.000 claims description 2
- 150000002357 guanidines Chemical class 0.000 claims 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 claims 1
- -1 aldehyde amines Chemical class 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 claims 1
- 239000012990 dithiocarbamate Substances 0.000 claims 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical class CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 claims 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 238000005987 sulfurization reaction Methods 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000006158 tetracarboxylic acid group Chemical group 0.000 claims 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims 1
- 230000032683 aging Effects 0.000 abstract description 6
- 229920001971 elastomer Polymers 0.000 abstract description 6
- 239000000806 elastomer Substances 0.000 abstract description 5
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 10
- 235000021355 Stearic acid Nutrition 0.000 description 5
- 239000005864 Sulphur Substances 0.000 description 5
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 5
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 5
- 239000008117 stearic acid Substances 0.000 description 5
- 238000004073 vulcanization Methods 0.000 description 5
- 239000011787 zinc oxide Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000002174 Styrene-butadiene Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- 230000003679 aging effect Effects 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 230000002787 reinforcement Effects 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229960001866 silicon dioxide Drugs 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 description 1
- LSEGDMYKXHVBGV-UHFFFAOYSA-N 1-butylperoxybutane;1,1,3-trimethylcyclohexane Chemical group CC1CCCC(C)(C)C1.CCCCOOCCCC LSEGDMYKXHVBGV-UHFFFAOYSA-N 0.000 description 1
- JFISFZKKYWLPPP-UHFFFAOYSA-N 4-sulfanyl-3h-1,3-benzothiazole-2-thione Chemical compound C1=CC=C2SC(S)=NC2=C1S JFISFZKKYWLPPP-UHFFFAOYSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- AFZSMODLJJCVPP-UHFFFAOYSA-N dibenzothiazol-2-yl disulfide Chemical compound C1=CC=C2SC(SSC=3SC4=CC=CC=C4N=3)=NC2=C1 AFZSMODLJJCVPP-UHFFFAOYSA-N 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000004031 fumaroyl group Chemical group C(\C=C\C(=O)*)(=O)* 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- DEQZTKGFXNUBJL-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine Chemical compound C1CCCCC1NSC1=NC2=CC=CC=C2S1 DEQZTKGFXNUBJL-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- KMNUDJAXRXUZQS-UHFFFAOYSA-L zinc;n-ethyl-n-phenylcarbamodithioate Chemical compound [Zn+2].CCN(C([S-])=S)C1=CC=CC=C1.CCN(C([S-])=S)C1=CC=CC=C1 KMNUDJAXRXUZQS-UHFFFAOYSA-L 0.000 description 1
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- Compositions Of Macromolecular Compounds (AREA)
Abstract
A process for modifying butadiene-styrene rubber features use of a low-molecular organic compound to improve the butadiene-styrene rubber, resulting in a modified elastomer with semi-transparency. Its advantages are better mechanical performance, high tension strength increased by 3 times, improved hot air ageing resistance, and simple preparing process.
Description
The invention belongs to the chemical modification of styrene-butadiene rubber(SBR).
General pure styrene-butadiene rubber(SBR) mechanical property is relatively poor, and effectively reinforcing filler is a carbon black, because color is darker, has limited the purposes of goods.Generally can add silicon-dioxide, potter's clay etc. in order to make light goods, but reinforcing effect is little, adding too much silicon-dioxide and potter's clay can influence physical properties of articles again.Once the someone adopted other polymkeric substance and styrene-butadiene rubber(SBR) and used its reinforcement, for example use staple fiber reinforcement SBR (D.K.Setua, " K.G.K. ", 1984, Vol37), the tensile strength of paralled system improves, but undesirable, and hardness is big, elongation low (30%); With PE modified SBR (Zhu Yujun etc., " specialty elastomer goods ", 1985, Vol6), the paralled system tensile strength improves, but gained and big with the elastomerics tension set, elongation at break is lower, and the processing temperature height, complex process.Adopt high styrene resin modification SBR (assorted Gottlob Walz etc. in addition, " also using of rubber and plastics and synthetic resins ", petroleum industry press, 1976) gained mechanics of elastic bodies performance still can, but also with elastomerics hardness height, tension set is big, and processing temperature is also higher, and high styrene resin costs an arm and a leg, and cost can't reach a standard.
Purpose of the present invention is by adding a spot of chemical substance modified styrene butadiene rubber.This class material is very common.Use this chemical can effectively improve elastomeric physical and mechanical properties and heat aging property.
The invention process step comprises: in 100 parts of (weight) styrene-butadiene rubber(SBR), add 0.1～80 part of properties-correcting agent, and 0.2～50 part of main linking agent, 0.1～20 part of 0.1～50 part of promotor and promoting agent were 90 ℃～200 ℃ following press vulcanizations 2～200 minutes.Used properties-correcting agent is acid anhydrides or isocyanates, as Succinic anhydried, or MALEIC ANHYDRIDE, or tartrate, or oxysuccinic acid, or toxilic acid, or Tetra Hydro Phthalic Anhydride, or hexahydrophthalic anhydride, or triallyl isocyanate.Used main linking agent is sulphur or superoxide, as benzoyl peroxide, and tertiary butyl benzoyl peroxide, dicumyl peroxide, di-tert-butyl peroxide, 1,1-tertiary butyl peroxide-3,3,5 trimethyl-cyclohexanes etc.Used promotor is sulfenamide, thiurams, the dialkyl dithiocarbamate class, thiazoles and guanidine acclerators, as N cyclohexyl 2 benzothiazole sulfenamide (CZ), dibenzothiazyl disulfide (DM), dimercapto benzothiazole (M), tetramethyl-thiuram disulfide (TMTD), zinc-ethylphenyl dithiocarbamate (PX), vulkacit D (D) etc.Used promoting agent is metal oxide and lipid acid, as zinc oxide and stearic acid.Characteristics of the invention process be adopt the common course of processing both can, do not need special processing units.Elastomerics improves network structure under the effect of properties-correcting agent, thereby improves elastomeric mechanical property and resistance toheat.
Modified styrene butadiene rubber tensile strength provided by the invention than modification prerequisite Senior Three doubly more than, heat-resistant air aging property also increases, cost is close with pure styrene-butadiene rubber(SBR).
Embodiment 1
In 100 gram styrene-butadiene rubber(SBR) (styrene content 23.5%), add zinc oxide 3 grams, stearic acid 1 gram, accelerant CZ 1.2 grams, sulphur 1.8 grams are put into the mould press vulcanization, pressure 15MPa, 150 ℃ of temperature, 9 minutes time behind the thorough mixing.Gained styrene-butadiene rubber(SBR) elastomerics tensile strength 2.2MPa, elongation at break 780%, hardness 40 degree (Shao A), setafter break 19%.70 ℃ of hot air aging 24hr back draft intensity 1.7MPa, elongation at break 340%, setafter break 2%.Embodiment 2
In 100 gram styrene-butadiene rubber(SBR) (styrene content 23.5%), add zinc oxide 3 grams, stearic acid 1 gram, accelerant CZ 1.2 grams, sulphur 1.8 grams, maleic anhydride 4 grams are put into the mould press vulcanization, pressure 15MPa, 150 ℃ of temperature, 45 minutes time behind the thorough mixing.Gained modified elastomer tensile strength 8MPa, elongation at break 880%, setafter break 17%, hardness 40 degree (Shao A).100 ℃ of hot air aging 24hr back draft intensity 6.6MPa, elongation at break 480%, setafter break 6%.70 ℃ of hot air aging 24hr back draft intensity 8MPa, elongation at break 580%, setafter break 8%.70 ℃ of hot air aging 72hr back draft intensity 6.6MPa, elongation at break 550%, setafter break 8%.Embodiment 3
In 100 gram styrene-butadiene rubber(SBR) (styrene content 23.5%), add zinc oxide 3 grams, stearic acid 1 gram, accelerant CZ 1.2 grams, sulphur 1.8 grams, fumaroyl 4 grams are put into the mould press vulcanization behind the thorough mixing, pressure 15MPa, 150 ℃ of temperature, 30 minutes time.Gained modified elastomer tensile strength 5.5MPa, elongation at break 1240%, setafter break 48%, hardness 33 degree (Shao A).70 ℃ of hot air aging 24hr back draft intensity 5.2MPa, elongation at break 980%, setafter break 32%.Embodiment 4
In 100 gram styrene-butadiene rubber(SBR) (styrene content 23.5%), add zinc oxide 3 grams, stearic acid 1 gram, accelerant CZ 1.2 grams, sulphur 1.8 grams, maleic anhydride 2 grams are put into the mould press vulcanization, pressure 15MPa, 150 ℃ of temperature, 21 minutes time behind the thorough mixing.Gained modified elastomer tensile strength 6.7MPa, elongation at break 1240%, setafter break 64%, hardness 40 degree (Shao A).
Claims (5)
1. one and the method for modifying of styrene-butadiene rubber(SBR), in styrene-butadiene rubber(SBR), add linking agent, promotor, promoting agent in 90-200 ℃ of sulfuration 2-200 minute, is characterized in that adding in the prescription properties-correcting agent acid anhydrides, polycarboxylic acid or isocyanates, the concrete prescription composition of representing with weight comprises:
Styrene-butadiene rubber(SBR) 100
Properties-correcting agent 0.1-80
Promotor 0.1-50
Linking agent 0.2-50
Promoting agent 0.1-20 wherein properties-correcting agent is an acid anhydrides, polycarboxylic acid or isocyanates, linking agent is Sulfur or superoxide, promotor is sulfenamide, thiuram, the dialkyl dithiocarbamate class, thiazoles or guanidine class, promoting agent is metal oxide or lipid acid.
2. according to the method for modifying described in the claim 1, it is characterized in that described properties-correcting agent is Succinic anhydried, MALEIC ANHYDRIDE, Tetra Hydro Phthalic Anhydride, hexahydrophthalic anhydride, pyromellitic acid dianhydride encircles penta tetracarboxylic dianhydride, 2, the 4-tolylene diisocyanate, tolylene diisocyanate, tartrate, oxysuccinic acid.
3. according to the method for modifying described in the claim 1, it is characterized in that described linking agent is a dicumyl peroxide, benzoyl peroxide, tertiary butyl benzoyl peroxide, di-tert-butyl peroxide, 1,1-di-tert-butyl peroxide-3,3,5-trimethyl-cyclohexane.
4. according to the method described in the claim 1, it is characterized in that described promotor is sulfenamide, thiurams, dithiocarbamate(s), thiazoles, guanidine class, xanthate salt, aldehyde amines, Thiourea, amine, or mixed type.
5. according to the method for modifying described in the claim 1, it is characterized in that described promoting agent is metal oxide and lipid acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 99117104 CN1247202A (en) | 1999-09-21 | 1999-09-21 | Process for modifying butadiene-styrene rubber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 99117104 CN1247202A (en) | 1999-09-21 | 1999-09-21 | Process for modifying butadiene-styrene rubber |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1247202A true CN1247202A (en) | 2000-03-15 |
Family
ID=5279750
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 99117104 Pending CN1247202A (en) | 1999-09-21 | 1999-09-21 | Process for modifying butadiene-styrene rubber |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1247202A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101914227A (en) * | 2010-09-21 | 2010-12-15 | 际华三五三七制鞋有限责任公司 | Formula and preparation method of extinction type shoe rubber |
| CN104987558A (en) * | 2015-07-28 | 2015-10-21 | 太仓市晨洲塑业有限公司 | Modified butadiene styrene rubber |
| CN107216659A (en) * | 2017-06-17 | 2017-09-29 | 常州市玉宇化工有限公司 | A kind of preparation method of reclaimed rubber |
-
1999
- 1999-09-21 CN CN 99117104 patent/CN1247202A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101914227A (en) * | 2010-09-21 | 2010-12-15 | 际华三五三七制鞋有限责任公司 | Formula and preparation method of extinction type shoe rubber |
| CN104987558A (en) * | 2015-07-28 | 2015-10-21 | 太仓市晨洲塑业有限公司 | Modified butadiene styrene rubber |
| CN107216659A (en) * | 2017-06-17 | 2017-09-29 | 常州市玉宇化工有限公司 | A kind of preparation method of reclaimed rubber |
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