JPH0256204B2 - - Google Patents
Info
- Publication number
- JPH0256204B2 JPH0256204B2 JP56068729A JP6872981A JPH0256204B2 JP H0256204 B2 JPH0256204 B2 JP H0256204B2 JP 56068729 A JP56068729 A JP 56068729A JP 6872981 A JP6872981 A JP 6872981A JP H0256204 B2 JPH0256204 B2 JP H0256204B2
- Authority
- JP
- Japan
- Prior art keywords
- rubber
- methylene
- tris
- reinforcing material
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 229920001971 elastomer Polymers 0.000 claims description 24
- 239000005060 rubber Substances 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 14
- 239000012779 reinforcing material Substances 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- 244000043261 Hevea brasiliensis Species 0.000 claims description 5
- 229920003052 natural elastomer Polymers 0.000 claims description 5
- 229920001194 natural rubber Polymers 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 4
- 150000003018 phosphorus compounds Chemical class 0.000 claims description 4
- 238000004073 vulcanization Methods 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 229920003051 synthetic elastomer Polymers 0.000 claims description 3
- 239000005061 synthetic rubber Substances 0.000 claims description 3
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 239000000853 adhesive Substances 0.000 description 14
- 230000001070 adhesive effect Effects 0.000 description 14
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 12
- -1 phosphorus compound Chemical class 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 239000007983 Tris buffer Substances 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 239000011574 phosphorus Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 3
- 229960001755 resorcinol Drugs 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- QDVFEMUCCNYJEY-UHFFFAOYSA-N N-bis(N-cyclohexylsulfanylanilino)phosphoryl-N-cyclohexylsulfanylaniline Chemical compound C1(CCCCC1)SN(P(N(C1=CC=CC=C1)SC1CCCCC1)(N(C1=CC=CC=C1)SC1CCCCC1)=O)C1=CC=CC=C1 QDVFEMUCCNYJEY-UHFFFAOYSA-N 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- GGYCZPMPPFOWSU-UHFFFAOYSA-N n-bis(n-propan-2-ylsulfanylanilino)phosphoryl-n-propan-2-ylsulfanylaniline Chemical compound C=1C=CC=CC=1N(SC(C)C)P(=O)(N(SC(C)C)C=1C=CC=CC=1)N(SC(C)C)C1=CC=CC=C1 GGYCZPMPPFOWSU-UHFFFAOYSA-N 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 229920001195 polyisoprene Polymers 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 229910001369 Brass Inorganic materials 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 244000286663 Ficus elastica Species 0.000 description 1
- 229910001335 Galvanized steel Inorganic materials 0.000 description 1
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 1
- 229920000271 Kevlar® Polymers 0.000 description 1
- YGWAOELBXHNUTG-UHFFFAOYSA-N N-benzylsulfanyl-N-bis(N-benzylsulfanylanilino)phosphorylaniline Chemical compound C(C1=CC=CC=C1)SN(P(N(C1=CC=CC=C1)SCC1=CC=CC=C1)(N(C1=CC=CC=C1)SCC1=CC=CC=C1)=O)C1=CC=CC=C1 YGWAOELBXHNUTG-UHFFFAOYSA-N 0.000 description 1
- UOQDROBBCIIWTF-UHFFFAOYSA-N N-bis(N-butylsulfanylanilino)phosphoryl-N-butylsulfanylaniline Chemical compound C(CCC)SN(P(N(C1=CC=CC=C1)SCCCC)(N(C1=CC=CC=C1)SCCCC)=O)C1=CC=CC=C1 UOQDROBBCIIWTF-UHFFFAOYSA-N 0.000 description 1
- YZTFKYWNUJSELM-UHFFFAOYSA-N N-bis(N-propan-2-ylsulfanylanilino)phosphinothioyl-N-propan-2-ylsulfanylaniline Chemical compound C1(=CC=CC=C1)N(P(N(SC(C)C)C1=CC=CC=C1)(N(SC(C)C)C1=CC=CC=C1)=S)SC(C)C YZTFKYWNUJSELM-UHFFFAOYSA-N 0.000 description 1
- USWBLKWKMYVWES-UHFFFAOYSA-N N-bis[cyclohexyl(propan-2-ylsulfanyl)amino]phosphoryl-N-propan-2-ylsulfanylcyclohexanamine Chemical compound C(C)(C)SN(P(N(C1CCCCC1)SC(C)C)(N(C1CCCCC1)SC(C)C)=O)C1CCCCC1 USWBLKWKMYVWES-UHFFFAOYSA-N 0.000 description 1
- ZDDGXXHKQWDWQA-UHFFFAOYSA-N N-bis[methyl(methylsulfanyl)amino]phosphoryl-N-methylsulfanylmethanamine Chemical compound CSN(P(N(C)SC)(N(C)SC)=O)C ZDDGXXHKQWDWQA-UHFFFAOYSA-N 0.000 description 1
- TUIVIGUOZBXGIA-UHFFFAOYSA-N N-bis[methyl(octadecylsulfanyl)amino]phosphoryl-N-octadecylsulfanylmethanamine Chemical compound C(CCCCCCCCCCCCCCCCC)SN(P(N(C)SCCCCCCCCCCCCCCCCCC)(N(C)SCCCCCCCCCCCCCCCCCC)=O)C TUIVIGUOZBXGIA-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- 229940053194 antiepileptics oxazolidine derivative Drugs 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- JLYVRXJEQTZZBE-UHFFFAOYSA-N ctk1c6083 Chemical compound NP(N)(N)=S JLYVRXJEQTZZBE-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- LRCFXGAMWKDGLA-UHFFFAOYSA-N dioxosilane;hydrate Chemical compound O.O=[Si]=O LRCFXGAMWKDGLA-UHFFFAOYSA-N 0.000 description 1
- 125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000008397 galvanized steel Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- VPVSTMAPERLKKM-UHFFFAOYSA-N glycoluril Chemical compound N1C(=O)NC2NC(=O)NC21 VPVSTMAPERLKKM-UHFFFAOYSA-N 0.000 description 1
- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004761 kevlar Substances 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- 150000002917 oxazolidines Chemical class 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 238000010058 rubber compounding Methods 0.000 description 1
- 229960004029 silicic acid Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
- C08J5/10—Reinforcing macromolecular compounds with loose or coherent fibrous material characterised by the additives used in the polymer mixture
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2321/00—Characterised by the use of unspecified rubbers
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Laminated Bodies (AREA)
- Heating, Cooling, Or Curing Plastics Or The Like In General (AREA)
- Moulding By Coating Moulds (AREA)
- Lining Or Joining Of Plastics Or The Like (AREA)
- Reinforced Plastic Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56068729A JPS57182416A (en) | 1981-05-06 | 1981-05-06 | Vulcanizing adhesion of rubber to reinforcement |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56068729A JPS57182416A (en) | 1981-05-06 | 1981-05-06 | Vulcanizing adhesion of rubber to reinforcement |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57182416A JPS57182416A (en) | 1982-11-10 |
| JPH0256204B2 true JPH0256204B2 (de) | 1990-11-29 |
Family
ID=13382165
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56068729A Granted JPS57182416A (en) | 1981-05-06 | 1981-05-06 | Vulcanizing adhesion of rubber to reinforcement |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57182416A (de) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005067189A (ja) * | 2003-08-05 | 2005-03-17 | Bridgestone Corp | ゴムと樹脂部材との加硫接着体及びその製造方法 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3797171B2 (ja) * | 2001-09-25 | 2006-07-12 | 東海ゴム工業株式会社 | ステッピングモーター用小型マウントおよび小型モーター用小型マウント |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4993468A (de) * | 1972-07-24 | 1974-09-05 | ||
| JPS5391990A (en) * | 1977-01-24 | 1978-08-12 | Sumitomo Chem Co Ltd | Adhesion between rubber and reinforcing material during vulcanization |
-
1981
- 1981-05-06 JP JP56068729A patent/JPS57182416A/ja active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4993468A (de) * | 1972-07-24 | 1974-09-05 | ||
| JPS5391990A (en) * | 1977-01-24 | 1978-08-12 | Sumitomo Chem Co Ltd | Adhesion between rubber and reinforcing material during vulcanization |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005067189A (ja) * | 2003-08-05 | 2005-03-17 | Bridgestone Corp | ゴムと樹脂部材との加硫接着体及びその製造方法 |
| JP4603819B2 (ja) * | 2003-08-05 | 2010-12-22 | 株式会社ブリヂストン | ゴムと樹脂部材との加硫接着体及びその製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57182416A (en) | 1982-11-10 |
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