DE2146263A1 - Verfahren zur herstellung ozonbestaendiger vulkanisate ohne eigengeruch - Google Patents
Verfahren zur herstellung ozonbestaendiger vulkanisate ohne eigengeruchInfo
- Publication number
- DE2146263A1 DE2146263A1 DE2146263A DE2146263A DE2146263A1 DE 2146263 A1 DE2146263 A1 DE 2146263A1 DE 2146263 A DE2146263 A DE 2146263A DE 2146263 A DE2146263 A DE 2146263A DE 2146263 A1 DE2146263 A1 DE 2146263A1
- Authority
- DE
- Germany
- Prior art keywords
- general formula
- methyl
- added
- compounds
- radical
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 11
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- -1 hydrocarbon radical Chemical class 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 13
- 229920001971 elastomer Polymers 0.000 claims description 13
- 239000005060 rubber Substances 0.000 claims description 13
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 8
- 239000011593 sulfur Chemical group 0.000 claims description 8
- 229910052717 sulfur Chemical group 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 229930195733 hydrocarbon Natural products 0.000 claims description 6
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 claims description 4
- 229920003052 natural elastomer Polymers 0.000 claims description 4
- 229920001194 natural rubber Polymers 0.000 claims description 4
- 229920003051 synthetic elastomer Polymers 0.000 claims description 3
- 239000005061 synthetic rubber Substances 0.000 claims description 3
- HQUZAOATJMQWBX-UHFFFAOYSA-N 3-ethylheptanehydrazide Chemical compound CCCCC(CC)CC(=O)NN HQUZAOATJMQWBX-UHFFFAOYSA-N 0.000 claims description 2
- VMUZVGRNTPFTKE-UHFFFAOYSA-N octanehydrazide Chemical compound CCCCCCCC(=O)NN VMUZVGRNTPFTKE-UHFFFAOYSA-N 0.000 claims description 2
- 230000009965 odorless effect Effects 0.000 claims description 2
- 235000019645 odor Nutrition 0.000 claims 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 2
- ROFVGYAMRSGUSQ-UHFFFAOYSA-N 1-(2-bromoethyl)piperazine;hydrobromide Chemical compound Br.BrCCN1CCNCC1 ROFVGYAMRSGUSQ-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 8
- JEVXQVKXMWAWQE-UHFFFAOYSA-N cyclohex-3-en-1-ylidenemethoxymethylbenzene Chemical compound C=1C=CC=CC=1COC=C1CCC=CC1 JEVXQVKXMWAWQE-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Substances OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 238000007792 addition Methods 0.000 description 3
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 229940093476 ethylene glycol Drugs 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000004073 vulcanization Methods 0.000 description 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 1
- JJDGTGGQXAAVQX-UHFFFAOYSA-N 6-methyl-1-(6-methylheptoxy)heptane Chemical compound CC(C)CCCCCOCCCCCC(C)C JJDGTGGQXAAVQX-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 1
- 239000004129 EU approved improving agent Substances 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- CJSBUWDGPXGFGA-UHFFFAOYSA-N dimethyl-butadiene Natural products CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- DXGIRFAFSFKYCF-UHFFFAOYSA-N propanehydrazide Chemical compound CCC(=O)NN DXGIRFAFSFKYCF-UHFFFAOYSA-N 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- IICGGSZGDFYYBR-UHFFFAOYSA-N undecanehydrazide Chemical compound CCCCCCCCCCC(=O)NN IICGGSZGDFYYBR-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/22—Compounds containing nitrogen bound to another nitrogen atom
- C08K5/24—Derivatives of hydrazine
- C08K5/25—Carboxylic acid hydrazides
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/06—Ethers; Acetals; Ketals; Ortho-esters
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/372—Sulfides, e.g. R-(S)x-R'
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S524/925—Natural rubber compositions having nonreactive materials, i.e. NRM, other than: carbon, silicon dioxide, glass titanium dioxide, water, hydrocarbon or halohydrocarbon
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2146263A DE2146263A1 (de) | 1971-09-16 | 1971-09-16 | Verfahren zur herstellung ozonbestaendiger vulkanisate ohne eigengeruch |
| AU46607/72A AU4660772A (en) | 1971-09-16 | 1972-09-13 | Ozone-resistant odourless vulcanisates |
| GB4243772A GB1394186A (en) | 1971-09-16 | 1972-09-13 | Process for the production of ozone-resistant vulcanisates |
| US00288746A US3814727A (en) | 1971-09-16 | 1972-09-13 | Ozone-resistant odorless vulcanizates |
| BR6379/72A BR7206379D0 (pt) | 1971-09-16 | 1972-09-14 | Processo para a fabricacao de artigos de cheiro peculiar |
| IT52727/72A IT965337B (it) | 1971-09-16 | 1972-09-14 | Procedimento ed agenti per produrre vulcanizzati stabili all ozono senza odore proprio |
| JP47091816A JPS4838336A (enExample) | 1971-09-16 | 1972-09-14 | |
| DD165671A DD100962A5 (enExample) | 1971-09-16 | 1972-09-14 | |
| NL7212556A NL7212556A (enExample) | 1971-09-16 | 1972-09-15 | |
| FR7232873A FR2154071A5 (enExample) | 1971-09-16 | 1972-09-15 | |
| ZA726311A ZA726311B (en) | 1971-09-16 | 1972-09-15 | Process for the production of ozone-resistant odourless vulcanisates |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2146263A DE2146263A1 (de) | 1971-09-16 | 1971-09-16 | Verfahren zur herstellung ozonbestaendiger vulkanisate ohne eigengeruch |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2146263A1 true DE2146263A1 (de) | 1973-03-22 |
Family
ID=5819717
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2146263A Pending DE2146263A1 (de) | 1971-09-16 | 1971-09-16 | Verfahren zur herstellung ozonbestaendiger vulkanisate ohne eigengeruch |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3814727A (enExample) |
| JP (1) | JPS4838336A (enExample) |
| AU (1) | AU4660772A (enExample) |
| BR (1) | BR7206379D0 (enExample) |
| DD (1) | DD100962A5 (enExample) |
| DE (1) | DE2146263A1 (enExample) |
| FR (1) | FR2154071A5 (enExample) |
| GB (1) | GB1394186A (enExample) |
| IT (1) | IT965337B (enExample) |
| NL (1) | NL7212556A (enExample) |
| ZA (1) | ZA726311B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5710200A (en) * | 1993-03-02 | 1998-01-20 | Bridgestone Corporation | Natural rubber treated with viscosity stabilizers and production thereof |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2548911C3 (de) * | 1975-10-31 | 1981-06-11 | Bayer Ag, 5090 Leverkusen | Verwendung von cyclischen Acetalen der Polyole bei der Herstellung von gegen Ozonangriff geschützten Kautschuken |
| DE3127102A1 (de) * | 1981-07-09 | 1983-01-27 | Bayer Ag, 5090 Leverkusen | Verfahren zur stabilisierung von kautschuk gegen ozonangriff |
| US4677149A (en) * | 1986-12-11 | 1987-06-30 | R. T. Wanderbilt Company, Inc. | Norbornene derivatives of phenols |
| WO2002038667A2 (en) * | 2000-11-07 | 2002-05-16 | Bridgestone Corporation | Natural rubber produced from latex and composition comprising the same |
-
1971
- 1971-09-16 DE DE2146263A patent/DE2146263A1/de active Pending
-
1972
- 1972-09-13 GB GB4243772A patent/GB1394186A/en not_active Expired
- 1972-09-13 AU AU46607/72A patent/AU4660772A/en not_active Expired
- 1972-09-13 US US00288746A patent/US3814727A/en not_active Expired - Lifetime
- 1972-09-14 IT IT52727/72A patent/IT965337B/it active
- 1972-09-14 BR BR6379/72A patent/BR7206379D0/pt unknown
- 1972-09-14 JP JP47091816A patent/JPS4838336A/ja active Pending
- 1972-09-14 DD DD165671A patent/DD100962A5/xx unknown
- 1972-09-15 ZA ZA726311A patent/ZA726311B/xx unknown
- 1972-09-15 NL NL7212556A patent/NL7212556A/xx unknown
- 1972-09-15 FR FR7232873A patent/FR2154071A5/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5710200A (en) * | 1993-03-02 | 1998-01-20 | Bridgestone Corporation | Natural rubber treated with viscosity stabilizers and production thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| DD100962A5 (enExample) | 1973-10-12 |
| BR7206379D0 (pt) | 1973-09-25 |
| AU4660772A (en) | 1974-03-21 |
| JPS4838336A (enExample) | 1973-06-06 |
| GB1394186A (en) | 1975-05-14 |
| IT965337B (it) | 1974-01-31 |
| FR2154071A5 (enExample) | 1973-05-04 |
| US3814727A (en) | 1974-06-04 |
| ZA726311B (en) | 1973-06-27 |
| NL7212556A (enExample) | 1973-03-20 |
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