GB1138203A - Rubber reinforcing phenolic resin compositions - Google Patents
Rubber reinforcing phenolic resin compositionsInfo
- Publication number
- GB1138203A GB1138203A GB3709465A GB3709465A GB1138203A GB 1138203 A GB1138203 A GB 1138203A GB 3709465 A GB3709465 A GB 3709465A GB 3709465 A GB3709465 A GB 3709465A GB 1138203 A GB1138203 A GB 1138203A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphur
- resin
- rubber
- unsaturated
- per
- 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
Links
- 239000000203 mixture Substances 0.000 title abstract 7
- 229920001971 elastomer Polymers 0.000 title abstract 6
- 239000005060 rubber Substances 0.000 title abstract 6
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 title abstract 3
- 229920001568 phenolic resin Polymers 0.000 title abstract 2
- 239000005011 phenolic resin Substances 0.000 title abstract 2
- 230000003014 reinforcing effect Effects 0.000 title abstract 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 6
- 239000005864 Sulphur Substances 0.000 abstract 6
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 abstract 6
- 239000007795 chemical reaction product Substances 0.000 abstract 3
- 239000004312 hexamethylene tetramine Substances 0.000 abstract 3
- 235000010299 hexamethylene tetramine Nutrition 0.000 abstract 3
- 229960004011 methenamine Drugs 0.000 abstract 3
- 229920005989 resin Polymers 0.000 abstract 3
- 239000011347 resin Substances 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 abstract 2
- 239000003784 tall oil Substances 0.000 abstract 2
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 abstract 1
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 abstract 1
- JOLVYUIAMRUBRK-UTOQUPLUSA-N Cardanol Chemical compound OC1=CC=CC(CCCCCCC\C=C/C\C=C/CC=C)=C1 JOLVYUIAMRUBRK-UTOQUPLUSA-N 0.000 abstract 1
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 abstract 1
- 235000004431 Linum usitatissimum Nutrition 0.000 abstract 1
- 240000006240 Linum usitatissimum Species 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 235000021355 Stearic acid Nutrition 0.000 abstract 1
- ACIAHEMYLLBZOI-ZZXKWVIFSA-N Unsaturated alcohol Chemical compound CC\C(CO)=C/C ACIAHEMYLLBZOI-ZZXKWVIFSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 239000006229 carbon black Substances 0.000 abstract 1
- PTFIPECGHSYQNR-UHFFFAOYSA-N cardanol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 abstract 1
- 239000000945 filler Substances 0.000 abstract 1
- 235000004426 flaxseed Nutrition 0.000 abstract 1
- VOOLKNUJNPZAHE-UHFFFAOYSA-N formaldehyde;2-methylphenol Chemical class O=C.CC1=CC=CC=C1O VOOLKNUJNPZAHE-UHFFFAOYSA-N 0.000 abstract 1
- 239000000944 linseed oil Substances 0.000 abstract 1
- 229920003986 novolac Polymers 0.000 abstract 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000008117 stearic acid Substances 0.000 abstract 1
- 229920003048 styrene butadiene rubber Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
- C08G8/36—Chemically modified polycondensates by etherifying
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L21/00—Compositions of unspecified rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
- C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
- C08L61/14—Modified phenol-aldehyde condensates
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
1,138,203. Sulphur-containing phenolic resin compositions. DISTILLERS CO. Ltd. 14 July, 1966 [28 Aug., 1965], No. 37094/65. Headings C3P and C3R. A composition for reinforcing rubber comprises a formaldehyde donor and the reaction product of an ethylenically unsaturated phenolic resin and sulphur or a sulphur chloride. The unsaturated resin is preferably a novolak, e.g. one esterified with an unsaturated acid (e.g. linseed or tall oil acids) or etherified with an unsaturated alcohol or one prepared from a phenol having an unsaturated side chain (e.g. cardanol), and preferably has a ball-and-ring softening point of 80-105‹ C. The formaldehyde donor is preferably solid, e.g. hexamethylene tetramine and preferably amounts to 6-15 wt. per cent of the reaction product. The reaction product conveniently contains 0À25-2À75 atoms of sulphur per double bond initially present in the resin. The resin will react with sulphur at a temperature, preferably of 120-160‹ C., and with sulphur chloride at room temperature or e.g. 70‹ C. in a solvent. The rubber may be natural or synthetic. A vulcanizable rubber mixture contains rubber, a vulcanizing system and a composition of the invention, the latter preferably amounting to 1-100 (better, 1-30) parts wt. per 100 of rubber. In examples, compositions are prepared containing (1) 10 p.b.w. hexamethylene tetramine and 100 p.b.w. of a tall oil fatty acidmodified cresol-formaldehyde resin which has been heated with sulphur, and (2) 12À5 p.b.w. hexamethylene tetramine and 100 p.b.w. of a sulphurized cardanol-cresol-formaldehyde resin. A styrene-butadiene rubber is compounded with ZnO, stearic acid, a carbon black filler and 5, 10 or 20 p.b.w. per 100 of the above compositions, then cured with sulphur and N- cyclohexyl - 2 -benzthiazyl sulphenamide.
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL127252D NL127252C (en) | 1965-08-28 | ||
| GB3709465A GB1138203A (en) | 1965-08-28 | 1965-08-28 | Rubber reinforcing phenolic resin compositions |
| NL6610437A NL6610437A (en) | 1965-08-28 | 1966-07-25 | |
| BE686064D BE686064A (en) | 1965-08-28 | 1966-08-26 | |
| FR74213A FR1490330A (en) | 1965-08-28 | 1966-08-26 | Composition for rubber reinforcement |
| ES0330640A ES330640A1 (en) | 1965-08-28 | 1966-08-27 | Improvements in the preparation of reinforcement compositions of the rubber. (Machine-translation by Google Translate, not legally binding) |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3709465A GB1138203A (en) | 1965-08-28 | 1965-08-28 | Rubber reinforcing phenolic resin compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1138203A true GB1138203A (en) | 1968-12-27 |
Family
ID=10393673
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3709465A Expired GB1138203A (en) | 1965-08-28 | 1965-08-28 | Rubber reinforcing phenolic resin compositions |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE686064A (en) |
| ES (1) | ES330640A1 (en) |
| GB (1) | GB1138203A (en) |
| NL (2) | NL6610437A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4308180A (en) | 1979-03-22 | 1981-12-29 | Sumitomo Chemical Company, Limited | Sulfide resin for rubber |
| WO2022140641A1 (en) * | 2020-12-23 | 2022-06-30 | Si Group, Inc. | Self-polymerizable phenolic resins |
| CN115141332A (en) * | 2022-08-15 | 2022-10-04 | 山东阳谷华泰化工股份有限公司 | Synthetic method of modified phenolic resin and obtained product |
-
0
- NL NL127252D patent/NL127252C/xx active
-
1965
- 1965-08-28 GB GB3709465A patent/GB1138203A/en not_active Expired
-
1966
- 1966-07-25 NL NL6610437A patent/NL6610437A/xx unknown
- 1966-08-26 BE BE686064D patent/BE686064A/xx unknown
- 1966-08-27 ES ES0330640A patent/ES330640A1/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4308180A (en) | 1979-03-22 | 1981-12-29 | Sumitomo Chemical Company, Limited | Sulfide resin for rubber |
| WO2022140641A1 (en) * | 2020-12-23 | 2022-06-30 | Si Group, Inc. | Self-polymerizable phenolic resins |
| CN115141332A (en) * | 2022-08-15 | 2022-10-04 | 山东阳谷华泰化工股份有限公司 | Synthetic method of modified phenolic resin and obtained product |
| CN115141332B (en) * | 2022-08-15 | 2023-09-12 | 山东阳谷华泰化工股份有限公司 | Synthesis method of modified phenolic resin and obtained product |
Also Published As
| Publication number | Publication date |
|---|---|
| BE686064A (en) | 1967-02-27 |
| NL6610437A (en) | 1967-03-01 |
| NL127252C (en) | |
| ES330640A1 (en) | 1967-07-01 |
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