GB1482887A - Process for the preparation of terpene-phenol resins - Google Patents
Process for the preparation of terpene-phenol resinsInfo
- Publication number
- GB1482887A GB1482887A GB9777/76A GB977776A GB1482887A GB 1482887 A GB1482887 A GB 1482887A GB 9777/76 A GB9777/76 A GB 9777/76A GB 977776 A GB977776 A GB 977776A GB 1482887 A GB1482887 A GB 1482887A
- Authority
- GB
- United Kingdom
- Prior art keywords
- terpene
- catalyst
- phenol
- reacting
- rubbers
- 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
- 239000005011 phenolic resin Substances 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 6
- 239000003054 catalyst Substances 0.000 abstract 5
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 abstract 4
- 150000003505 terpenes Chemical class 0.000 abstract 4
- 235000007586 terpenes Nutrition 0.000 abstract 4
- 229960003742 phenol Drugs 0.000 abstract 3
- 229920005989 resin Polymers 0.000 abstract 3
- 239000011347 resin Substances 0.000 abstract 3
- -1 #-pinene Chemical compound 0.000 abstract 2
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 abstract 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 abstract 2
- CRPUJAZIXJMDBK-UHFFFAOYSA-N camphene Chemical compound C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 abstract 2
- 229920001971 elastomer Polymers 0.000 abstract 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 abstract 2
- TWCNAXRPQBLSNO-UHFFFAOYSA-N isolimonene Chemical compound CC1CCC(C(C)=C)C=C1 TWCNAXRPQBLSNO-UHFFFAOYSA-N 0.000 abstract 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 2
- 239000005060 rubber Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 abstract 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- 229910015900 BF3 Inorganic materials 0.000 abstract 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 abstract 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 1
- 244000043261 Hevea brasiliensis Species 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 229920000459 Nitrile rubber Polymers 0.000 abstract 1
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 239000004698 Polyethylene Substances 0.000 abstract 1
- PXRCIOIWVGAZEP-UHFFFAOYSA-N Primaeres Camphenhydrat Natural products C1CC2C(O)(C)C(C)(C)C1C2 PXRCIOIWVGAZEP-UHFFFAOYSA-N 0.000 abstract 1
- 239000005844 Thymol Substances 0.000 abstract 1
- 235000011941 Tilia x europaea Nutrition 0.000 abstract 1
- 239000002250 absorbent Substances 0.000 abstract 1
- 230000002745 absorbent Effects 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 abstract 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 229930006739 camphene Natural products 0.000 abstract 1
- ZYPYEBYNXWUCEA-UHFFFAOYSA-N camphenilone Natural products C1CC2C(=O)C(C)(C)C1C2 ZYPYEBYNXWUCEA-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 150000001896 cresols Chemical class 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000004312 hexamethylene tetramine Substances 0.000 abstract 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 239000004571 lime Substances 0.000 abstract 1
- 235000001510 limonene Nutrition 0.000 abstract 1
- 229940087305 limonene Drugs 0.000 abstract 1
- 150000004780 naphthols Chemical class 0.000 abstract 1
- 229920003052 natural elastomer Polymers 0.000 abstract 1
- 229920001194 natural rubber Polymers 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- 229920001084 poly(chloroprene) Polymers 0.000 abstract 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920000573 polyethylene Polymers 0.000 abstract 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 abstract 1
- 229960000790 thymol Drugs 0.000 abstract 1
- 239000001993 wax Substances 0.000 abstract 1
- 150000003739 xylenols Chemical class 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
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
-
- 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
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
- C08G8/12—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with monohydric phenols having only one hydrocarbon substituent ortho on para to the OH group, e.g. p-tert.-butyl phenol
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7511780A FR2307836A1 (fr) | 1975-04-16 | 1975-04-16 | Procede de preparation de resines terpene-phenol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1482887A true GB1482887A (en) | 1977-08-17 |
Family
ID=9154005
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9777/76A Expired GB1482887A (en) | 1975-04-16 | 1976-03-11 | Process for the preparation of terpene-phenol resins |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE839242A (enrdf_load_stackoverflow) |
| DE (1) | DE2616592C2 (enrdf_load_stackoverflow) |
| FI (1) | FI62546C (enrdf_load_stackoverflow) |
| FR (1) | FR2307836A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1482887A (enrdf_load_stackoverflow) |
| IT (1) | IT1058771B (enrdf_load_stackoverflow) |
| NL (1) | NL176001C (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018071891A1 (en) | 2016-10-14 | 2018-04-19 | Kraton Chemical, Llc | Rubber compositions containing improved tread enhancement additives and use thereof |
| WO2020144126A1 (de) * | 2019-01-10 | 2020-07-16 | Tesa Se | Verwendung von thermisch stabilen terpenphenolharzen |
| WO2025083249A1 (en) * | 2023-10-18 | 2025-04-24 | Si Group-Switzerland Gmbh | Polymeric phenolic antioxidant and use thereof |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3138180A1 (de) * | 1981-09-25 | 1983-04-14 | Bayer Ag, 5090 Leverkusen | Neue phenole, verfahren zu ihrer herstellung und ihre verwendung als stabilisatoren fuer polymere |
| ES2086474T3 (es) * | 1990-05-23 | 1996-07-01 | Shell Int Research | Aductos de compuestos fenolicos y terpenos ciclicos y derivados de dichos aductos. |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE340989C (de) * | 1919-05-04 | 1921-09-20 | Bakelite Ges M B H | Verfahren zur Darstellung von benzol- und oelloeslichen harzartigen Kondensationsprodukten aus Phenolen und Aldehyden |
| GB459549A (en) * | 1934-07-17 | 1937-01-11 | Beck Koller & Co England | A process for the manufacture of resinous condensation products |
-
1975
- 1975-04-16 FR FR7511780A patent/FR2307836A1/fr active Granted
-
1976
- 1976-03-05 BE BE164894A patent/BE839242A/xx not_active IP Right Cessation
- 1976-03-11 GB GB9777/76A patent/GB1482887A/en not_active Expired
- 1976-03-22 FI FI760757A patent/FI62546C/fi not_active IP Right Cessation
- 1976-04-01 IT IT67756/76A patent/IT1058771B/it active
- 1976-04-12 NL NLAANVRAGE7603880,A patent/NL176001C/xx not_active IP Right Cessation
- 1976-04-14 DE DE2616592A patent/DE2616592C2/de not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018071891A1 (en) | 2016-10-14 | 2018-04-19 | Kraton Chemical, Llc | Rubber compositions containing improved tread enhancement additives and use thereof |
| CN109843942A (zh) * | 2016-10-14 | 2019-06-04 | 科腾化学品有限责任公司 | 含有改进的胎面补强添加剂的橡胶组合物及其用途 |
| EP3512890A4 (en) * | 2016-10-14 | 2020-06-03 | Kraton Chemical, LLC. | RUBBER COMPOSITIONS WITH IMPROVED TREAD REINFORCEMENT ADDITIVES AND USE THEREOF |
| WO2020144126A1 (de) * | 2019-01-10 | 2020-07-16 | Tesa Se | Verwendung von thermisch stabilen terpenphenolharzen |
| US12043767B2 (en) | 2019-01-10 | 2024-07-23 | Tesa Se | Use of thermally stable terpene-phenol resins |
| WO2025083249A1 (en) * | 2023-10-18 | 2025-04-24 | Si Group-Switzerland Gmbh | Polymeric phenolic antioxidant and use thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2307836A1 (fr) | 1976-11-12 |
| DE2616592C2 (de) | 1982-10-21 |
| FI62546B (fi) | 1982-09-30 |
| NL176001C (nl) | 1985-02-01 |
| NL7603880A (nl) | 1976-10-19 |
| BE839242A (fr) | 1976-09-06 |
| FR2307836B1 (enrdf_load_stackoverflow) | 1977-11-10 |
| NL176001B (nl) | 1984-09-03 |
| FI62546C (fi) | 1983-01-10 |
| DE2616592A1 (de) | 1976-10-28 |
| IT1058771B (it) | 1982-05-10 |
| FI760757A7 (enrdf_load_stackoverflow) | 1976-10-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| 746 | Register noted 'licences of right' (sect. 46/1977) | ||
| PE20 | Patent expired after termination of 20 years |
Effective date: 19960310 |