GB1448374A - Condensation resins based on phenol-aldehyde resins - Google Patents
Condensation resins based on phenol-aldehyde resinsInfo
- Publication number
- GB1448374A GB1448374A GB5140073A GB5140073A GB1448374A GB 1448374 A GB1448374 A GB 1448374A GB 5140073 A GB5140073 A GB 5140073A GB 5140073 A GB5140073 A GB 5140073A GB 1448374 A GB1448374 A GB 1448374A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenol
- reaction
- trioxan
- reacting
- aldehyde
- 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
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/41—Phenol-aldehyde or phenol-ketone resins
-
- 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
- C08G16/00—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00
- C08G16/02—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes
- C08G16/0212—Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Epoxy Compounds (AREA)
Abstract
1448374 Novolak resins HOECHST AG 6 Nov 1973 [7 Nov 1972] 51400/73 Headings C3R and C3B [Also in Division C2] A novolak resin is prepared by reacting simultaneously a phenol, an aldehyde and an olefinically unsaturated aromatic component selected from olefinically unsaturated aromatic hydrocarbons and alpha-chlorostyrene in the presence of an acid catalyst, water being continually removed from the reaction mixture. The phenol-aldehyde molar ratio is preferably from 1 : 0À5 to 1 : 1 and the phenol/aromatic component molar ratio is preferably from 1 : 0À1 to 1 : (3-2n) where n is the number of mols. of aldehyde per mol. of phenol. Suitable phenols are phenol, cresols, xylenols having 2 hydrogen atoms in the o- and/or p-positions to the OH group, butylphenols, naphthols, resorcinol, diphenylolmethane and diphenylolpropane. Suitable aldehydes are formaldehyde, paraformaldehyde, trioxan, acetaldehyde, propionaldehyde, .butyraldehyde, isobutyraldehyde and benzaldehyde. Suitable aromatic compounds are styrene, alpha- or beta-methylstyrene, vinyltoluene, divinylbenzene, indene and alpha-chlorostyrene. The reaction may be performed in an organic solvent and the water formed during the reaction is preferably continually distilled off and the solvent recycled into the reaction mixture. Suitable acid catalysts are strong protonic acids such as H 2 SO 4 , HCl, H 3 PO 4 , an aromatic sulphonic acid or a hydroxy sulphonic acid, and Lewis acids such as AlCl 3 , ZnCl 2 , SnCl 4 , and the etherates and acetates of boron trifluoride. The novolak produced may be modified by reaction with epichlorohydrin in the presence of an alkali to yield an epoxy resin, or by reaction with an alkylene oxide to yield a diol. In the examples, novolaks are prepared (1) by first heating phenol with H 2 SO 4 and then reacting with vinyltoluene and either trioxan or aqueous HCHO; (2) by first heating phenol with aqueous phenolsulphonic acid, followed by reaction with aqueous HCHO, followed by dehydration, and then reacting the modified phenol with trioxan and styrene; (3) by first heating phenol with H 2 SO 4 and then reacting with styrene and trioxan. Toluene or xylene are used as solvents. Resin (3) is further reacted with epichlorohydrin in the presence of NaOH to produce an epoxy resin or with propylene oxide in the presence of NaOH.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19722254379 DE2254379C3 (en) | 1972-11-07 | Process for the manufacture of novolaks |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1448374A true GB1448374A (en) | 1976-09-08 |
Family
ID=5861020
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB5140073A Expired GB1448374A (en) | 1972-11-07 | 1973-11-06 | Condensation resins based on phenol-aldehyde resins |
Country Status (3)
Country | Link |
---|---|
FR (1) | FR2205541B1 (en) |
GB (1) | GB1448374A (en) |
IT (1) | IT1001637B (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2308600A (en) * | 1995-12-28 | 1997-07-02 | Nippon Steel Chemical Co | Phenolic resin for blending with styrene resins |
US5859169A (en) * | 1996-09-06 | 1999-01-12 | Vianora Resins Gmbh | Urethane-modified novolaks for increasing the steel cord adhesion and rigidity of vulcanized rubber blends |
WO2004074340A1 (en) * | 2003-02-18 | 2004-09-02 | Indspec Chemical Corporation | Modified resorcinol resins and applications thereof |
US6828391B2 (en) | 2001-12-20 | 2004-12-07 | Solutia Germany Gmbh & Co. Kg | Plastified novolaks as additive to rubber mixtures |
EP1858975A2 (en) * | 2005-02-25 | 2007-11-28 | Schenectady International, Inc. | Modified novolak resin for use as tackifier |
EP4279540A1 (en) | 2022-05-17 | 2023-11-22 | ALLNEX GERMANY GmbH | Adhesion-promoting system for a rubber composition |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5021522A (en) * | 1988-07-01 | 1991-06-04 | Indspec Chemical Corporation | Rubber compounding resin |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE715634C (en) * | 1936-04-04 | 1942-01-05 | Ig Farbenindustrie Ag | Process for the production of high molecular weight products |
US2456357A (en) * | 1945-10-31 | 1948-12-14 | Allied Chem & Dye Corp | Complex resins and process of making |
-
1973
- 1973-11-06 GB GB5140073A patent/GB1448374A/en not_active Expired
- 1973-11-06 FR FR7339326A patent/FR2205541B1/fr not_active Expired
- 1973-11-06 IT IT3097173A patent/IT1001637B/en active
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2308600A (en) * | 1995-12-28 | 1997-07-02 | Nippon Steel Chemical Co | Phenolic resin for blending with styrene resins |
US5859169A (en) * | 1996-09-06 | 1999-01-12 | Vianora Resins Gmbh | Urethane-modified novolaks for increasing the steel cord adhesion and rigidity of vulcanized rubber blends |
US6828391B2 (en) | 2001-12-20 | 2004-12-07 | Solutia Germany Gmbh & Co. Kg | Plastified novolaks as additive to rubber mixtures |
WO2004074340A1 (en) * | 2003-02-18 | 2004-09-02 | Indspec Chemical Corporation | Modified resorcinol resins and applications thereof |
US7074861B2 (en) | 2003-02-18 | 2006-07-11 | Indspec Chemical Corporation | Modified resorcinol resins and applications thereof |
CN1300206C (en) * | 2003-02-18 | 2007-02-14 | 茵迪斯佩克化学公司 | Modified resorcinol resins and applications thereof |
EP1858975A2 (en) * | 2005-02-25 | 2007-11-28 | Schenectady International, Inc. | Modified novolak resin for use as tackifier |
EP1858975A4 (en) * | 2005-02-25 | 2009-01-07 | Schenectady Int Inc | Modified novolak resin for use as tackifier |
US7772345B2 (en) | 2005-02-25 | 2010-08-10 | Si Group, Inc. | Modified novolak resin for use as tackifier |
EP4279540A1 (en) | 2022-05-17 | 2023-11-22 | ALLNEX GERMANY GmbH | Adhesion-promoting system for a rubber composition |
WO2023222427A1 (en) | 2022-05-17 | 2023-11-23 | Allnex Germany Gmbh | Adhesion-promoting system for a rubber composition |
Also Published As
Publication number | Publication date |
---|---|
FR2205541A1 (en) | 1974-05-31 |
IT1001637B (en) | 1976-04-30 |
DE2254379B2 (en) | 1976-06-24 |
FR2205541B1 (en) | 1977-05-27 |
DE2254379A1 (en) | 1974-05-22 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PE20 | Patent expired after termination of 20 years |
Effective date: 19931105 |