GB1029803A - Treatment of proteinaceous material to improve the properties without substantially modifying the color - Google Patents
Treatment of proteinaceous material to improve the properties without substantially modifying the colorInfo
- Publication number
- GB1029803A GB1029803A GB31509/63A GB3150963A GB1029803A GB 1029803 A GB1029803 A GB 1029803A GB 31509/63 A GB31509/63 A GB 31509/63A GB 3150963 A GB3150963 A GB 3150963A GB 1029803 A GB1029803 A GB 1029803A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formaldehyde
- diphenolic acid
- treatment
- acetyl
- resorcinol
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/36—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/30—Oxygen or sulfur atoms
- C07D233/42—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D235/28—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D237/18—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/58—Two sulfur atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/93—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/40—Benzopyrazines
- C07D241/44—Benzopyrazines with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D249/12—Oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/38—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/48—Two nitrogen atoms
- C07D251/52—Two nitrogen atoms with an oxygen or sulfur atom attached to the third ring carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
- C07D251/56—Preparation of melamine
- C07D251/58—Preparation of melamine from cyanamide, dicyanamide or calcium cyanamide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
- C07D271/113—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/36—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D277/70—Sulfur atoms
- C07D277/74—Sulfur atoms substituted by carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/04—1,3-Thiazines; Hydrogenated 1,3-thiazines
- C07D279/06—1,3-Thiazines; Hydrogenated 1,3-thiazines not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
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- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/12—Aldehydes; Ketones
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/152—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen having a hydroxy group bound to a carbon atom of a six-membered aromatic ring
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/207—Substituted carboxylic acids, e.g. by hydroxy or keto groups; Anhydrides, halides or salts thereof
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fireproofing Substances (AREA)
- Paper (AREA)
Abstract
Proteinaceous materials containing at least 25% by weight of wool are shrinkproofed, proofed against ultra-violet light and colour degradation due to heat and ageing, and given increased wear resistance, bacterial resistance and chemical resistance, by reacting them with 4-acetyl resorcinol having the formula <FORM:1029803/C3/1> or diphenolic acid having the formula <FORM:1029803/C3/2> formaldehyde being present during the reaction when 4-acetyl resorcinol is used and formaldehyde, acetaldehyde, benzaldhyde or propionaldehyde being present during the reaction when diphenolic acid is used. The material treated may be immersed in a solution of the 4-acetyl resorcinol or diphenolic acid and the aldehyde, removed, rinsed with warm water and dried. Using 4-acetyl resorcinol and formaldehyde the treatment may be effected at 37.5-100 DEG C. the treating solution having a pH of 2-9, a 4-acetyl resorcinol concentration of 0.02-0.1 moles per litre and molar ratio of formaldehyde to 4-acetyl resorcinol of from 1:2 to 4:1. Using diphenolic acid and an aldehyde the treatment may be carried out in an aqueous solution of an alcohol, e.g. methanol, ehtanol or isopropanol at 50-100 DEG C., the treating solution having a pH of 2-9, a diphenolic acid of from 1:2 to 4:1. Drying may be effected at temperatures up to 105 DEG C. As a result of the treatment the material may increase in weight by about 20%. The treating solutions may be buffered to the desired pH value by the addition of monosodium phosphate and disodium phosphate.ALSO:Proteinaceous materials containing at least 25% by weight of wool are given increased bacterial resistance by reacting them with 4-acetyl resorcinol having the formula <FORM:1029803/A5-A6/1> or diphenolic acid having the formula <FORM:1029803/A5-A6/2> formaldehyde being present during the-reaction when 4-acetyl resorcinol is used and formaldehyde, acetaldehyde, benzaldehyde or propionaldehyde being present during the reaction when diphenolic acid is used. The material treated may be immersed in a solution of the 4-acetyl resorcinol or diphenolic acid and the aldehyde, removed, rinsed with warm water and dried. Using 4-acetyl resorcinol and formaldehyde the treatment may be effected at 37.5 DEG -100 DEG C the treating solution having a pH of 2-9, a 4-acetyl resorcinol concentration of 0.02-0.1 moles per litre and molar ratio of formaldehyde to 4-acetyl resorcinol of from 1 : 2 to 4 : 1. Using diphenolic acid and an aldehyde the treatment may be carried out in an aqueous solution of an alcohol e.g. methanol, ethanol or isopropanol at 50 DEG -100 DEG C, the treating solution having a pH of 2-9, a diphenolic acid concentration of 0. 02-0. 08 moles per litre and molar ratio of formaldehyde to diphenolic acid of from 1 : 2 to 4 : 1. Drying may be effected at temperatures up to 105 DEG C. As a result of the treatment the material may increase in weight by about 20%. The treating solutions may be buffered to the desired pH value by the addition of monosodium phosphate and disodium phosphate. Fabrics, e.g. papermakers' felt, comprising wool alone or at least 25% by weight of wool in admixture with nylon or polester fibres may be treated.ALSO:Proteinaceous materials containing at least 25% by weight of wool, are shrinkproofed, proofed against ultraviolet light and colour degradation due to heat and ageing, and given increased wear resistance, bacterial resistance and chemical resistance, by reacting them with 4-acetyl resorcinol having the formula <FORM:1029803/D1-D2/1> or diphenolic acid having the formula <FORM:1029803/D1-D2/2> formaldehyde being present during the reaction when 4-acetyl resorcinol is used and formaldehyde, acetaldehyde, benzaldehyde or propionaldehyde being present during the reaction when diphenolic acid is used. The material treated may be immersed in a solution of the 4-acetyl resorcinol or diphenolic acid and the aldehyde, removed, rinsed with warm water and dried. Using 4-acetyl resorcinol and formaldehyde the treatment may be effected at 37.5 DEG -100 DEG C. the treating solution having a pH of 2-9, a 4-acetyl resorcinol concentration of 0.02-0.1 moles per litre and molar ratio of formaldehyde to 4-acetyl resorcinol of from 1:2 to 4:1. Using diphenolic acid and an aldehyde the treatment may be carried out in an aqueous solution of an alcohol e.g. methanol, ethanol or isopropanol at 50 DEG -100 DEG C., the treating solution having a pH of 2-9, a diphenolic acid concentration of 0.02-0.08 moles per litre and molar ratio of formaldehyde to diphenolic acid of from 1:2 to 4:1. Drying may be effected at temperatures up to 105 DEG C. As a result of the treatment the material may increase in weight by about 20%. The treating solutions may be buffered to the desired pH value by the addition of monosodium phosphate and disodium phosphate. Fabrics, e.g. papermakers' felt, comprising wool alone or at least 25% by weight of wool in admixture with nylon or polyester fibres may be treated.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US227540A US3226179A (en) | 1962-10-01 | 1962-10-01 | Papermaker's felt, woven fabrics and fibers of wool modified with an aldehyde - 4,4 - bis(4 - hydroxy phenyl) pentanoic acid reaction product and the production thereof |
US245393A US3292992A (en) | 1962-10-01 | 1962-12-18 | Process for treating papermakers' felt and products obtained therefrom |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1029803A true GB1029803A (en) | 1966-05-18 |
Family
ID=26921530
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB31509/63A Expired GB1029803A (en) | 1962-10-01 | 1963-08-09 | Treatment of proteinaceous material to improve the properties without substantially modifying the color |
Country Status (6)
Country | Link |
---|---|
US (2) | US3226179A (en) |
DE (1) | DE1444074B1 (en) |
FR (1) | FR1377382A (en) |
GB (1) | GB1029803A (en) |
NL (1) | NL297429A (en) |
SE (2) | SE309959B (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4715931A (en) * | 1987-03-24 | 1987-12-29 | Betz Laboratories, Inc. | Process for inhibiting aluminum hydroxide deposition in papermaking felts |
FI112962B (en) * | 2002-07-30 | 2004-02-13 | Tamfelt Oyj Abp | A paper machine fabric |
US7160867B2 (en) * | 2003-05-16 | 2007-01-09 | Isotechnika, Inc. | Rapamycin carbohydrate derivatives |
US7984567B2 (en) * | 2008-10-07 | 2011-07-26 | Christ Bill Bertakis | Apparatus for cleaning simulated hair articles |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1539517A (en) * | 1921-08-27 | 1925-05-26 | Basf Ag | Process for tanning |
GB243317A (en) * | 1924-11-20 | 1926-03-11 | Robert Bach | Improvements in the manufacture of hats |
US2552129A (en) * | 1946-05-11 | 1951-05-08 | John R Evans & Company | Tanning with a free aldehyde and a free polyhydric phenol mixture in a molecular ratio of at least 2 to 1 |
GB648854A (en) * | 1947-09-05 | 1951-01-17 | Lister & Company Ltd | Improvements in or relating to the straightening of animal fibres, particularly in the form of furs and pile fabrics |
US2512709A (en) * | 1947-11-24 | 1950-06-27 | Du Pont | Chloral-dihydric phenol polymers |
US2837563A (en) * | 1948-10-01 | 1958-06-03 | Basf Ag | Water soluble albumin-precipitating condensation products |
US2676170A (en) * | 1950-07-15 | 1954-04-20 | Du Pont | Water-soluble derivatives of unsulfonated lignin |
US2840445A (en) * | 1954-06-09 | 1958-06-24 | Koppers Co Inc | Process of retaning mineral tanned leather with resorcinol-formaldehyde |
BE541730A (en) * | 1954-10-01 | |||
US2907738A (en) * | 1955-06-30 | 1959-10-06 | Johnson & Son Inc S C | Mixed resin acid esters of 4, 4-bis(4-hydroxyaryl) pentanoic acid |
-
1962
- 1962-10-01 US US227540A patent/US3226179A/en not_active Expired - Lifetime
- 1962-12-18 US US245393A patent/US3292992A/en not_active Expired - Lifetime
-
1963
- 1963-08-09 GB GB31509/63A patent/GB1029803A/en not_active Expired
- 1963-08-29 FR FR946031A patent/FR1377382A/en not_active Expired
- 1963-09-03 NL NL297429D patent/NL297429A/xx unknown
- 1963-09-06 SE SE9783/63A patent/SE309959B/xx unknown
- 1963-09-06 DE DE19631444074 patent/DE1444074B1/en active Pending
-
1967
- 1967-02-21 SE SE2372/67A patent/SE309767B/xx unknown
Also Published As
Publication number | Publication date |
---|---|
US3226179A (en) | 1965-12-28 |
US3292992A (en) | 1966-12-20 |
FR1377382A (en) | 1964-11-06 |
DE1444074B1 (en) | 1970-04-09 |
NL297429A (en) | 1965-11-10 |
SE309767B (en) | 1969-04-08 |
SE309959B (en) | 1969-04-14 |
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