GB655912A - Manufacture of condensation products primarily intended for use in the treatment of textile materials - Google Patents
Manufacture of condensation products primarily intended for use in the treatment of textile materialsInfo
- Publication number
- GB655912A GB655912A GB25544/48A GB2554448A GB655912A GB 655912 A GB655912 A GB 655912A GB 25544/48 A GB25544/48 A GB 25544/48A GB 2554448 A GB2554448 A GB 2554448A GB 655912 A GB655912 A GB 655912A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alcohol
- condensate
- condensation
- formaldehyde
- carbon atoms
- 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
- 239000004753 textile Substances 0.000 title abstract 3
- 239000007859 condensation product Substances 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000000463 material Substances 0.000 title 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 12
- 150000002191 fatty alcohols Chemical class 0.000 abstract 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 5
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 abstract 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 238000009833 condensation Methods 0.000 abstract 4
- 230000005494 condensation Effects 0.000 abstract 4
- 229940015043 glyoxal Drugs 0.000 abstract 3
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical class CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 abstract 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 239000003995 emulsifying agent Substances 0.000 abstract 2
- 239000004744 fabric Substances 0.000 abstract 2
- 238000007654 immersion Methods 0.000 abstract 2
- -1 methylol groups Chemical group 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- MNQOPPDTVHYCEZ-UHFFFAOYSA-N n-(hydroxymethyl)formamide Chemical compound OCNC=O MNQOPPDTVHYCEZ-UHFFFAOYSA-N 0.000 abstract 2
- 150000007524 organic acids Chemical class 0.000 abstract 2
- 239000000344 soap Substances 0.000 abstract 2
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 2
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 238000005406 washing Methods 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- AVFZOVWCLRSYKC-UHFFFAOYSA-N 1-methylpyrrolidine Chemical compound CN1CCCC1 AVFZOVWCLRSYKC-UHFFFAOYSA-N 0.000 abstract 1
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- AHVYPIQETPWLSZ-UHFFFAOYSA-N N-methyl-pyrrolidine Natural products CN1CC=CC1 AHVYPIQETPWLSZ-UHFFFAOYSA-N 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000012188 paraffin wax Substances 0.000 abstract 1
- 239000002244 precipitate Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 239000005871 repellent Substances 0.000 abstract 1
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
- D06M15/423—Amino-aldehyde resins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
- C07G99/00—Subject matter not provided for in other groups of this subclass
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The condensate obtained by reacting an organic acid amide with glyoxal to substitute part of the reactive hydrogen atoms followed by further reaction with formaldehyde to substitute the remainder as described in Specification 655,193, [Group XL (c)], is modified by further condensation in an acid medium with not more than molar proportions of a monohydric fatty alcohol having more than 10 carbon atoms, preferably 15-20 carbon atoms; the reaction is preferably carried out in the presence of an emulsifier, e.g. a sulphonate of the fatty alcohol used in the condensation or an ethylene oxide-alcohol condensate; alternatively a solvent for fatty alcohols but inert to methylol groups may be present, e.g. N-methyl pyrrolidene, dimethyl or methylol formamide. Immersion in aqueous solutions of the modified condensate gives fabrics water repellency characteristics and resistance to washing with soap and sodium carbonate. In the example, 1.5 kg. urea is dissolved in 5.8 kg. glyoxal; the mixture is acidified with HCl and boiled; the precipitate obtained is reacted with alkaline 30 per cent formaldehyde and boiled until all formaldehyde is combined; 0.05 kg. sulphonated n-octadecyl alcohol is added to the product which is then neutralized with caustic soda lye; a further 0.54 kg. of n-octadecyl alcohol are added while refluxing and finally 0.75 per cent of the condensation product of ethylene oxide and the alcohol and some paraffin. The mixture is emulsified and cools to a homogeneous paste which, diluted with water and mixed with ammonium nitrate, is used as the textile bath.ALSO:Textiles are treated with the condensate obtained by reacting an organic acid amide with glyoxal and formaldehyde as described in Specification 655,913, [Group XL (c)], but modified by further condensation in an acid medium with not more than molar proportions of a monohydric fatty alcohol having more than 10 carbon atoms, preferably 15-20 carbon atoms; the reaction is preferably carried out in the presence of an emulsifier, e.g. a sulphonate of the fatty alcohol used in the condensation or an ethylene oxide alcohol condensate; alternatively a solvent for fatty alcohols but inert to methylol groups may be present, e.g. N-methyl pyrrolidine, dimethyl or methylol formamide. Immersion in aqueous solutions of the modified condensate gives fabrics which are not only resistant to shrinking but have water-repellent characteristics, these properties being resistant to washing with soap and sodium carbonate.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1010100T | 1948-04-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB655912A true GB655912A (en) | 1951-08-08 |
Family
ID=9568752
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB25544/48A Expired GB655912A (en) | 1948-04-26 | 1948-09-30 | Manufacture of condensation products primarily intended for use in the treatment of textile materials |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE485410A (en) |
CH (1) | CH292071A (en) |
FR (1) | FR1010100A (en) |
GB (1) | GB655912A (en) |
NL (1) | NL73396C (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1190425B (en) * | 1959-03-12 | 1965-04-08 | Sumitomo Chemical Co | Process for wrinkle-free textile finishing |
-
0
- NL NL73396D patent/NL73396C/xx active
- BE BE485410D patent/BE485410A/xx unknown
-
1948
- 1948-04-26 FR FR1010100D patent/FR1010100A/en not_active Expired
- 1948-09-30 GB GB25544/48A patent/GB655912A/en not_active Expired
- 1948-10-21 CH CH292071D patent/CH292071A/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1190425B (en) * | 1959-03-12 | 1965-04-08 | Sumitomo Chemical Co | Process for wrinkle-free textile finishing |
Also Published As
Publication number | Publication date |
---|---|
FR1010100A (en) | 1952-06-06 |
BE485410A (en) | |
CH292071A (en) | 1953-07-31 |
NL73396C (en) |
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