US3095323A - Process for the upgrading of cellulose textiles - Google Patents
Process for the upgrading of cellulose textiles Download PDFInfo
- Publication number
- US3095323A US3095323A US57644A US5764460A US3095323A US 3095323 A US3095323 A US 3095323A US 57644 A US57644 A US 57644A US 5764460 A US5764460 A US 5764460A US 3095323 A US3095323 A US 3095323A
- Authority
- US
- United States
- Prior art keywords
- textiles
- upgrading
- urea
- acid
- finishing
- 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 - Lifetime
Links
- 239000004753 textile Substances 0.000 title claims description 28
- 238000000034 method Methods 0.000 title claims description 7
- 229920002678 cellulose Polymers 0.000 title description 2
- 239000001913 cellulose Substances 0.000 title description 2
- 229920005989 resin Polymers 0.000 claims description 11
- 239000011347 resin Substances 0.000 claims description 11
- 238000001035 drying Methods 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 9
- 239000002253 acid Substances 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 239000000835 fiber Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- 239000004202 carbamide Substances 0.000 description 5
- 238000011084 recovery Methods 0.000 description 5
- 229940045136 urea Drugs 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 4
- 235000013877 carbamide Nutrition 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 3
- 229920001807 Urea-formaldehyde Polymers 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 239000012209 synthetic fiber Substances 0.000 description 3
- 229920002994 synthetic fiber Polymers 0.000 description 3
- 229920000877 Melamine resin Polymers 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- PPBYBJMAAYETEG-UHFFFAOYSA-N ethene;formaldehyde;urea Chemical compound C=C.O=C.NC(N)=O PPBYBJMAAYETEG-UHFFFAOYSA-N 0.000 description 2
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 2
- 229910001629 magnesium chloride Inorganic materials 0.000 description 2
- 235000011147 magnesium chloride Nutrition 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 2
- 239000011592 zinc chloride Substances 0.000 description 2
- 235000005074 zinc chloride Nutrition 0.000 description 2
- 239000005696 Diammonium phosphate Substances 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 229910000388 diammonium phosphate Inorganic materials 0.000 description 1
- 235000019838 diammonium phosphate Nutrition 0.000 description 1
- -1 e.g. Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 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
- 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
- D06M13/322—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 nitrogen
- D06M13/402—Amides imides, sulfamic acids
- D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
-
- 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
Definitions
- the principal finishing agents to date have been those resins or resin bases, respectively, which are applied in aqueous solution or suspension and which can be hardened, by means of acid or acid-forming catalysts, into higher-molecular substances which cannot be washed out or, at least, are very difiicult to wash out.
- the carbamide resins have been used, e.g., resin of the type urea-formaldehyde, melamine-formaldehyde or ethylene urea-formaldehyde.
- cellulosic textiles can be finished in a particularly advantageous manner with a wash-resistant synthetic resin formed of w-carboxyalkylene-urea molecules.
- urea-fatty acids such as ureacaproic acid, NH C-O-NH(CH COOH, or ureaundecanoic acid, NH CONH(CH -COOH.
- urea-fatty acids not only are self-polymerizing, but also can effect the hardening of the known carba-mide resin finishing agents, or their precondensates, respectively, such as urea-formaldehyde, melamine-formaldehyde or 3,095,323 Patented June 25, 1963 ethylene urea-formaldehyde, in lieu of .the hitherto used acid catalysts, such as zinc chloride, magnesium chloride, ammonium chloride, or others.
- urea-fatty acids according to the invention resides in the fact that they exert no unfavorable influence on the hand nor on the elasticity properties of the textile substrates so that the addition of a plasticizer becomes unnecessary.
- the cause of these phenomena probably is the chain-like construction of the urea-fatty acid molecules, similar to those of polyamides, so that they are better suited than, for instance, ureaformaldehyde resins, having no chain structure, to impart the properties of fully synthetic fiber products to other textiles.
- Example I parts by weight ureacaproic acid are dissolved in 1,000 parts water with addition of a little aqueous ammonia.
- a mercerized, desized woven cotton is. immersed and saturated therein at 18 C., fulled and then predried for 15 minutes at 80 C. Finally, the textile is heated on a stretcher framer for approximately 10 minutes at 160-165 C.
- Example 2 160 parts by weight ureaundecanoic acid are dissolved or emulsified, respectively, in 1,000 parts water with addi- .tion of a little aqueous ammonia. Mercerized, desized woven cotton is immersed and saturated therein at 18, fulled and then predried at 80 C. for 15 minutes. The woven clot-h then is heated on a stretcher frame at C. for approximately 10 minutes to set the impregnant.
- the dry material After hanging the thus. finished textile in a climatecontrolled room, the dry material has good crease resistance.
- the crease recovery angle is 110 in the warp, 100 in the fill.
- Example 3 80 parts by weight ureacaproic acid are dissolved in 1,000 parts water with addition of a little aqueous ammonia and then 80 parts by weight of a melamine- -forrnaldehyde precondensate are dissolved therein.
- a mercerized, desized woven cotton textile is immersed and saturated therein at 18 C., fulled and predried at 80 C. for 15 minutes.
- the textile then is heated on a stretcher frame for approximatley 10 minutes at 160-165 C. to harden and set the impregnant.
- the tear resistance has not decreased as strongly as in the case of using the customary hardening catalysts, e.g., ammonium chloride, zinc chloride, magnesium chloride or diammonium phosphate. Whereas in the case of using the latter catalysts, while attaining a good crease resistance, the tear resistance drops by more than 35 percent and up to 50 percent, in the instance of the above example, using urea-fatty acids, the decrease in tear resistance is no higher than 24-25 percent.
- the customary hardening catalysts e.g., ammonium chloride, zinc chloride, magnesium chloride or diammonium phosphate.
- a process for the upgrading of cellulosic textiles which comprises impregnating said textiles with a self- 4 polymerizing w-carboxylalkyleneurea, having an alkylene group consisting of 5 to 10 methylene groups, in aqueous solution, hardening and drying said resin.
- a process for the upgrading of cellulosic textiles which comprises impregnating said textiles with a mixture of precondensates of carbamide resins with self-polymerizing w-carboxylalkyleneureas, having an alkylene group consisting of 5 to 10 methylene groups, in aqueous solution, said w-carboxylalkyleneureas simultaneously acting as hardening catalysts for said carbamide resins, thus obviating the need for an addition of acid hardening catalysts, and hardening and drying said mixture.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH7901559A CH365694A (de) | 1959-10-03 | 1959-10-03 | Verfahren zur Veredelung, insbesondere zum Knitterfestmachen von aus Cellulose bestenden Textilien |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3095323A true US3095323A (en) | 1963-06-25 |
Family
ID=4536913
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US57644A Expired - Lifetime US3095323A (en) | 1959-10-03 | 1960-09-22 | Process for the upgrading of cellulose textiles |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3095323A (en)) |
| BE (1) | BE595524A (en)) |
| CH (1) | CH365694A (en)) |
| DE (1) | DE1129924B (en)) |
| FR (1) | FR1266996A (en)) |
| GB (1) | GB915817A (en)) |
| NL (1) | NL256015A (en)) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4255294A (en) * | 1975-04-01 | 1981-03-10 | Lever Brothers | Fabric softening composition |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1989968A (en) * | 1933-07-11 | 1935-02-05 | Resinous Prod & Chemical Co | Process for preparing amides |
| US2109941A (en) * | 1936-06-05 | 1938-03-01 | Du Pont | Preparation of amides |
-
0
- NL NL256015D patent/NL256015A/xx unknown
- BE BE595524D patent/BE595524A/xx unknown
-
1959
- 1959-10-03 CH CH7901559A patent/CH365694A/de unknown
-
1960
- 1960-09-08 FR FR838133A patent/FR1266996A/fr not_active Expired
- 1960-09-17 DE DEJ18730A patent/DE1129924B/de active Pending
- 1960-09-22 US US57644A patent/US3095323A/en not_active Expired - Lifetime
- 1960-09-29 GB GB33484/60A patent/GB915817A/en not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1989968A (en) * | 1933-07-11 | 1935-02-05 | Resinous Prod & Chemical Co | Process for preparing amides |
| US2109941A (en) * | 1936-06-05 | 1938-03-01 | Du Pont | Preparation of amides |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4255294A (en) * | 1975-04-01 | 1981-03-10 | Lever Brothers | Fabric softening composition |
Also Published As
| Publication number | Publication date |
|---|---|
| CH7901559A4 (en)) | 1962-08-15 |
| FR1266996A (fr) | 1961-07-17 |
| NL256015A (en)) | |
| CH365694A (de) | 1963-01-15 |
| DE1129924B (de) | 1962-05-24 |
| BE595524A (en)) | |
| GB915817A (en) | 1963-01-16 |
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