US3890093A - Mercerizing solutions - Google Patents
Mercerizing solutions Download PDFInfo
- Publication number
- US3890093A US3890093A US372391A US37239173A US3890093A US 3890093 A US3890093 A US 3890093A US 372391 A US372391 A US 372391A US 37239173 A US37239173 A US 37239173A US 3890093 A US3890093 A US 3890093A
- Authority
- US
- United States
- Prior art keywords
- mercerizing
- aqueous
- solutions
- phosphonic acid
- sodium
- 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
- 150000003007 phosphonic acid derivatives Chemical class 0.000 claims abstract description 11
- 239000002657 fibrous material Substances 0.000 claims abstract description 6
- 238000000034 method Methods 0.000 claims abstract description 6
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims description 15
- 239000000080 wetting agent Substances 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 7
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
- HFRKLNSULXENNL-UHFFFAOYSA-L P([O-])([O-])=O.C(C)CCCCCCCC.[Na+].[Na+] Chemical compound P([O-])([O-])=O.C(C)CCCCCCCC.[Na+].[Na+] HFRKLNSULXENNL-UHFFFAOYSA-L 0.000 claims description 2
- ZXGMQMKWVVJINZ-UHFFFAOYSA-L P([O-])([O-])=O.CCCCCCCCC.[Na+].[Na+] Chemical compound P([O-])([O-])=O.CCCCCCCCC.[Na+].[Na+] ZXGMQMKWVVJINZ-UHFFFAOYSA-L 0.000 claims description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 2
- OLPKZJLYSYEWBZ-UHFFFAOYSA-L P([O-])([O-])=O.CCCCCCCC.[Na+].[Na+] Chemical compound P([O-])([O-])=O.CCCCCCCC.[Na+].[Na+] OLPKZJLYSYEWBZ-UHFFFAOYSA-L 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 4
- 239000001257 hydrogen Substances 0.000 abstract description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract description 4
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract description 3
- 229920002678 cellulose Polymers 0.000 abstract description 3
- 239000001913 cellulose Substances 0.000 abstract description 3
- 229910001413 alkali metal ion Inorganic materials 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 21
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 239000000835 fiber Substances 0.000 description 7
- 238000009736 wetting Methods 0.000 description 7
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 229940042400 direct acting antivirals phosphonic acid derivative Drugs 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 239000002671 adjuvant Substances 0.000 description 4
- -1 alkane sulfonates Chemical class 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000012670 alkaline solution Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 238000006887 Ullmann reaction Methods 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- KDFMYTBUQJDSOY-UHFFFAOYSA-N didocosyl hydrogen phosphite Chemical compound CCCCCCCCCCCCCCCCCCCCCCOP(O)OCCCCCCCCCCCCCCCCCCCCCC KDFMYTBUQJDSOY-UHFFFAOYSA-N 0.000 description 1
- 229940043237 diethanolamine Drugs 0.000 description 1
- LXCYSACZTOKNNS-UHFFFAOYSA-N diethoxy(oxo)phosphanium Chemical compound CCO[P+](=O)OCC LXCYSACZTOKNNS-UHFFFAOYSA-N 0.000 description 1
- XFUSKHPBJXJFRA-UHFFFAOYSA-N dihexyl hydrogen phosphite Chemical compound CCCCCCOP(O)OCCCCCC XFUSKHPBJXJFRA-UHFFFAOYSA-N 0.000 description 1
- LBIGZJZAPPMDFK-UHFFFAOYSA-N diicosyl hydrogen phosphite Chemical compound CCCCCCCCCCCCCCCCCCCCOP(O)OCCCCCCCCCCCCCCCCCCCC LBIGZJZAPPMDFK-UHFFFAOYSA-N 0.000 description 1
- CZHYKKAKFWLGJO-UHFFFAOYSA-N dimethyl phosphite Chemical compound COP([O-])OC CZHYKKAKFWLGJO-UHFFFAOYSA-N 0.000 description 1
- BAKDLAFAVHBXHW-UHFFFAOYSA-N dioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP([O-])OCCCCCCCCCCCCCCCCCC BAKDLAFAVHBXHW-UHFFFAOYSA-N 0.000 description 1
- NFORZJQPTUSMRL-UHFFFAOYSA-N dipropan-2-yl hydrogen phosphite Chemical compound CC(C)OP(O)OC(C)C NFORZJQPTUSMRL-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- CXPLNUSILGTRIR-UHFFFAOYSA-N heptadecan-4-yl dihydrogen phosphite Chemical compound CCCCCCCCCCCCCC(CCC)OP(O)O CXPLNUSILGTRIR-UHFFFAOYSA-N 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
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
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
- D06M11/38—Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic Table
-
- 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
- D06M13/244—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 sulfur or phosphorus
- D06M13/282—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 sulfur or phosphorus with compounds containing phosphorus
- D06M13/288—Phosphonic or phosphonous acids or derivatives thereof
Definitions
- SHEET 1 Shrinkage 0 1'0 20 30 is 60 7'5 950 sec m PM.
- PATENTEDJUH 17 1975 from/sec Shrinkage Rate 1 MERCERIZING SOLUTIONS The present invention relates to aqueous solution containing alkaline agents and phosphonic acid derivatives for mercerizing purposes.
- alkali metal hydroxide solutions having a strength sufficient to meet certain requirements are allowed to act on the material.
- wetting agents are added to the solutions while making sure that these are readily soluble in the lye, bring about a maximum shrinkage rate of the cellulosic fiber within the shortest possible time and remain in solution even after the lyes have been stored for a prolonged period of time.
- alkyl sulfates, alkane sulfonates, alkyl-aryl sulfonates, lignin sulfonic acids, sulfated terpene derivatives, alkylated naphthalene sulfonic acids and analogous compounds can be used as wetting agents in mercerizing liquors.
- German Auslegeschrift No. 1,014,067 discloses the application of mixtures of such mono and polysulfonic acids or salts thereof in mercerizing (and lye-treating) baths. Those compounds have been obtained by sulfo-chlorination of aliphatic or cycloaliphatic hydrocarbons having to carbon atoms.
- the wetting agents are generally combined with other adjuvants which disperse and keep in suspension the products which have been dissolved off the fiber during the mercerizing operation, for example cellulose degradation compounds or remaining sizes.
- these adjuvants have a synergistic effect on the wetting power of the wetting agents which are known to be low-molecular-weight alcohols, for example isopropanol, butanols, alkanol-amines, glycols and derivatives thereof, polyglycols and other compounds disclosed, inter alia, in Lindner Tenside, Textilosstoff, Waschrohstoffe," vol. 11, 1964, pages 1476 to 1478.
- wetting agents hitherto used for mercerizing liquors do not meet all the practical requirements at the same time. They either wet the fiber very rapidly while having to be used, however, in high concentrations or they are not stable in the alkaline solutions for a sufficiently long time, lose their effectiveness or precipitate. In many cases, moreover, their heavy foaming is trouble some.
- This invention now relates to aqueous solutions for mercerizing and treating cellulosic fibers and goods made therefrom with lyes, which have an excellent wetting effect and a high stability and contain, in addition to about 10 to 400 g/l of sodium-, potassiumor lithium hydroxide or mixtures of these alkaline agents, as wetting agents.
- Dialkyl phosphites to be used for the reaction are, for example, dimethyl phosphite, diethyl phosphite, diisopropyl phosphite, di-n-hexyl phosphite, di-Z-ethylhexyl phosphite. decyl-isobutyl phosphite, propyltetradecyl phosphite, dioctadecyl phosphite, di-eicosyl phosphite and di-docosyl phosphite.
- the salts and free acids thereof may be prepared from the alkane phosphonic acid diesters by hydrolysis according to known methods.
- the phosphonic acids and the salts thereof to be used according to the invention are readily soluble in water and give limpid solutions. In an alkaline medium, they have such an excellent wetting power that they can be used in lower amounts than conventional wetting agents.
- the concentrations used in the mercerizing solutions are between 0.1 and 5 g/l, preferably between 1 and 5 g/l, which means not only a very economical application of the compounds but also hardly any pollution of waste water.
- the phosphonic acid derivatives do practically not foam in the alkaline solutions. They are preferably used for mercerizing liquors containing a high amount of about to 300 g, preferably 200 to 250 g of sodium-, potassiumor lithium hydroxide or mixtures thereof per liter of liquor.
- composition of the mercerizing solutions for which the phosphonic acid derivatives are used according to the invention, is known; they generally contain 10 to 400 g of sodium-, potassiumor lithium hydroxide or mixtures therof per liter of liquor and, where required, further usual adjuvants.
- the solutions are used at temperatures of from about 0 to 25C.
- further additives see Lindner Tenside, Textilosstoff, Waschrohstoffe," vol, II, 1964, pages 1476 to 1478, and
- the mercerizing solutions of the invention are used in known manner for treating cellulosic fibers and goods made therefrom as well as textile material containing cellulosic fibers in addition to synthetic fibers.
- All the tested mercerizing liquors contained 220 g of sodium hydroxide per liter and, in addition, the following wetting agents and adjuvants:
- FIG. I shows the values of shrinkage as a function of time using liquors Nos. 1, 5 and 6.
- FIG, II shows the corresponding values of shrinkage speed as a function of time.
- An aqueous mercerizing solution essentially consisting of 10 to 400 g/l of sodium-, potassiumor lithium hydroxide or a mixture thereof, and 0.1 to 5 g/l of phosphonic acid derivative of the formula in which R stands for an aliphatic linear, branched or cyclic hydrocarbon radical having 6 to 10 carbon atoms, and X and Y which may be identical or different, each stands for hydrogen, sodium, potassium or an aliphatic linear or branched hydrocarbon radical having 1 to 4 carbon atoms.
- Liquors Nos. 1 and 1(a) had the same composition; liquor No. 1(a) was, however, allowed to stand for 24 hours prior to its use for the tests.
- test results are compiled in the following Table.
- a process for treating with lyes and mercerizing cellulosic fibrous material which comprises treating the fibrous material with an aqueous alkaline merceriz- 5 ing solution containing, as a wetting agent 0.1 to 5 g/l of a phosphonic acid derivative of the formula Shrinkage Shrinkage speed Time in mm in mm per sec. sec. Liquor No. Liquor No.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Treatment Of Fiber Materials (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2231148A DE2231148A1 (de) | 1972-06-26 | 1972-06-26 | Laugier- und mercerisierloesungen |
Publications (1)
Publication Number | Publication Date |
---|---|
US3890093A true US3890093A (en) | 1975-06-17 |
Family
ID=5848784
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US372391A Expired - Lifetime US3890093A (en) | 1972-06-26 | 1973-06-21 | Mercerizing solutions |
Country Status (9)
Country | Link |
---|---|
US (1) | US3890093A (ja) |
JP (1) | JPS4948996A (ja) |
BE (1) | BE801479A (ja) |
BR (1) | BR7304667D0 (ja) |
DE (1) | DE2231148A1 (ja) |
FR (1) | FR2190971B1 (ja) |
GB (1) | GB1430118A (ja) |
IT (1) | IT989413B (ja) |
NL (1) | NL7308635A (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4494952A (en) * | 1982-09-08 | 1985-01-22 | Ciba-Geigy Corporation | Wetting agents and their use as mercerizing assistants |
US4568349A (en) * | 1981-08-22 | 1986-02-04 | Sandoz Ltd. | Alkali treatment of cellulosic fiber goods |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3346578A1 (de) * | 1983-12-23 | 1985-07-18 | Sandoz-Patent-GmbH, 7850 Lörrach | Mittel und verfahren zum einbadigen einstufigen alkalischen vorbehandeln von cellulosehaltigen textilmaterialien |
DE4131951A1 (de) * | 1991-09-25 | 1993-04-08 | Boehme Chem Fab Kg | Wasserloesliche bzw. dispergierbare mittel zur stabilisierung thermooxidativ labiler verbindungen |
JP2010104568A (ja) * | 2008-10-30 | 2010-05-13 | Taeko Sato | まごの手 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US325654A (en) * | 1885-09-08 | Traction-chain gearing | ||
US1980342A (en) * | 1930-08-06 | 1934-11-13 | Firm Chem Fab R Baumheier Ag | Sulphonated oils, fats or acids thereof and the process of manufacturing the same |
US2236617A (en) * | 1938-12-20 | 1941-04-01 | Colgate Palmolive Peet Co | Treatment of textiles |
US2403038A (en) * | 1944-12-14 | 1946-07-02 | Monsanto Chemicals | Surface-active agents |
US2478390A (en) * | 1947-12-18 | 1949-08-09 | Du Pont | Polymerization of polymerizable mono-olefinic hydrocarbons in the presence of saturated aliphatic esters of inorganic oxy acids of phosphorus, sulfur, and silicon |
-
1972
- 1972-06-26 DE DE2231148A patent/DE2231148A1/de active Pending
-
1973
- 1973-06-21 US US372391A patent/US3890093A/en not_active Expired - Lifetime
- 1973-06-21 NL NL7308635A patent/NL7308635A/xx not_active Application Discontinuation
- 1973-06-22 IT IT25761/73A patent/IT989413B/it active
- 1973-06-25 JP JP48070883A patent/JPS4948996A/ja active Pending
- 1973-06-25 BR BR4667/73A patent/BR7304667D0/pt unknown
- 1973-06-26 GB GB3019073A patent/GB1430118A/en not_active Expired
- 1973-06-26 FR FR7323243A patent/FR2190971B1/fr not_active Expired
- 1973-06-26 BE BE132757A patent/BE801479A/xx unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US325654A (en) * | 1885-09-08 | Traction-chain gearing | ||
US1980342A (en) * | 1930-08-06 | 1934-11-13 | Firm Chem Fab R Baumheier Ag | Sulphonated oils, fats or acids thereof and the process of manufacturing the same |
US2236617A (en) * | 1938-12-20 | 1941-04-01 | Colgate Palmolive Peet Co | Treatment of textiles |
US2403038A (en) * | 1944-12-14 | 1946-07-02 | Monsanto Chemicals | Surface-active agents |
US2478390A (en) * | 1947-12-18 | 1949-08-09 | Du Pont | Polymerization of polymerizable mono-olefinic hydrocarbons in the presence of saturated aliphatic esters of inorganic oxy acids of phosphorus, sulfur, and silicon |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4568349A (en) * | 1981-08-22 | 1986-02-04 | Sandoz Ltd. | Alkali treatment of cellulosic fiber goods |
US4494952A (en) * | 1982-09-08 | 1985-01-22 | Ciba-Geigy Corporation | Wetting agents and their use as mercerizing assistants |
Also Published As
Publication number | Publication date |
---|---|
DE2231148A1 (de) | 1974-01-31 |
NL7308635A (ja) | 1973-12-28 |
FR2190971A1 (ja) | 1974-02-01 |
BR7304667D0 (pt) | 1974-09-05 |
FR2190971B1 (ja) | 1976-11-12 |
BE801479A (fr) | 1973-12-26 |
GB1430118A (en) | 1976-03-31 |
IT989413B (it) | 1975-05-20 |
JPS4948996A (ja) | 1974-05-11 |
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