DE506987C - Process for finishing goods - Google Patents
Process for finishing goodsInfo
- Publication number
- DE506987C DE506987C DEI34461D DEI0034461D DE506987C DE 506987 C DE506987 C DE 506987C DE I34461 D DEI34461 D DE I34461D DE I0034461 D DEI0034461 D DE I0034461D DE 506987 C DE506987 C DE 506987C
- Authority
- DE
- Germany
- Prior art keywords
- goods
- acid
- salts
- quaternary phosphonium
- treated
- 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
- 238000000034 method Methods 0.000 title claims description 5
- 150000003839 salts Chemical class 0.000 claims description 14
- 125000005496 phosphonium group Chemical group 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims 3
- 239000000243 solution Substances 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 6
- 241000607479 Yersinia pestis Species 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- USFRYJRPHFMVBZ-UHFFFAOYSA-M benzyl(triphenyl)phosphanium;chloride Chemical compound [Cl-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)CC1=CC=CC=C1 USFRYJRPHFMVBZ-UHFFFAOYSA-M 0.000 description 2
- -1 carboxylic acids Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 150000003018 phosphorus compounds Chemical class 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- RAHOAHBOOHXRDY-UHFFFAOYSA-M (4-chlorophenyl)methyl-triphenylphosphanium;chloride Chemical compound [Cl-].C1=CC(Cl)=CC=C1C[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 RAHOAHBOOHXRDY-UHFFFAOYSA-M 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- 241000131286 Attagenus Species 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- BNQRPLGZFADFGA-UHFFFAOYSA-N benzyl(triphenyl)phosphanium Chemical class C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)CC1=CC=CC=C1 BNQRPLGZFADFGA-UHFFFAOYSA-N 0.000 description 1
- KKXPRUXPESLIKJ-UHFFFAOYSA-M benzyl(triphenyl)phosphanium;fluoride Chemical compound [F-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)CC1=CC=CC=C1 KKXPRUXPESLIKJ-UHFFFAOYSA-M 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- HLVXFWDLRHCZEI-UHFFFAOYSA-N chromotropic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(O)=CC(S(O)(=O)=O)=CC2=C1 HLVXFWDLRHCZEI-UHFFFAOYSA-N 0.000 description 1
- AXZAYXJCENRGIM-UHFFFAOYSA-J dipotassium;tetrabromoplatinum(2-) Chemical compound [K+].[K+].[Br-].[Br-].[Br-].[Br-].[Pt+2] AXZAYXJCENRGIM-UHFFFAOYSA-J 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 229910021432 inorganic complex Inorganic materials 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- DHRLEVQXOMLTIM-UHFFFAOYSA-N phosphoric acid;trioxomolybdenum Chemical compound O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.O=[Mo](=O)=O.OP(O)(O)=O DHRLEVQXOMLTIM-UHFFFAOYSA-N 0.000 description 1
- IYDGMDWEHDFVQI-UHFFFAOYSA-N phosphoric acid;trioxotungsten Chemical compound O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.OP(O)(O)=O IYDGMDWEHDFVQI-UHFFFAOYSA-N 0.000 description 1
- 229910001487 potassium perchlorate Inorganic materials 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Molecular Biology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Biochemistry (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
Verfahren zum Veredeln von Waren Es wurde die bemerkenswerte Beobachtung gemacht, daß man Waren dadurch widerstandsfäliiger gegen den Angriff durch Schädlinge, insbesondere Textilschädlinge, machen kann, wenn man die Waren mit Salzen quarternärer Phosphoniumbasen behandelt.Method of finishing goods It became the remarkable observation made that goods are more resistant to attack by pests, especially textile pests, if you quaternary the goods with salts Treated phosphonium bases.
Es sind bereits phosphorhaltige anorganische komplexe Säuren, wie Phosphorwolfrarnsäure, Phosphorrnolybdänsäure, als Mottenschutzmittel benutzt worden. Es handelt sich hierbei jedoch um anorganische Phosphorverbindungen, die in ihrer Konstitution vollständig verschieden sind von den oben-,renann',en organisclien Phosphorverbindungen und außerdem den Nachteil haben, daß sie in saurer Lösung angewendet werden müssen, während die Salze der quarternären Phosphoniumbasen neutral reagieren und ohne Säurezusatz anwendbar sind.There are already inorganic complex acids containing phosphorus, such as Phosphotungstic acid, phosphomolybdic acid, has been used as a moth repellent. However, these are inorganic phosphorus compounds that are in their Constitution are completely different from the above, renann ', en organisclien Phosphorus compounds and also have the disadvantage that they are used in acidic solution must be, while the salts of the quaternary phosphonium bases react neutrally and can be used without the addition of acid.
Die Wirkung der neuen Mittel ist so beträchtlicb, daß oft schon bei Verwendung sehr geringprozentiger Lösungen ein weitgehender Schutz erreicht wer-den kann. Es sind z. B. Fälle beobachtet worden, in denen bereits bei Verwendung einer Lösung von o,2 '/" in Wasser oder in einem organischen Lösungsmittel eine volle Schutzwirkung gegen Mottenraupen erzielt wurde. Die Behandlung mit diesen Salzen hat auch eine Hemmung des Bakterienwachsturns zur Folge. Zur Salzbildung mit diesen quarternären Basen können sowohl anorganische Säuren, v,;ie Salzsäure, Schwefelsäure, Jodwasserstoff-Säure, Bromwasserstoffsäure, Fluorwasserstoffsäure, Kieselfluorwasserstoffsäure, Perchlorsäure, Rhodanwasserstoffsäure, Blau-säure, Phosphorsäure, Acylphosphorsäure usw., wie auch organische Säuren, wie Carbonsäuren, Sullinsäuren, Sulfonsäuren usw., verwendet werden. Die Eigenschaften der Salze können durch die Wahl der Säuren in #-crscliie,lener Richtung, z. B. in bezug auf Löslichkeit, Affinität zur Faser, beeinflußt werden. Als Säuren können auch solche Verbindungen Verwendung finden, die ihrerseits schon eine Schutzwirkung aufweisen.The effect of the new agents is so considerable that extensive protection can often be achieved even with the use of very low percentage solutions. There are z. B. Cases have been observed in which a full protective effect against moth worms was achieved even with the use of a solution of 0.2 '/ "in water or in an organic solvent. Treatment with these salts also inhibits the growth of bacteria Salt formation with these quaternary bases can be achieved by inorganic acids such as hydrochloric acid, sulfuric acid, hydriodic acid, hydrobromic acid, hydrofluoric acid, hydrofluoric acid, perchloric acid, hydrofluoric acid, hydrocyanic acid, phosphoric acid, acylphosphoric acid etc., as well as organic acids such as carboxylic acids, Sullic acids, sulfonic acids, etc. The properties of the salts can be influenced by the choice of the acids in the direction, for example with regard to solubility, affinity for fibers. Such compounds can also be used as acids find, which in turn already have a protective effect.
Die vier anderen mit Phosphor verbundenen Substituenten können unter sich gleich oder verschieden sein: naturgemäß wird man die Substituenten so wählen, daß die Verbindungen die für den vorliegenden Zweck notwendige Beständigkeit besitzen. Nachdern oben Angaben über die Variationsmöglichkeit des Säurerestes gemacht worden sind, sollen die folgenden Beispiele die Variationsmöglichkeit des vierten Substituenten zeigen. Bei diesen Beispielen ist als Vertreter der Substituenten i bis 3 das Phenyl gewählt.The four other substituents linked to phosphorus can be identical or different from one another: of course, the substituents will be chosen so that the compounds have the stability required for the present purpose. After information has been given above about the possibility of varying the acid residue, the following examples are intended to show the possibility of varying the fourth substituent. In these examples, phenyl is chosen as a representative of the substituents i to 3.
Es seien genannt: Benzyltriphenvlphosphoniumcvanid, Methyltriphenvlphos#lioniurnjodid, Äthyltriphenylphosphoniumbrornid, Oxäthyltriphenylphosphoniumchlorid, Äthylenditriphen#-Iphosphonitimbromid, p-Xvlvleilditriphenylphosphoniumbromid, Pentamethy lenditriplienylphosphoniumbromid, o-Clilorbenzyltriphenylphosphoniumchlorid, p#-l\7itrobenzyltriplienylphosphoniumchlorid, co-Carbäthoxvmethyltriphenylphosphoniurnchlorid, Anhydro - o)- carboxylmethyltriphenylphosphoniumhydroxyd (inneres Salz), Tetraphenylphosphonitimbromid, to - Carboxyhexadecylmethyltriphenylphosphoniumbromid, 3, 4-Dicblorbenzyltriphenylphosphoniumchlorid und :2, 4, 5 - Trichlorbenzyltriphenylphosphoniumchlorid. Beispiel i Man geht mit ioo kg Wolle in 300 1 einer 0,31)rozentigen Lösung von Benzyltriphenylphosphoniumchlori#d in Wasser oder Alkohol ein. Nach guter Durchfeuchtung trennt man die überschüssige Lösung ab und -trocknet. Die so behandelte Wolle ist gegen den Angriff von Schädlingen, wie z. B. Attagenus japonicus, weitgehend geschützt, insbesondere auch vollständig mottenecht.It may be mentioned: Benzyltriphenvlphosphoniumcvanid, Methyltriphenvlphos # lioniurnjodid, Äthyltriphenylphosphoniumbrornid, Oxäthyltriphenylphosphoniumchlorid, Äthylenditriphen # -Iphosphonitimbromid, p-Xvlvleilditriphenylphosphoniumbromid, Pentamethy lenditriplienylphosphoniumbromid, o-Clilorbenzyltriphenylphosphoniumchlorid, p # -l \ 7itrobenzyltriplienylphosphoniumchlorid, co-Carbäthoxvmethyltriphenylphosphoniurnchlorid, Anhydro - o) - carboxylmethyltriphenylphosphoniumhydroxyd (inner salt ), Tetraphenylphosphonitimbromid, to - Carboxyhexadecylmethyltriphenylphosphoniumbromid, 3, 4-Dicblorbenzyltriphenylphosphoniumchlorid and: 2, 4, 5 - Trichlorbenzyltriphenylphosphoniumchlorid. Example i One goes with 100 kg of wool in 300 l of a 0.31 percent solution of benzyltriphenylphosphonium chloride in water or alcohol. After thoroughly moistening, the excess solution is separated off and dried. The wool treated in this way is against the attack of pests such. B. Attagenus japonicus, largely protected, in particular completely moth-proof.
Beispiel 2 Die mit einem löslichen Salz einer quarternären Phosphoniumbase, wie z. B. dem in Beispiel i erwähnten Benzyltriphenylphosphoniumchlorid, behandelte Ware wird mit einer Lösung von Kaliumperchlorat nachbehandelt. Dabei bildet sich auf der Faser das praktisch unlösliche Beiizyltriphenylpliosphoniumperchlorat. Beispiel 3 Die mit Chlorlcresotinsäureanilidsulfosälire behandelte Ware wird mit einer Lösung von Benzvitriphenylphosphoniumsulfat riachbehand#It.Example 2 The with a soluble salt of a quaternary phosphonium base, such as. B. the benzyltriphenylphosphonium chloride mentioned in Example i, treated goods are aftertreated with a solution of potassium perchlorate. The practically insoluble Beiizyltriphenylpliosphoniumperchlorat forms on the fiber. EXAMPLE 3 The fabric treated with Chlorlcresotinsäureanilidsulfosälire is post-treated with a solution of Benzvitriphenylphosphoniumsulfat # It.
Beispiel 4 Man geht mit den Textilwaren in eine verdünnte Lösung des sauren Benzyltriphenylphosphoniumsalzes der Chrornotropsäure ein und erwärmt dann allmählich.Example 4 The textile goods are placed in a dilute solution of the acid benzyltriphenylphosphonium salt of chromotropic acid and then heated gradually.
Beispiel 5 Die zu behandelnde Ware wird mit einer 21)rozentigen Lösung von Benzyltriphenylphosphoniumfluorid in Alkohol oder in einem anderen geeigneten organischen Lösungsmittel oder einer Mischung solcher Lösungen bespritzt. Beispiel 6 Pelze werden mit einer Mischung von io 'j, p - Chlorbenzyltriphenylphosphoniumchlorid und go '/" Talkum eine Stunde lang in einer Trommel gerollt. Beispiel 7 Papierbrei wird mit einer Suspension des naphthalinmonosulfosauren Salzes des Benzyltriphenylphosphoniumhydroxyds gemischt, wodurch das daraus hergestellte Papier Widerstandsfähigkeit gegen die bekannten Papierschädlinge zeigt.Example 5 The goods to be treated are sprayed with a 21 percent strength solution of benzyltriphenylphosphonium fluoride in alcohol or in another suitable organic solvent or a mixture of such solutions. Example 6 pelts with a mixture of io 'j, p - Chlorbenzyltriphenylphosphoniumchlorid and go' / "talc an hour in a drum rolled Example 7 pulp is mixed the Benzyltriphenylphosphoniumhydroxyds with a suspension of naphthalinmonosulfosauren salt, whereby the paper resistance produced therefrom compared. shows the known paper pests.
zizi
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEI34461D DE506987C (en) | 1928-05-21 | 1928-05-22 | Process for finishing goods |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE312163X | 1928-05-21 | ||
| DEI34461D DE506987C (en) | 1928-05-21 | 1928-05-22 | Process for finishing goods |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE506987C true DE506987C (en) | 1930-09-11 |
Family
ID=25793594
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEI34461D Expired DE506987C (en) | 1928-05-21 | 1928-05-22 | Process for finishing goods |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE506987C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1147943B (en) * | 1959-04-01 | 1963-05-02 | American Cyanamid Co | Process for the preparation of a tetrakis (1-hydroxyalkyl) phosphonium salt |
-
1928
- 1928-05-22 DE DEI34461D patent/DE506987C/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1147943B (en) * | 1959-04-01 | 1963-05-02 | American Cyanamid Co | Process for the preparation of a tetrakis (1-hydroxyalkyl) phosphonium salt |
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