EP0027923B1 - Sizing agent - Google Patents
Sizing agent Download PDFInfo
- Publication number
- EP0027923B1 EP0027923B1 EP80105990A EP80105990A EP0027923B1 EP 0027923 B1 EP0027923 B1 EP 0027923B1 EP 80105990 A EP80105990 A EP 80105990A EP 80105990 A EP80105990 A EP 80105990A EP 0027923 B1 EP0027923 B1 EP 0027923B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- polyvinyl alcohol
- alkyl
- sizing
- sizing agent
- formula
- 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
- 238000004513 sizing Methods 0.000 title claims description 16
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 28
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 17
- 150000001412 amines Chemical class 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 18
- 239000003795 chemical substances by application Substances 0.000 description 5
- 230000002209 hydrophobic effect Effects 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- -1 Behenyldiethylaminoxid Chemical compound 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
- 244000060011 Cocos nucifera Species 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 241000287227 Fringillidae Species 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- ONLRKTIYOMZEJM-UHFFFAOYSA-N n-methylmethanamine oxide Chemical compound C[NH+](C)[O-] ONLRKTIYOMZEJM-UHFFFAOYSA-N 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- ILUQVSUOEUPVHM-UHFFFAOYSA-N N,N-dibutylhexan-1-amine oxide Chemical compound CCCCCC[N+]([O-])(CCCC)CCCC ILUQVSUOEUPVHM-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- SSSQHOPHYDCOGG-UHFFFAOYSA-N n,n-diethyldocosan-1-amine oxide Chemical compound CCCCCCCCCCCCCCCCCCCCCC[N+]([O-])(CC)CC SSSQHOPHYDCOGG-UHFFFAOYSA-N 0.000 description 1
- SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical compound NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000004804 winding 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
- 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
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/327—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof
- D06M15/333—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof of vinyl acetate; Polyvinylalcohol
-
- 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
- D06M13/388—Amine oxides
Definitions
- Sizing fiber material with polyvinyl alcohol is well known in the art. Especially polyvinyl alcohols with different degrees of saponification, i. H. Different levels of residual acetyl have proven themselves in practice as sizing agents.
- the admixed acrylate size adheres very well to the polyester, but the acrylate size is hygroscopic and clearly inferior in length and strength to the polyvinyl alcohol.
- the problem of the sensitivity of acrylic sizes in filaments to winding oils and spin preparation should only be mentioned here in addition.
- the invention thus relates to a sizing agent consisting of a polyvinyl alcohol and 1 to 30, preferably 5 to 15% by weight, based on the polyvinyl alcohol of an amine oxide of the formula wherein R 1 C 5 -C 22 alkyl or alkenyl, R 2 C 1 -C 22 alkyl or alkenyl or a group of the formula - (CH 2 CH 2 0) n H, n is a number from 1 to 5 and R 3 is C 1 ⁇ C 5 alkyl or R 3 is a group of the formula - (CH 2 CH 2 0) m H if R 2 is an alkyl group with more than 5 C atoms and m is a number of 1 to 10, where the sum of n + m is not greater than 10.
- amine oxides are known from DE-C-2 326 966. They are derived from naturally occurring fatty acids, which in many cases are mixtures of products with different lengths of the alkyl chain. As is known, these natural fatty acids can also contain different amounts of unsaturated fatty acids. Accordingly, mixtures of amine oxides with different lengths of the alkyl group are also possible according to the invention, it also being possible for these groups to be unsaturated.
- the amine oxides are fully compatible with the types of polyvinyl alcohol and are added to the size bath in the specified concentration. The concentration of the claimed sizing agent in the sizing liquor is usually 2-20% by weight.
- the sizing liquor can also contain other additives such as emulsified fats, mineral oils, starch, starch ether and the like. a. be added.
- the sizing agent according to the invention is outstandingly suitable for sizing hydrophobic synthetic fibers, in particular polyester.
- the addition of the amine oxides gives clear size films of high flexibility.
- the amine oxides do not exude from the dried films and do not increase their hygroscopicity, but increase the adhesive strength of the PVAL sizes.
- the thread closure was determined according to Melliand Textile Reports 58 (1977), pp. 187-194.
- the pendulum hardness was measured with a hardness tester, the numbers above showing the number of vibrations that the pendulum executes until it stops.
- the addition of an amine oxide according to the invention brings about an increase in the flexibility of the size films, with their water absorption hardly increasing.
- the pendulum hardness as a measure of brittleness also decreases, while the thread closure increases as a decisive criterion for the adhesive strength.
- the fleets contain approx. 4% of products a) -d) and are loaded with 200% of the fleet. After drying at approx. 150 ° C (cylinder drying machines), the chains contain approx. 8% solids. When weaving, the chain a shows increased thread breakage numbers, while the chains b to d can be used satisfactorily.
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)
Description
Das Schlichten von Fasermaterial mit Polyvinylalkohol (PVAI) ist in der Technik gut bekannt. Besonders Polyvinylalkohole mit unterschiedlichem Verseifungsgrad, d. h. unterschiedlichem Restacetylgehalt haben sich in der Praxis als Schlichtemittel bewährt.Sizing fiber material with polyvinyl alcohol (PVAI) is well known in the art. Especially polyvinyl alcohols with different degrees of saponification, i. H. Different levels of residual acetyl have proven themselves in practice as sizing agents.
Der Einsatz von Polyvinylalkohol beim Schlichten von Filamenten ist aber in der Praxis nicht unumstritten, da speziell hydrophobe Filamente in Abhängigkeit vom Polymerisationsgrad des Polyvinylalkohols stark unterschiedliche Schlichteergebnisse zeigen. Finch beschreibt in »Polyvinylalkohole S. 261 ff.« die Schwierigkeiten für Polyvinylalkohole als Schlichtemittel bei hydrophoben Filamenten, z. B. Polyester. Der PVAI-Schlichtefilm ist auf diesen Fäden sehr spröde und kann deshalb beim Weben durch Absplittern Webfehler verursachen. Verbesserungen bringen laut Finch (loc. cit.), Zusätze von plastifizierenden Additiven und Acrylatschlichten, die in Mischung mit dem Polyvinylalkohol eingesetzt werden. Jedoch können diese Additive den Polyvinylalkoholfilm klebrig und zäh machen. Die zugemischte Acrylatschlichte haftet zwar sehr gut am Polyester, jedoch ist die Acrylatschlichte hygroskopisch und in der Haftlänge und Festigkeit dem Polyvinylalkohol deutlich unterlegen. Das Problem der Empfindlichkeit von Acrylatschlichten bei Filamenten gegenüber Spulölen und Spinnpräparation soll hier nur ergänzend erwähnt werden.The use of polyvinyl alcohol in the sizing of filaments is not without controversy in practice, since hydrophobic filaments in particular show very different sizing results depending on the degree of polymerization of the polyvinyl alcohol. Finch describes in "Polyvinyl alcohols p. 261 ff." The difficulties for polyvinyl alcohols as sizing agents in hydrophobic filaments, e.g. B. polyester. The PVAI size film is very brittle on these threads and can therefore cause weaving errors due to chipping. According to Finch (loc. Cit.), Improvements result in additions of plasticizing additives and acrylate sizes, which are used in a mixture with the polyvinyl alcohol. However, these additives can make the polyvinyl alcohol film sticky and tough. The admixed acrylate size adheres very well to the polyester, but the acrylate size is hygroscopic and clearly inferior in length and strength to the polyvinyl alcohol. The problem of the sensitivity of acrylic sizes in filaments to winding oils and spin preparation should only be mentioned here in addition.
Es wurde nun gefunden, daß man Schlichten aus Polyvinylalkohol sehr flexibel und weich machen kann, so daß sie mit sehr gutem Erfolg für das Schlichten hydrophober Fasern eingesetzt werden können, wenn man den üblichen Polyvinylalkoholschlichten ein Aminoxid zusetzt.It has now been found that sizes made from polyvinyl alcohol can be made very flexible and soft, so that they can be used with very good results for the size of hydrophobic fibers if an amine oxide is added to the usual polyvinyl alcohol sizes.
Gegenstand der Erfindung ist somit ein Schlichtemittel bestehend aus einem Polyvinylalkohol und 1 bis 30, vorzugsweise 5 bis 15 Gew.-%, bezogen auf den Polyvinylalkohol eines Aminoxids der Formel
Diese Aminoxide sind aus der DE-C-2 326 966 bekannt. Sie leiten sich ab von natürlich vorkommenden Fettsäuren, die in vielen Fällen Gemische darstellen von Produkten mit unterschiedlicher Länge der Alkylkette. Daneben können diese natürlichen Fettsäuren bekanntlich auch unterschiedliche Mengen an ungesättigten Fettsäuren enthalten. Dementsprechend kommen erfindungsgemäß auch Mischungen von Aminoxiden mit unterschiedlicher Länge der Alkylgruppe in Frage, wobei diese Gruppen außerdem ungesättigt sein können. Die Aminoxide sind mit den Polyvinylalkohol-typen voll verträglich und werden dem Schlichtebad in der angegebenen Konzentration zugegeben. Die Konzentration des beanspruchten Schlichtemittels in der Schlichteflotte beträgt üblicherweise 2-20 Gew.-%. Neben dem Polyvinylalkohol und dem Aminoxid können der Schlichteflotte auch andere Additive wie emulgierte Fette, Mineralöle, Stärke, Stärkeäther u. a. zugesetzt werden. Das erfindungsgemäße Schlichtemittel eignet sich hervorragend zum Schlichten von hydrophoben Synthesefasern, insbesondere von Polyester.These amine oxides are known from DE-C-2 326 966. They are derived from naturally occurring fatty acids, which in many cases are mixtures of products with different lengths of the alkyl chain. As is known, these natural fatty acids can also contain different amounts of unsaturated fatty acids. Accordingly, mixtures of amine oxides with different lengths of the alkyl group are also possible according to the invention, it also being possible for these groups to be unsaturated. The amine oxides are fully compatible with the types of polyvinyl alcohol and are added to the size bath in the specified concentration. The concentration of the claimed sizing agent in the sizing liquor is usually 2-20% by weight. In addition to polyvinyl alcohol and amine oxide, the sizing liquor can also contain other additives such as emulsified fats, mineral oils, starch, starch ether and the like. a. be added. The sizing agent according to the invention is outstandingly suitable for sizing hydrophobic synthetic fibers, in particular polyester.
Nach dem Trocknen erhält man durch den Zusatz der Aminoxide klare Schlichtefilme hoher Flexibilität. Die Aminoxide schwitzen nicht aus den getrockneten Filmen aus und erhöhen auch nicht deren Hygroskopizität, verstärken aber die Klebkraft der PVAL-Schlichten.After drying, the addition of the amine oxides gives clear size films of high flexibility. The amine oxides do not exude from the dried films and do not increase their hygroscopicity, but increase the adhesive strength of the PVAL sizes.
- a) Polyvinylalkohol, Viskosität bei 85° C in 10%iger Lösung: 5 mPa · sa) Polyvinyl alcohol, viscosity at 85 ° C in 10% solution: 5 mPa · s
- b) PVAI+2% Kokosdimethylaminoxidb) PVAI + 2% coconut dimethylamine oxide
- c) PVAI+5% Kokosdimethylaminoxidc) PVAI + 5% coconut dimethylamine oxide
- d) PVAI+20% Sojalkyldiglykol-aminooxidd) PVAI + 20% soy alkyl diglycol amino oxide
Aus dem Polyvinylalkohol a) bzw. den Mischungen b) - d) wurden Filme gegossen und 2 Stunden bei 60° C getempert. Danach wurden die Filme wie folgt beurteilt.
Der Fadenschluß wurde bestimmt nach Melliand-Textilberichte 58 (1977), S. 187-194. Die Pendelhärte wurde mit einem Härteprüfgerät gemessen, wobei die obigen Zahlen die Anzahl der Schwingungen angibt, die das Pendel bis zum Stillstand ausführt. Der erfindungsgemäße Zusatz eines Aminoxids bewirkt eine Erhöhung der Flexibilität der Schlichtefilme, wobei deren Wasseraufnahme kaum steigt. Die Pendelhärte als Maß für die Sprödigkeit geht ebenfalls zurück, während der Fadenschluß als entscheidendes Kriterium für die Klebkraft ansteigt.The thread closure was determined according to Melliand Textile Reports 58 (1977), pp. 187-194. The pendulum hardness was measured with a hardness tester, the numbers above showing the number of vibrations that the pendulum executes until it stops. The addition of an amine oxide according to the invention brings about an increase in the flexibility of the size films, with their water absorption hardly increasing. The pendulum hardness as a measure of brittleness also decreases, while the thread closure increases as a decisive criterion for the adhesive strength.
Ein texturiertes Polyester-Filamentgarn (dtex 167 f 32) wird an einer Schlichtemaschine mit folgenden Produkten beaufschlagt:
- a) Polyvinylalkohol wie in Beispiel 1
- b) PVAL+10% Laurylhexaglykolaminoxid
- c) PVAL+10% Behenyldiethylaminoxid
- d) PVAL+10% Hexyldibutylaminoxid
- a) Polyvinyl alcohol as in Example 1
- b) PVAL + 10% laurylhexaglycolamine oxide
- c) PVAL + 10% behenyldiethylamine oxide
- d) PVAL + 10% hexyldibutylamine oxide
Die Flotten enthalten ca. 4% der Produkte a)-d) und werden mit 200% Flottenaufnahme beaufschlagt. Nach dem Trocknen bei ca. 150°C (Zylindertrocknungsmaschinen) enthalten die Ketten ca. 8% an Feststoff. Beim Abweben zeigt die Kette a erhöhte Fadenbruchzahlen, während die Ketten b bis d zufriedenstellend sich verwenden lassen.The fleets contain approx. 4% of products a) -d) and are loaded with 200% of the fleet. After drying at approx. 150 ° C (cylinder drying machines), the chains contain approx. 8% solids. When weaving, the chain a shows increased thread breakage numbers, while the chains b to d can be used satisfactorily.
Claims (2)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2942156 | 1979-10-18 | ||
DE19792942156 DE2942156A1 (en) | 1979-10-18 | 1979-10-18 | SLIMING AGENT |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0027923A2 EP0027923A2 (en) | 1981-05-06 |
EP0027923A3 EP0027923A3 (en) | 1982-03-17 |
EP0027923B1 true EP0027923B1 (en) | 1984-03-14 |
Family
ID=6083778
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP80105990A Expired EP0027923B1 (en) | 1979-10-18 | 1980-10-03 | Sizing agent |
Country Status (4)
Country | Link |
---|---|
US (1) | US4309510A (en) |
EP (1) | EP0027923B1 (en) |
JP (1) | JPS5663076A (en) |
DE (2) | DE2942156A1 (en) |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3028016A1 (en) | 1980-07-24 | 1982-02-25 | Hoechst Ag, 6000 Frankfurt | PREPARATION AGENTS FOR SYNTHESIS FIBERS AND THE USE THEREOF |
US4530876A (en) * | 1983-08-12 | 1985-07-23 | Ppg Industries, Inc. | Warp sizing composition, sized warp strands and process |
US4797127A (en) * | 1985-10-09 | 1989-01-10 | Air Products And Chemicals, Inc. | Low foaming, high weaving efficiency polyvinyl alcohol size composition |
US4845140A (en) * | 1986-07-07 | 1989-07-04 | Air Products And Chemicals, Inc. | Waxless polyvinyl alcohol size composition |
US5354339A (en) * | 1990-04-12 | 1994-10-11 | George Bodnar | Fabric stabilizer |
CA2106173A1 (en) * | 1992-09-23 | 1994-03-24 | Kalliopi S. Haley | Fabric finish stiffening composition |
US5954683A (en) * | 1996-04-15 | 1999-09-21 | Playtex Products, Inc. | Composition and coating for a disposable tampon applicator and method of increasing applicator flexibility |
US5804653A (en) * | 1997-03-07 | 1998-09-08 | Playtex Products, Inc. | Polyvinyl alcohol compound |
US7837831B2 (en) * | 2005-12-15 | 2010-11-23 | Kimberly-Clark Worldwide, Inc. | Tissue products containing a polymer dispersion |
US7879189B2 (en) * | 2005-12-15 | 2011-02-01 | Kimberly-Clark Worldwide, Inc. | Additive compositions for treating various base sheets |
US7883604B2 (en) | 2005-12-15 | 2011-02-08 | Kimberly-Clark Worldwide, Inc. | Creping process and products made therefrom |
US8444811B2 (en) * | 2005-12-15 | 2013-05-21 | Kimberly-Clark Worldwide, Inc. | Process for increasing the basis weight of sheet materials |
WO2008156454A1 (en) * | 2007-06-21 | 2008-12-24 | Kimberly-Clark Worldwide, Inc. | Wiping products having enhanced oil absorbency |
US7879188B2 (en) * | 2005-12-15 | 2011-02-01 | Kimberly-Clark Worldwide, Inc. | Additive compositions for treating various base sheets |
US20070137811A1 (en) * | 2005-12-15 | 2007-06-21 | Kimberly-Clark Worldwide, Inc. | Premoistened tissue products |
US7820010B2 (en) | 2005-12-15 | 2010-10-26 | Kimberly-Clark Worldwide, Inc. | Treated tissue products having increased strength |
US7807023B2 (en) * | 2005-12-15 | 2010-10-05 | Kimberly-Clark Worldwide, Inc. | Process for increasing the basis weight of sheet materials |
US7842163B2 (en) * | 2005-12-15 | 2010-11-30 | Kimberly-Clark Worldwide, Inc. | Embossed tissue products |
US7879191B2 (en) * | 2005-12-15 | 2011-02-01 | Kimberly-Clark Worldwide, Inc. | Wiping products having enhanced cleaning abilities |
US7785443B2 (en) | 2006-12-07 | 2010-08-31 | Kimberly-Clark Worldwide, Inc. | Process for producing tissue products |
US7588662B2 (en) | 2007-03-22 | 2009-09-15 | Kimberly-Clark Worldwide, Inc. | Tissue products containing non-fibrous polymeric surface structures and a topically-applied softening composition |
US20080230196A1 (en) * | 2007-03-22 | 2008-09-25 | Kou-Chang Liu | Softening compositions for treating tissues which retain high rate of absorbency |
US8105463B2 (en) | 2009-03-20 | 2012-01-31 | Kimberly-Clark Worldwide, Inc. | Creped tissue sheets treated with an additive composition according to a pattern |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB972399A (en) * | 1961-05-12 | 1964-10-14 | Borden Co | Alkoxylated compositions |
CA721771A (en) * | 1963-06-25 | 1965-11-16 | Marchon Products Limited | Surface-active agents and preparation and use thereof |
US3345346A (en) * | 1965-04-15 | 1967-10-03 | Eastman Kodak Co | Aminopolymer compositions |
BE685676A (en) * | 1965-08-19 | 1967-02-20 | ||
ES426477A1 (en) * | 1973-05-26 | 1976-07-01 | Hoechst Ag | Fiber-lubricating compositions |
CA1132285A (en) * | 1978-05-01 | 1982-09-21 | Richard W. Rees | Polyvinyl alcohol warp size for filament yarn |
-
1979
- 1979-10-18 DE DE19792942156 patent/DE2942156A1/en not_active Withdrawn
-
1980
- 1980-10-03 EP EP80105990A patent/EP0027923B1/en not_active Expired
- 1980-10-03 DE DE8080105990T patent/DE3067009D1/en not_active Expired
- 1980-10-15 US US06/197,191 patent/US4309510A/en not_active Expired - Lifetime
- 1980-10-16 JP JP14377980A patent/JPS5663076A/en active Pending
Also Published As
Publication number | Publication date |
---|---|
DE2942156A1 (en) | 1981-04-30 |
JPS5663076A (en) | 1981-05-29 |
US4309510A (en) | 1982-01-05 |
EP0027923A2 (en) | 1981-05-06 |
DE3067009D1 (en) | 1984-04-19 |
EP0027923A3 (en) | 1982-03-17 |
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