US2133125A - Agent for sizing textile fibers and a process of applying it - Google Patents
Agent for sizing textile fibers and a process of applying it Download PDFInfo
- Publication number
- US2133125A US2133125A US545364A US54536431A US2133125A US 2133125 A US2133125 A US 2133125A US 545364 A US545364 A US 545364A US 54536431 A US54536431 A US 54536431A US 2133125 A US2133125 A US 2133125A
- Authority
- US
- United States
- Prior art keywords
- water
- sizing
- soluble
- polyvinyl
- fibers
- 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
- 238000004513 sizing Methods 0.000 title description 31
- 239000000835 fiber Substances 0.000 title description 18
- 239000004753 textile Substances 0.000 title description 16
- 238000000034 method Methods 0.000 title description 12
- 239000003795 chemical substances by application Substances 0.000 title description 5
- 229920002451 polyvinyl alcohol Polymers 0.000 description 20
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- 239000000047 product Substances 0.000 description 16
- 239000004372 Polyvinyl alcohol Substances 0.000 description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 15
- 239000000463 material Substances 0.000 description 15
- 239000000203 mixture Substances 0.000 description 12
- 229920001290 polyvinyl ester Polymers 0.000 description 10
- 239000003921 oil Substances 0.000 description 9
- 229920000856 Amylose Polymers 0.000 description 8
- 229920002955 Art silk Polymers 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 230000032050 esterification Effects 0.000 description 3
- 238000005886 esterification reaction Methods 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- 235000019197 fats Nutrition 0.000 description 3
- -1 halogen fatty acids Chemical class 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N methyl undecanoic acid Natural products CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- YAYNEUUHHLGGAH-UHFFFAOYSA-N 1-chlorododecane Chemical compound CCCCCCCCCCCCCl YAYNEUUHHLGGAH-UHFFFAOYSA-N 0.000 description 1
- JBSOOFITVPOOSY-KTKRTIGZSA-N 2-hydroxyoleic acid Chemical compound CCCCCCCC\C=C/CCCCCCC(O)C(O)=O JBSOOFITVPOOSY-KTKRTIGZSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002168 ethanoic acid esters Chemical class 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000000126 substance Substances 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
Definitions
- the present invention relates to agents for sizing textile fibers and a process of sizing textile
- derivatives of this kind are, for instance, the only partially esterified polyvinyl alcohols obtainable by partially'saponifying polyvinyl esters so as to obtain products which are soluble in water and organic solvents or by partially esterifying polyvinyl alcohols in such a manner that there are obtained products which are still soluble in water.
- water-soluble products possibly the acetales
- water-soluble products obtainable by a mild reaction between an aldehyde and a polyvinyl alcohol
- there may be used all products ofvarlous lengths of chain and various degrees of polymerization and viscosity.
- a polyvinyl ester containing hydroxyl groups may for instance be obtained by saponifying a polyvinyl ester and interrupting the saponiflcation before the ester groups are wholly saponified. By examination of test samples there can be easily ascertained whether the saponiflcation products are already soluble in water and whether some ester groups are still contained in the molecule. Products of this type are disclosed in Examples 1, 4, 5, 6 and 9.. In a similar manner the esterification of the polyvinyl alcohol can be interrupted at a stage at which the esters to be produced and containing hydroxylgroups are still soluble in water, this being easilyascertained by Products or this type are disclosed in Examples 3, 7 and 8.
- the derivatives of polyvinyl alcohols maybe applied either alone or in admixture with substances commonly used for sizing, such as oil, fat, wax or the like. .
- substances commonly used for sizing such as oil, fat, wax or the like.
- the thread remains very pliable if a sulfonated oil is added to the sizing bath.
- the material sized and dried according to the present process is free from dust, whereas this is generally not the case with material prepared with a size containing starch.
- the material can very easily be freed from the to which may be added a small quantity of soap, without aplying any other auxiliary means.
- An aqueous emulsion of 30 per cent strength of an acylation product of polyvinyl alcohol obgroups contained in the polyvinyl alcohol with tent of acetyl groups is diluted with water in the size, for instance by simply rinsing it in hot water incompletely freed from the size can be dyed withinvention, but they are not intended to limit it tainable by partially esterifying the hydroxyl oleic acid.
- chloride is diluted with waterin the proportion 1:20.
- Artificial silk yarn is treated for a short time in this bath. The material is then squeezed and dried at 50 C.' C. 'There is obtained a well sized material of a good feel and a high degree of softness; it can easily be freed from the size.
- the water-soluble polymerization product obtainable by saponifying a mixed polymerization m'aleic anhydride is used as described in theprecedingexam'ples for sizing cotton. There is obtained a well sized material which is distinguished by a soft feel and which can very easily be freed from the size.
- a product readily soluble in water and obtainable by saponifying a mixed polymerization product from parts of vinyl acetate and 10 parts of vinyl chloride is dissolved at 60 C. in 50 times its weight of water.
- artificial silk in hanks is introduced, kept in motion therein for a short time then centrifuged, dried and beaten.
- a well sized material of a sufficient softness is obtained.
- a water-soluble polyvinyl ester obtainable by a, partial esterification of polyvinyl alcohol by means of propionyl chloride is dissolved in 40 times its weight of water. With this solution acetate silk is sized in a sizing machine. Well sized threads of a good softness are obtained.
- Polyvinyl lauric acid ester which owing to its free hydroxyl groups is still capable of dissolving in water and which is obtainable by a partial esterification of polyvinyl alcohol and lauryl chloride is used as described in the preceding examples for sizing artificial silk. Threads of excellent separationness and suppleness are obtained.
- a process of sizing textile fibers which comprises treating the fibers with a sizing composition comprising a water-soluble derivative of polyvinyl alcohol, said derivative containing hydroxyl groups.
- a process of sizing textile fibers which com- -prises treating the fibers with a sizing composition comprising a water-soluble derivative of polyvinyl alcohol, said derivative containing hydroxyl groups, and amylose.
- a process of sizing textile fibers which comprises treating the fibers with a sizing composition comprising a water-soluble derivative of polyvinyl alcohol, said derivative containing hydroxyl groups, amylose and a material of the group consisting of sulfonated oils, fats and waxes.
- a process of sizing textile fibers which comprises treating the fibers with a sizing composition comprising a water-soluble polyvinyl ester containing hydroxyl groups.
- a process of sizing textile fibers which comprises treating the fibers. with a sizing composition comprising a water-soluble polyvinyl ester containing hydroxyl groups, and amylose.
- a process of sizing textile fibers which comprises treating the fibers with a sizing composition comprising a water-soluble polyvinyl-ester containing hydroxyl groups, amylose and a material of the group consisting of sulfonated oils, fats and waxes.
- a process of sizing textile fibers which comprises treating the fibers with a sizing composition comprising a water-soluble polyvinyl acetate containing hydroxyl groups, amylose and sulfonated oil.
- a textile sizing composition comprising a water-soluble derivative of polyvinyl alcohol, said derivative containing hydroxyl groups.
- a textile sizing composition comprising a water-soluble derivative of polyvinyl alcohol, said derivative containing hydroxyl groups, and amyl- 11.
- a textile sizing composition comprising a water-soluble polyvinyl ester containing hydroxyl groups.
- a textile sizing composition comprising a.
- A-textile sizing composition comprising a water-soluble partially sap'onified polyvinyl lauric acid ester, amylose and a sulfonated oil.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
Patented Oct. 11, 1938 V AGENT you SIZING 'rsx'rim AND a PROCESS OF IT Arthur Voss and Ewald Dick hinser, Frankforton-the-Main-Hochst, Werner Starch, llofhelm in Taunus, and Kurt Jochum, Frankfort-onthe-Main, Germany, assignors to General Anition of Delaware line Works, Inc., New York, N. Y., a. corpora.-
No Drawing. Application June 18, 1931, Serial No. 545,364. In Germany June 19, 1930 The present invention relates to agents for sizing textile fibers and a process of sizing textile We have found that an excellently well sized textile material is obtained by treating the fibers with derivatives of the polyvinyl alcohols which contain hydroxyl groups and are capable of being disolved or emulsified in water. derivatives of this kind are, for instance, the only partially esterified polyvinyl alcohols obtainable by partially'saponifying polyvinyl esters so as to obtain products which are soluble in water and organic solvents or by partially esterifying polyvinyl alcohols in such a manner that there are obtained products which are still soluble in water. Furthermore there may be used the water-soluble products (probably the acetales) obtainable by a mild reaction between an aldehyde and a polyvinyl alcohol, finally those products which can be obtained by exchanging for hydroxyl by saponification the halogen in the polyvinyl esters of There may be used all products ofvarlous lengths of chain and various degrees of polymerization and viscosity.
A polyvinyl ester containing hydroxyl groups may for instance be obtained by saponifying a polyvinyl ester and interrupting the saponiflcation before the ester groups are wholly saponified. By examination of test samples there can be easily ascertained whether the saponiflcation products are already soluble in water and whether some ester groups are still contained in the molecule. Products of this type are disclosed in Examples 1, 4, 5, 6 and 9.. In a similar manner the esterification of the polyvinyl alcohol can be interrupted at a stage at which the esters to be produced and containing hydroxylgroups are still soluble in water, this being easilyascertained by Products or this type are disclosed in Examples 3, 7 and 8. V The reaction between polyvinyl alcohols and aldehydes may likewisebe interrupted at a stage at which products still soluble in water are present. A product of this type is disclosed in Example 2. In this case, too, it is possible easily to follow the course of the reaction by examination of test halogen fatty acids.
examination of test samples.
samples.
The possibility of using not only the polyvinyl alcohol itself, but also its water-soluble derivatives for sizing purposes, constitutes a great industrial The invention renders possible the provision of agents which meet to a large extent the variousindustrial requirements of a good sizing agent; these requirements consider-lily vary ac- Water-soluble 16 Claims. (Cl; 134-21) cording to the fibers used. the kind of the sizing process and the effects desired. a
The derivatives of polyvinyl alcohols maybe applied either alone or in admixture with substances commonly used for sizing, such as oil, fat, wax or the like. .The thread remains very pliable if a sulfonated oil is added to the sizing bath. The material sized and dried according to the present process is free from dust, whereas this is generally not the case with material prepared with a size containing starch.
The material can very easily be freed from the to which may be added a small quantity of soap, without aplying any other auxiliary means.
Material which has not been or has only been out any difliculty since the'si'ze and the fibrous material used are dyed equally.
In order to obtain a goodisizing effect and an I easy removal of the size it is indifferent whether the derivatives of the polyvinyl alcohol are soluble in water or capable of being readily emulsifled. In the claims the capability of being dissolved has, therefore-to be regarded as an equivalent to the capability of being emulsified in water.
The following examples serve to illustrate the thereto, the parts being by weight:
1. An aqueous solution of 20 per cent strength of a polyvinyl acetic acid ester which has been saponifled until it has become soluble in water and still contains about aaquarter of the original conproportion 1:10 and to this solution are added about 20 per cent of amylose and per cent of a sulfonated oil, the percentage being calculated upon the quantity of the deriva'tiveof polyvinyl alcohol used. Artificial silk yarn is treated for a short time in this bath. The material is then squeezed and dried at about 40 C.-50 C. There is obtained a perfectly well sized material having a soft feel. i v
2. An aqueous solution of 25 per cent strength of a product still soluble in water and obtained by the reaction between polyvinyl alcohol and formaldehyde is mixed with water in the proportion 1:30 and 10 per cent of Turkey red oil are added thereto. Cotton is treated for a short time in this bath. The material is then squeezed and dried at 50 C. 60 C. p
3.. An aqueous emulsion of 30 per cent strength of an acylation product of polyvinyl alcohol obgroups contained in the polyvinyl alcohol with tent of acetyl groups is diluted with water in the size, for instance by simply rinsing it in hot water incompletely freed from the size can be dyed withinvention, but they are not intended to limit it tainable by partially esterifying the hydroxyl oleic acid. chloride is diluted with waterin the proportion 1:20. Artificial silk yarn is treated for a short time in this bath. The material is then squeezed and dried at 50 C.' C. 'There is obtained a well sized material of a good feel and a high degree of softness; it can easily be freed from the size.
4. The water-soluble polymerization product obtainable by saponifying a mixed polymerization m'aleic anhydride is used as described in theprecedingexam'ples for sizing cotton. There is obtained a well sized material which is distinguished by a soft feel and which can very easily be freed from the size.
6. A product readily soluble in water and obtainable by saponifying a mixed polymerization product from parts of vinyl acetate and 10 parts of vinyl chloride is dissolved at 60 C. in 50 times its weight of water. Into this solution artificial silk in hanks is introduced, kept in motion therein for a short time then centrifuged, dried and beaten. A well sized material of a sufficient softness is obtained.
7. A water-soluble polyvinyl ester obtainable by a, partial esterification of polyvinyl alcohol by means of propionyl chloride is dissolved in 40 times its weight of water. With this solution acetate silk is sized in a sizing machine. Well sized threads of a good softness are obtained.
8. Polyvinyl lauric acid ester which owing to its free hydroxyl groups is still capable of dissolving in water and which is obtainable by a partial esterification of polyvinyl alcohol and lauryl chloride is used as described in the preceding examples for sizing artificial silk. Threads of excellent soitness and suppleness are obtained.
- 9. The water-soluble product obtained by partially saponifying a mixed polyvinyl ester of acetic acid and linoleic acid is dissolved in 30 times itsweight of hot water. Into this solution viscose silk in hanks is introduced, kept in motion for a short time and then dried as it is described in the preceding examples. A well sized material of an excellent suppleness is obtained.
We claim:
1. A process of sizing textile fibers which comprises treating the fibers with a sizing composition comprising a water-soluble derivative of polyvinyl alcohol, said derivative containing hydroxyl groups.
2. A process of sizing textile fibers which com- -prises treating the fibers with a sizing composition comprising a water-soluble derivative of polyvinyl alcohol, said derivative containing hydroxyl groups, and amylose.
3. A process of sizing textile fibers which comprises treating the fibers with a sizing composition comprising a water-soluble derivative of polyvinyl alcohol, said derivative containing hydroxyl groups, amylose and a material of the group consisting of sulfonated oils, fats and waxes.. 4. A process of sizing textile fibers which comprises treating the fibers with a sizing composition comprising a water-soluble polyvinyl ester containing hydroxyl groups.
5. A process of sizing textile fibers which comprises treating the fibers. with a sizing composition comprising a water-soluble polyvinyl ester containing hydroxyl groups, and amylose.
6. A process of sizing textile fibers which comprises treating the fibers with a sizing composition comprising a water-soluble polyvinyl-ester containing hydroxyl groups, amylose and a material of the group consisting of sulfonated oils, fats and waxes.
7. A process of sizing textile fibers which comprises treating the fibers with a sizing composition comprising a water-soluble polyvinyl acetate containing hydroxyl groups, amylose and sulfonated oil.
8. A textile sizing composition comprising a water-soluble derivative of polyvinyl alcohol, said derivative containing hydroxyl groups.
9. A textile sizing composition comprising a water-soluble derivative of polyvinyl alcohol, said derivative containing hydroxyl groups, and amyl- 11. A textile sizing composition, comprising a water-soluble polyvinyl ester containing hydroxyl groups.
12. A textile sizing composition, comprising a.
,.water-soluble partially saponified mixed polyinerization product from vinyl chloride and vinyl acetate, amylose and a sulfonated oil.
- 16. A-textile sizing composition,,comprising a water-soluble partially sap'onified polyvinyl lauric acid ester, amylose and a sulfonated oil.
ARTHUR' voss. EWALD mcxnliusim. WERNER STARCK. KURT JOCHUM.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE345207X | 1928-12-24 | ||
| DE372599X | 1930-06-19 | ||
| DE664679T | 1930-11-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2133125A true US2133125A (en) | 1938-10-11 |
Family
ID=27192654
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US415348A Expired - Lifetime US2132901A (en) | 1928-12-24 | 1929-12-19 | Agent for and process of sizing textile fibers |
| US545364A Expired - Lifetime US2133125A (en) | 1928-12-24 | 1931-06-18 | Agent for sizing textile fibers and a process of applying it |
| US577158A Expired - Lifetime US1920564A (en) | 1928-12-24 | 1931-11-24 | Agent for sizing textile fibers and alpha process of sizing textile fibers |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US415348A Expired - Lifetime US2132901A (en) | 1928-12-24 | 1929-12-19 | Agent for and process of sizing textile fibers |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US577158A Expired - Lifetime US1920564A (en) | 1928-12-24 | 1931-11-24 | Agent for sizing textile fibers and alpha process of sizing textile fibers |
Country Status (4)
| Country | Link |
|---|---|
| US (3) | US2132901A (en) |
| DE (1) | DE664679C (en) |
| FR (3) | FR687155A (en) |
| GB (3) | GB345207A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2743194A (en) * | 1949-10-21 | 1956-04-24 | Deering Milliken Res Corp | Sizing of textile yarn |
| US2808380A (en) * | 1953-02-27 | 1957-10-01 | Nat Starch Products Inc | Aqueous compositions containing polyvinyl alcohol and substituted starch, the substituent being a salt of a carboxyl radical |
| US3052652A (en) * | 1958-02-26 | 1962-09-04 | Borden Co | Alkoxylated polyvinyl alcohol |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE745525C (en) * | 1937-01-09 | 1944-03-13 | Ig Farbenindustrie Ag | Use of fabrics, felts, fleeces or loose layers of synthetic threads for filtering purposes |
| US2447578A (en) * | 1941-05-10 | 1948-08-24 | United Shoe Machinery Corp | Art of stiffening the uppers of shoes |
| US2439108A (en) * | 1943-09-11 | 1948-04-06 | Eastman Kodak Co | Coating with polyvinyl alcohol |
| US2451016A (en) * | 1945-10-18 | 1948-10-12 | Sterling W Alderfer | Elastic thread and process of making same |
| US2497536A (en) * | 1946-06-14 | 1950-02-14 | Du Pont | Yarn conditioning |
| US2638734A (en) * | 1947-11-14 | 1953-05-19 | American Viscose Corp | Method of making stable detwisted yarns and fabrics comprising the same |
| US2785146A (en) * | 1953-08-28 | 1957-03-12 | Celanese Corp | Improving the stability of polyvinyl alcohol |
| DE957336C (en) * | 1953-12-19 | 1957-01-31 | Hoechst Ag | Process for treating staple fibers and threads |
| US2840442A (en) * | 1954-03-01 | 1958-06-24 | Goodrich Co B F | Treatment of cellulosic yarns by rubbery materials, and textiles thereof |
| US2935472A (en) * | 1954-08-16 | 1960-05-03 | Minnesota Mining & Mfg | Lost circulation materials |
| US3045317A (en) * | 1957-06-04 | 1962-07-24 | Stevens & Co Inc J P | Process for producing sized glass yarns |
| US3086963A (en) * | 1960-01-05 | 1963-04-23 | Kurashiki Rayon Co | Polyvinyl alcohol treatment |
| GB1036787A (en) * | 1962-08-09 | 1966-07-20 | Kurashiki Rayon Kk | Method of manufacturing synthetic fibres of acetalized polyvinyl alcohol |
| US3316336A (en) * | 1963-12-05 | 1967-04-25 | Dow Chemical Co | Process for preparing composite filamentary articles |
| US3630259A (en) * | 1969-11-24 | 1971-12-28 | Monsanto Co | Synthetic yarn coated with a spin finish and process for producing the same |
| JPS5173756A (en) * | 1974-12-20 | 1976-06-25 | Shikibo Ltd | Suiyoekikara horibiniruarukooruo bunrisuruhoho |
| DE3115163A1 (en) * | 1981-04-15 | 1982-11-11 | Hoechst Ag, 6000 Frankfurt | AQUEOUS POLYVINYL ESTER DISPERSION, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE |
| US4568726A (en) * | 1982-10-04 | 1986-02-04 | Petrolite Corporation | Ester-containing halopolyalkylenes |
| CN113549378A (en) * | 2020-04-26 | 2021-10-26 | 合肥杰事杰新材料股份有限公司 | Latex paint and preparation method thereof |
-
1929
- 1929-12-10 GB GB37868/29A patent/GB345207A/en not_active Expired
- 1929-12-19 US US415348A patent/US2132901A/en not_active Expired - Lifetime
- 1929-12-23 FR FR687155D patent/FR687155A/en not_active Expired
-
1930
- 1930-11-29 DE DE1930664679D patent/DE664679C/en not_active Expired
-
1931
- 1931-06-18 US US545364A patent/US2133125A/en not_active Expired - Lifetime
- 1931-06-19 GB GB17810/31A patent/GB372599A/en not_active Expired
- 1931-06-19 FR FR40385D patent/FR40385E/en not_active Expired
- 1931-11-23 FR FR41010D patent/FR41010E/en not_active Expired
- 1931-11-24 US US577158A patent/US1920564A/en not_active Expired - Lifetime
- 1931-11-30 GB GB33183/31A patent/GB382785A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2743194A (en) * | 1949-10-21 | 1956-04-24 | Deering Milliken Res Corp | Sizing of textile yarn |
| US2808380A (en) * | 1953-02-27 | 1957-10-01 | Nat Starch Products Inc | Aqueous compositions containing polyvinyl alcohol and substituted starch, the substituent being a salt of a carboxyl radical |
| US3052652A (en) * | 1958-02-26 | 1962-09-04 | Borden Co | Alkoxylated polyvinyl alcohol |
Also Published As
| Publication number | Publication date |
|---|---|
| GB345207A (en) | 1931-03-10 |
| US2132901A (en) | 1938-10-11 |
| GB372599A (en) | 1932-05-12 |
| DE664679C (en) | 1938-08-18 |
| FR41010E (en) | 1932-10-20 |
| GB382785A (en) | 1932-11-03 |
| FR687155A (en) | 1930-09-06 |
| US1920564A (en) | 1933-08-01 |
| FR40385E (en) | 1932-06-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2133125A (en) | Agent for sizing textile fibers and a process of applying it | |
| US2300074A (en) | Sizing | |
| US2324601A (en) | Sizing | |
| US2343091A (en) | Treatment of textiles and composition useful therefor | |
| JPS5837439B2 (en) | fiber sizing agent | |
| US2418752A (en) | Yarn having the twist set therein with an unctuous solid | |
| US3036935A (en) | Method of sizing textile yarns | |
| US2343094A (en) | Treatment of textiles and composition useful therefor | |
| US2318429A (en) | Aqueous dispersion of polymerized alkyl methacrylate and method of preparing same | |
| US3061554A (en) | Water-dispersible emulsions of pinane hydroperoxide | |
| US3926831A (en) | Dry-cleaning agent | |
| US2422646A (en) | Aqueous emulsions and a process of preparing them | |
| GB527520A (en) | Improvements in the treatment of textile materials with synthetic resins | |
| US2160375A (en) | Water-repellent textile material and process of manufacturing it | |
| US1998544A (en) | Agent for sizing textile fibers | |
| US1950664A (en) | Treatment of textile and other material | |
| US2099363A (en) | Textile | |
| AT128839B (en) | Method for sizing textile fibers. | |
| US2164235A (en) | Treating textiles and oils therefor | |
| US1995804A (en) | Manufacture of fibers of cellulose esters | |
| US3311576A (en) | Process and compositions for stiffening textiles | |
| GB355256A (en) | Improved process for rendering textiles water repellant | |
| US2998326A (en) | Cleaning and sizing of fabrics | |
| US2906776A (en) | Impregnating agent | |
| US2180256A (en) | Textile treating |