US2169955A - Treatment of casein fibers - Google Patents
Treatment of casein fibers Download PDFInfo
- Publication number
- US2169955A US2169955A US203700A US20370038A US2169955A US 2169955 A US2169955 A US 2169955A US 203700 A US203700 A US 203700A US 20370038 A US20370038 A US 20370038A US 2169955 A US2169955 A US 2169955A
- Authority
- US
- United States
- Prior art keywords
- fibers
- acid
- casein
- treatment
- solution
- 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
- 239000000835 fiber Substances 0.000 title description 56
- 239000005018 casein Substances 0.000 title description 31
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 title description 31
- 235000021240 caseins Nutrition 0.000 title description 31
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 22
- 239000002253 acid Substances 0.000 description 19
- 239000000243 solution Substances 0.000 description 18
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 17
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 10
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 10
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- 238000005406 washing Methods 0.000 description 10
- 239000000980 acid dye Substances 0.000 description 9
- 230000001376 precipitating effect Effects 0.000 description 8
- 238000009877 rendering Methods 0.000 description 8
- 238000001035 drying Methods 0.000 description 7
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 235000010288 sodium nitrite Nutrition 0.000 description 6
- 229910052938 sodium sulfate Inorganic materials 0.000 description 5
- 235000011152 sodium sulphate Nutrition 0.000 description 5
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- 229960000583 acetic acid Drugs 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 150000002826 nitrites Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000004902 Softening Agent Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- -1 for example Substances 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 235000019341 magnesium sulphate Nutrition 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 235000019345 sodium thiosulphate Nutrition 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 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 1
- 229910004878 Na2S2O4 Inorganic materials 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 1
- 238000010981 drying operation Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 1
- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 238000009895 reductive bleaching Methods 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 230000002522 swelling effect Effects 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—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 oxygen
- D06M13/12—Aldehydes; Ketones
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F4/00—Monocomponent artificial filaments or the like of proteins; Manufacture thereof
-
- 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
- D06M11/58—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 nitrogen or compounds thereof, e.g. with nitrides
- D06M11/64—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 nitrogen or compounds thereof, e.g. with nitrides with nitrogen oxides; with oxyacids of nitrogen or their salts
Definitions
- casein fibers either alone or mixed with wool are to be treated in an acid medium or even in a dye bath containing chromic acid, the casein fibers are attacked and the material becomes slimy during the dyeing process and shrinks and sticks together during the subsequent drying operation.
- casein fibers may be rendered resistant even to hot acid dye baths by subjecting the fibers to treatment with nitrous acid in addition to treating them with aldehydes such as formaldehyde.
- the present invention accordingly comprises a process for rendering casein fibers resistant to shrinkage or sticking in hot acid dye baths which consists in subjecting the fibers which have not previously been neutralised with alkaline reagents to treatment with nitrous acid and with an aldehyde or a substance giving rise to an aldehyde.
- the treatment with nitrous acid may be varied in degree so that varying degrees of resistance to hot acid baths may be secured.
- the source of nitrous acid may conveniently consist of an alkaline nitrite such as sodium nitrite and an acid, for example, glacial acetic acid.
- the nitrous acid may be formed in situ by the reaction of acid groups in the casein with the added alkaline nitrite, e. g., sodium nitrite.
- any free carboxyl groups remaining in the casein molecule may if desired be neutralised as previously proposed.
- the nitrite treatment may conveniently be carried out by subjecting the casein fibers to a mixture of a solution of alkaline nitrite and a neutral dehydrating salt such as sodium sulphate or magnesium sulphate.
- a neutral dehydrating salt such as sodium sulphate or magnesium sulphate.
- the fibers After treatment of the fibers with an aldehyde and with nitrous acid they may subsequently be treated with a softening agent such as glycerol,
- Example I Casein fibers produced from. an alkaline casein solution in known manner by means of an acid precipitating bath are thoroughly hardened with a 10% solution of formaldehyde. After washing and drying the fibers are treated at room temperature for two hours with a solution contain- Y ing 8 grins. of sodium nitrite and. 11 grms. of glacial acetic acid per 100 grins. of dried fiber. The fibers are then well washed and dried.
- fibrous material thus treated is dyed for an hour at C. in a dye bath containing 4% of sulphuric acid with a bath ratio of 1 to 40 calculated on the weight of the fibrous'material,
- Example II Casein threads spun from a casein solution in the known manner are treated under tension with a solution. containing 3% of nitrous acid and 8% of sodium sulphate. The excess of nitrous acid is removed by washing with water and the threads are then hardened with formaldehyde in the usual manner.
- casein fibers treated as described above possess good resistance to hot acid wool-dyeing baths which may contain sulphuric acid but they are inferior to ordinary wool when they are subjected to an after-treatment and washing with weakly alkaline agents such as sodium carbonate Under such treatment the casein fibers exhibit excessive swelling and slipperiness.
- casein neutralised beforehand with alkaline agents such as alkaline earths, e. g., calcium hydroxide solution, is not capable of so acting.
- Example IV Casein fibers spun in a manner known per se in an acid'bath and pro-hardened with formaldehyde and dried are introduced into an aftertreatment bath containing 7% of sodium nitrite and if desired 10% of sodium sulphate and are treated therein at room temperature for two hours at a bath ratio of 1 to 30. The material is then thoroughly hydro-extracted, washed and dried.
- the nitrite solution may also be allowed to act on the casein fiber before the first drying and in such a case the formaldehyde treatment may be carried out before or after the nitrite treatment.
- the step which comprises subjecting the fibers to treatment with nitrous acid by preparing a solution of an alkaline nitrite and impregnating the fibers therewith, and effecting liberation of nitrous acid by reacting said nitrite with the acid groups in the fibers.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Coloring (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE500013X | 1937-05-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2169955A true US2169955A (en) | 1939-08-15 |
Family
ID=6545552
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US22262D Expired USRE22262E (en) | 1937-05-11 | Treatment of casein fibers | |
| US203700A Expired - Lifetime US2169955A (en) | 1937-05-11 | 1938-04-22 | Treatment of casein fibers |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US22262D Expired USRE22262E (en) | 1937-05-11 | Treatment of casein fibers |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US2169955A (enrdf_load_html_response) |
| BE (1) | BE427082A (enrdf_load_html_response) |
| FR (1) | FR835313A (enrdf_load_html_response) |
| GB (1) | GB500013A (enrdf_load_html_response) |
| NL (1) | NL46483C (enrdf_load_html_response) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2420735A (en) * | 1945-08-23 | 1947-05-20 | Gen Mills Inc | Treatment of protein with acids and product resulting therefrom |
| US2420736A (en) * | 1945-08-23 | 1947-05-20 | Gen Mills Inc | Treatment of protein with acids and furfuryl alcohol and product resulting therefrom |
| US2426861A (en) * | 1938-11-14 | 1947-09-02 | Sandoz Ag | Process for improving the properties of water-insoluble artificial protein fibres |
| US2521738A (en) * | 1944-06-15 | 1950-09-12 | Thomas L Mcmeekin | Process for the production of artificial bristles and the like from proteins |
-
0
- BE BE427082D patent/BE427082A/xx unknown
- NL NL46483D patent/NL46483C/xx active
- US US22262D patent/USRE22262E/en not_active Expired
-
1938
- 1938-03-16 FR FR835313D patent/FR835313A/fr not_active Expired
- 1938-04-05 GB GB10450/38A patent/GB500013A/en not_active Expired
- 1938-04-22 US US203700A patent/US2169955A/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2426861A (en) * | 1938-11-14 | 1947-09-02 | Sandoz Ag | Process for improving the properties of water-insoluble artificial protein fibres |
| US2521738A (en) * | 1944-06-15 | 1950-09-12 | Thomas L Mcmeekin | Process for the production of artificial bristles and the like from proteins |
| US2420735A (en) * | 1945-08-23 | 1947-05-20 | Gen Mills Inc | Treatment of protein with acids and product resulting therefrom |
| US2420736A (en) * | 1945-08-23 | 1947-05-20 | Gen Mills Inc | Treatment of protein with acids and furfuryl alcohol and product resulting therefrom |
Also Published As
| Publication number | Publication date |
|---|---|
| BE427082A (enrdf_load_html_response) | |
| NL46483C (enrdf_load_html_response) | |
| USRE22262E (en) | 1943-02-02 |
| FR835313A (fr) | 1938-12-19 |
| GB500013A (en) | 1939-02-01 |
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