US2464360A - Fire-resistant organic fibrous materials containing ethylene diamine di-hydrobromide - Google Patents
Fire-resistant organic fibrous materials containing ethylene diamine di-hydrobromide Download PDFInfo
- Publication number
- US2464360A US2464360A US674644A US67464446A US2464360A US 2464360 A US2464360 A US 2464360A US 674644 A US674644 A US 674644A US 67464446 A US67464446 A US 67464446A US 2464360 A US2464360 A US 2464360A
- Authority
- US
- United States
- Prior art keywords
- fire
- hydrobromide
- ethylene diamine
- fibrous materials
- materials containing
- 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
- 239000002657 fibrous material Substances 0.000 title description 9
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 title description 7
- 230000009970 fire resistant effect Effects 0.000 title description 2
- 239000000463 material Substances 0.000 description 11
- 239000004744 fabric Substances 0.000 description 9
- 229920002678 cellulose Polymers 0.000 description 7
- 239000001913 cellulose Substances 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- 229920000768 polyamine Polymers 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000004753 textile Substances 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical class Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 3
- 229920002301 cellulose acetate Polymers 0.000 description 3
- BCQZYUOYVLJOPE-UHFFFAOYSA-N ethane-1,2-diamine;dihydrobromide Chemical compound Br.Br.NCCN BCQZYUOYVLJOPE-UHFFFAOYSA-N 0.000 description 3
- 238000004079 fireproofing Methods 0.000 description 3
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 2
- 239000001856 Ethyl cellulose Substances 0.000 description 2
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000001588 bifunctional effect Effects 0.000 description 2
- 229920001249 ethyl cellulose Polymers 0.000 description 2
- 235000019325 ethyl cellulose Nutrition 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000004627 regenerated cellulose Substances 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- GEHMBYLTCISYNY-UHFFFAOYSA-N Ammonium sulfamate Chemical compound [NH4+].NS([O-])(=O)=O GEHMBYLTCISYNY-UHFFFAOYSA-N 0.000 description 1
- 229920002955 Art silk Polymers 0.000 description 1
- 229920013683 Celanese Polymers 0.000 description 1
- DQEFEBPAPFSJLV-UHFFFAOYSA-N Cellulose propionate Chemical compound CCC(=O)OCC1OC(OC(=O)CC)C(OC(=O)CC)C(OC(=O)CC)C1OC1C(OC(=O)CC)C(OC(=O)CC)C(OC(=O)CC)C(COC(=O)CC)O1 DQEFEBPAPFSJLV-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- SPTSIOTYTJZTOG-UHFFFAOYSA-N acetic acid;octadecanoic acid Chemical compound CC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O SPTSIOTYTJZTOG-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical class 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- 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 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 229920006217 cellulose acetate butyrate Polymers 0.000 description 1
- 229920001727 cellulose butyrate Polymers 0.000 description 1
- 229920006218 cellulose propionate Polymers 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 210000004209 hair Anatomy 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- -1 polyethylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 210000002268 wool Anatomy 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
- D06M13/322—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
- D06M13/325—Amines
- D06M13/332—Di- or polyamines
Definitions
- This invention relates to the treatment of organic fibrous material of an organic substance, and in particular to a treatment designed to improve the resistance to fire of such materials.
- the salts employed are water-soluble and the fire-proofing treatment of the invention can be very simply carried out by applying an aqueous solution of the salt to the material, removing excess of solution and drying.
- the treatment of the invention can usefully be applied, for example, to rugs, heavy curtains (such as are not normally laundered), upholstery-fabrics, mattress-ticking and filling, eiderdown covers and filling, and theatre furnishings, and in general to textile and other fibrous materials where fastness to washing is not required.
- the invention may be illustrated as follows:
- a cellulose acetate furnishing fabric is padded with a aqueous solution of a salt prepared by adding hydrobromic acid to ethylene diamine until the solution turns blue litmus faintly red.
- the padding mangle is adjusted so that 150% of solution based on the weight of the material is retained therein.
- the fabric is then dried.
- the so treated fabric is exposed, together with two identical samples of fabric impregnated with the same weight of ammonium bromide and ammonium sulphamate respectively, to a naked flame, the last mentioned samples catch fire and burn for a short time, but the first mentioned sample does not catch fire at all. This shows that a high degree of fire-resistance has been imparted by the treatment with ethylene diamine hydrobromide. Samples of the same fabric impregnated with ethylene diamine, when subjected to the same test catch fire and burn vigorously.
- hydrobromides of polyalkylene polyamines can be used, for example those of diethylene triamine or tetraethylene pentamlne. These polyamines have the formula NH2.[C2H4NH]1LC2H4NH2.
- the dihydrobromides used may be made by neutralising the polyamine with hydrobromic acid, or by reacting it with one molecular proportion of the acid for each nitrogen atom.
- the salts obtained by the latter method impart higher fire-resistance but are objectionable for some purposes on account of their acid reaction.
- the invention includes also the use of the hydrochlorides corresponding to these various hydrobromides.
- the fireproofing treatment of the invention can be applied to a variety of organic fibrous materials other than those specified above.
- textile materials of other carboxylic acid esters of cellulose for example cellulose propionate, cellulose butyrate, cellulose acetatebutyrate, and cellulose acetate-stearate; of ethers of cellulose, for example ethyl cellulose, propyl cellulose and benzyl cellulose and ether-esters of cellulose, for example ethyl cellulose acetate; of fibrous polymers of olefinic compounds, for examle polyethylene and copolymers of vinyl acetate and vinyl chloride; and of fibrous condensationpolymers of bifunctional amines with bifunctional carboxylic acids, for example polyhexamethylene adipamide.
- the treatment may also be applied to natural fibres besides cotton, for example linen, silk, wool and hair; and to proteinaceous artificial fibrous materials, for example of casein or of soya bean protein.
- the textile materials can be treated in any convenient form, for example in the form of loose fibres, rovings, in yarn form, or in the form of fabrics.
- the invention is of greatest utility in connection with textile materials, it can also be applied with some improvement in fire resistance to other fibrous materials, e. g. sheet materials such as papers, containing an organic fibre-forming substance, for example any of the fibreforming substances referred to above.
- sheet materials such as papers, containing an organic fibre-forming substance, for example any of the fibreforming substances referred to above.
- the hydrobromide may be applied at any suitable stage in the manufacture.
- Fibrous materials comprising an organic substance, said materials being of improved fire- 5.
- Fibrous materials comprising regenerated 5 4 cellulose, said materials being of improved fireresistance owing to a content of ethylene diamine di-hydrobromide.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
Patented Mar. 15, 1949 GFFKE FIRE-RESISTANT ORGANIC FIBROUS MA- TERIALS CONTAINING ETHYLENE DI- AMINE DI-HYDROBROMIDE Alexander James Wesson and Henry Charles Olpin, Spondon, near Derby, England, assignors to Celanese Corporation of America, a corporation of Delaware No Drawing. Application June 5, 1946, Serial No. 674,644. In Great Britain June 29, 1945 Claims. 1
This invention relates to the treatment of organic fibrous material of an organic substance, and in particular to a treatment designed to improve the resistance to fire of such materials.
We have found that the fire-resistance of fibrous materials having a basis of cellulose acetate or other organic fibre-forming substance can be very substantially increased by the application to the material of hydrohalide salts of aliphatic polyamines (including cliamines) and especially di-hydrobromide of ethylene diamine. This salt is substantially neutral to litmus and can be rendered quite neutral by the addition of a. small excess of the diamine.
The salts employed are water-soluble and the fire-proofing treatment of the invention can be very simply carried out by applying an aqueous solution of the salt to the material, removing excess of solution and drying. The treatment of the invention can usefully be applied, for example, to rugs, heavy curtains (such as are not normally laundered), upholstery-fabrics, mattress-ticking and filling, eiderdown covers and filling, and theatre furnishings, and in general to textile and other fibrous materials where fastness to washing is not required.
The invention may be illustrated as follows:
A cellulose acetate furnishing fabric is padded with a aqueous solution of a salt prepared by adding hydrobromic acid to ethylene diamine until the solution turns blue litmus faintly red. The padding mangle is adjusted so that 150% of solution based on the weight of the material is retained therein. The fabric is then dried. When the so treated fabric is exposed, together with two identical samples of fabric impregnated with the same weight of ammonium bromide and ammonium sulphamate respectively, to a naked flame, the last mentioned samples catch fire and burn for a short time, but the first mentioned sample does not catch fire at all. This shows that a high degree of fire-resistance has been imparted by the treatment with ethylene diamine hydrobromide. Samples of the same fabric impregnated with ethylene diamine, when subjected to the same test catch fire and burn vigorously.
Fabrics of cotton and of regenerated cellulose artificial silk, padded with the solution of ethylene diamine di-hydrobromide and dried while containing 100% of said solution are also found to be very effectively fireproofed.
Instead of the ethylene diamine hydrobromide, hydrobromides of polyalkylene polyamines can be used, for example those of diethylene triamine or tetraethylene pentamlne. These polyamines have the formula NH2.[C2H4NH]1LC2H4NH2. The dihydrobromides used may be made by neutralising the polyamine with hydrobromic acid, or by reacting it with one molecular proportion of the acid for each nitrogen atom. The salts obtained by the latter method impart higher fire-resistance but are objectionable for some purposes on account of their acid reaction. The invention includes also the use of the hydrochlorides corresponding to these various hydrobromides.
We have not found any of the polyamine hydrohalides as effective as ethylene diamine dihydrobromide. The fireproofing effect of the salts of the invention is the more remarkable since the corresponding free bases are found actually to promote burning of cellulose acetate, cotton and regenerated cellulose fabrics.
The fireproofing treatment of the invention can be applied to a variety of organic fibrous materials other than those specified above. Among such materials are textile materials of other carboxylic acid esters of cellulose, for example cellulose propionate, cellulose butyrate, cellulose acetatebutyrate, and cellulose acetate-stearate; of ethers of cellulose, for example ethyl cellulose, propyl cellulose and benzyl cellulose and ether-esters of cellulose, for example ethyl cellulose acetate; of fibrous polymers of olefinic compounds, for examle polyethylene and copolymers of vinyl acetate and vinyl chloride; and of fibrous condensationpolymers of bifunctional amines with bifunctional carboxylic acids, for example polyhexamethylene adipamide. The treatment may also be applied to natural fibres besides cotton, for example linen, silk, wool and hair; and to proteinaceous artificial fibrous materials, for example of casein or of soya bean protein. The textile materials can be treated in any convenient form, for example in the form of loose fibres, rovings, in yarn form, or in the form of fabrics.
Although the invention is of greatest utility in connection with textile materials, it can also be applied with some improvement in fire resistance to other fibrous materials, e. g. sheet materials such as papers, containing an organic fibre-forming substance, for example any of the fibreforming substances referred to above. In the production of papers of improved fire resistance the hydrobromide may be applied at any suitable stage in the manufacture.
Having described our invention, what we desire to secure by Letters Patent is:
1. Fibrous materials comprising an organic substance, said materials being of improved fire- 5. Fibrous materials comprising regenerated 5 4 cellulose, said materials being of improved fireresistance owing to a content of ethylene diamine di-hydrobromide.
ALEXANDER JAMES WESSON. HENRY CHARLES OLPIN.
REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS Number Name Date 2,032,605 Whitehead Mar. 3, 1936 2,286,726 Gordon June 16, 1942
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2464360X | 1945-06-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2464360A true US2464360A (en) | 1949-03-15 |
Family
ID=10907574
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US674644A Expired - Lifetime US2464360A (en) | 1945-06-29 | 1946-06-05 | Fire-resistant organic fibrous materials containing ethylene diamine di-hydrobromide |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2464360A (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2032605A (en) * | 1933-11-15 | 1936-03-03 | Celanese Corp | Fireproofing textile materials |
| US2286726A (en) * | 1939-01-06 | 1942-06-16 | Du Pont | Process of flameproofing cellulosic material and products thereof |
-
1946
- 1946-06-05 US US674644A patent/US2464360A/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2032605A (en) * | 1933-11-15 | 1936-03-03 | Celanese Corp | Fireproofing textile materials |
| US2286726A (en) * | 1939-01-06 | 1942-06-16 | Du Pont | Process of flameproofing cellulosic material and products thereof |
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