US2371289A - Uniti - Google Patents
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- Publication number
- US2371289A US2371289A US2371289DA US2371289A US 2371289 A US2371289 A US 2371289A US 2371289D A US2371289D A US 2371289DA US 2371289 A US2371289 A US 2371289A
- Authority
- US
- United States
- Prior art keywords
- wax
- stearate
- color
- exposure
- formation
- 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
- 239000001993 wax Substances 0.000 description 46
- 230000015572 biosynthetic process Effects 0.000 description 18
- 238000005755 formation reaction Methods 0.000 description 18
- 230000002939 deleterious Effects 0.000 description 16
- OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 10
- 229910052698 phosphorus Inorganic materials 0.000 description 10
- 239000011574 phosphorus Substances 0.000 description 10
- 230000002035 prolonged Effects 0.000 description 10
- 230000002401 inhibitory effect Effects 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- CZRQDOQGBCFKAI-UHFFFAOYSA-N C(CCCCCCCCCCCCCCCCC)(=O)O.C(CCC)N Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)O.C(CCC)N CZRQDOQGBCFKAI-UHFFFAOYSA-N 0.000 description 6
- GBQUUHFYOQRERZ-UHFFFAOYSA-N C(CCCCCCCCCCCCCCCCC)(=O)[O-].C(CCCC)[NH2+]CCCCC Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)[O-].C(CCCC)[NH2+]CCCCC GBQUUHFYOQRERZ-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 150000003973 alkyl amines Chemical class 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- WDALIVVQVDQVDE-UHFFFAOYSA-N dibutylazanium;octadecanoate Chemical compound CCCCNCCCC.CCCCCCCCCCCCCCCCCC(O)=O WDALIVVQVDQVDE-UHFFFAOYSA-N 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 238000002844 melting Methods 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 6
- QIQXTHQIDYTFRH-UHFFFAOYSA-M stearate Chemical compound CCCCCCCCCCCCCCCCCC([O-])=O QIQXTHQIDYTFRH-UHFFFAOYSA-M 0.000 description 6
- CRMYDBVMDRJUSB-UHFFFAOYSA-N C(CCCCCCCCCCCCCCCCC)(=O)O.C(CCCC)N(CCCCC)CCCCC Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)O.C(CCCC)N(CCCCC)CCCCC CRMYDBVMDRJUSB-UHFFFAOYSA-N 0.000 description 4
- WRHAWYCRVJWVDC-UHFFFAOYSA-N N,N-dimethylhexadecan-1-amine;octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCN(C)C.CCCCCCCCCCCCCCCCCC(O)=O WRHAWYCRVJWVDC-UHFFFAOYSA-N 0.000 description 4
- 239000007983 Tris buffer Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- -1 for example Chemical compound 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- PHWODBNQPQYSKM-UHFFFAOYSA-N octadecanoate;tributylazanium Chemical compound CCCC[NH+](CCCC)CCCC.CCCCCCCCCCCCCCCCCC([O-])=O PHWODBNQPQYSKM-UHFFFAOYSA-N 0.000 description 4
- 239000012188 paraffin wax Substances 0.000 description 4
- 238000007670 refining Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000011780 sodium chloride Substances 0.000 description 4
- 238000011105 stabilization Methods 0.000 description 4
- 210000000554 Iris Anatomy 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000001154 acute Effects 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive Effects 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 239000012496 blank sample Substances 0.000 description 2
- WCYBYZBPWZTMDW-UHFFFAOYSA-N dibutylazanide Chemical compound CCCC[N-]CCCC WCYBYZBPWZTMDW-UHFFFAOYSA-N 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000012184 mineral wax Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 2
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- 230000000087 stabilizing Effects 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical class S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/098—Metal salts of carboxylic acids
Definitions
- This invention is directed to color stabilization of paramn waxes and is a division of our prior filed application Serial No. 323,123, filed March, 9, 1940, now Patent No. 2,331,469, granted October 12, 1943.
- This invention is directed to the stabilization of wax against the formation of deleterious color after long exposure to normal atmospheric and light conditions under prolonged periods of time and has for its object the provision of a wax so stabilized by the addition thereto of certain ingredients not heretofore used for such purposes.
- This invention is based upon the discovery that refined paraffin wax may be stabilized against the formation of deleterious color under the conditions indicated by the addition thereto of small amounts of compounds of alkyl amines and oxygen containing acids such as fatty acids and the oxy acids of phosphorus.
- amines and fatty acids there may be used, for example, such compounds of amines and fatty acids as triamylamine stearate, tributylamine stearate, dimethyl cetylamine stearate, diamylamine stearate, dibutylamine stearate, monobutylamine stearate and other members.
- amides of the oxygen acid of phosphorus such as for example, phosphorus tris dibutylamlde.
- TKBLE I 6" :c'l a blocks of 126 F. A. S. T. M. melting point scale war, with and without added inhibitors-exposed on roof for 28 days Cone,
- o -l 'lributylamlne stearate Dimetbyl cetylamlne stearate. Diamylamine stearate... Dibutylamine stearate. Monobutylamine stearate. Phosphorous iris dibutyl amide.
- a white refined paraihn wax product inhibited against the formation therein of deleterious color upon prolonged exposure to light by the addition thereto or a small amount, sufllcient to so inhibit saidwax, of a salt of a fatty acid and an alkyl amine.
- a white refined paraffin wax product inhibited against the formation therein 0! deleterious color upon prolonged exposure to light by the addition thereto 01 a small amount, sufficient 2 to so inhibit said wax, of phosphorus tris dlbutyl-' to so inhibit said wax orn salt of a stearic acid amide. and an alkyl amine, said amine. containing only LYLE A. HAMILTON. the elements carbon, hydrogen and nitrogen. ROBERT C. MORAN.
- a white refined parafiln wax product inhibited against the formation therein 0! deleterious color upon prolonged exposure to lightrby the addition thereto of a small amount, suflicient to so inhibit said wax, of a material selected from the group consisting of triamylamine-stearate, tributylamine stearate, dimethyl cetylamine stearate, diamylamine stearate, dibutylamine stearate, monobutylamine stearate.
Description
' Patented M. 13, 1345 MINERAL WAX MPOSETIGN No Drawing. Original application March 9, 194b, Serial No. 323,123, new Patent No. 2,331,469, dated October 12, 1943. Divided and this ap plication July 23, 1942, Serial No. 452,056
Claims.
This invention is directed to color stabilization of paramn waxes and is a division of our prior filed application Serial No. 323,123, filed March, 9, 1940, now Patent No. 2,331,469, granted October 12, 1943.
Refined paraflin waxes in general require quite meticulous refining treatment to produce a wax which is stable against the formation of color bodies resulting in a yellowing of the wax over long periods of exposure of the wax to normal atmospheric and light conditions. This becomes particularly acute and is a controlling factor in the salability of the wax when the wax is utilized as a covering for, as acoating for, or otherwise in connection with food products; Since the formation of adverse color in the wax detracts materially from the appearance of the product with which it is associated, the color stability of the wax becomes a matter of very considerable importance over and beyond the value of the wax itself.
Numerous attempts have been made to increase the color stability of waxes by highly rigorous methods of refining, as, for example, treatment with sulfuric acids under extreme conditions.
This invention is directed to the stabilization of wax against the formation of deleterious color after long exposure to normal atmospheric and light conditions under prolonged periods of time and has for its object the provision of a wax so stabilized by the addition thereto of certain ingredients not heretofore used for such purposes.
This invention is based upon the discovery that refined paraffin wax may be stabilized against the formation of deleterious color under the conditions indicated by the addition thereto of small amounts of compounds of alkyl amines and oxygen containing acids such as fatty acids and the oxy acids of phosphorus.
There may be used, for example, such compounds of amines and fatty acids as triamylamine stearate, tributylamine stearate, dimethyl cetylamine stearate, diamylamine stearate, dibutylamine stearate, monobutylamine stearate and other members.
There may also be used amides of the oxygen acid of phosphorus such as for example, phosphorus tris dibutylamlde.
To exemplify the color stabilizing efiect of these various compositions, there are cited below results obtained in two tests. In each of these tests blocks of 126. F. A. S. T. M. melting point scale wax having the dimensions 6 in. x 1% in. 2 V2 in. with and without added inhibitors were exposed called upon to withstand full sunlight exposure. In the first series of tests setlorth in Table I, the duration of the exposure was 28 days. In the second series of tests, set forth in Table II, the duration of the exposure'was 53 days.
TKBLE I 6" :c'l a: blocks of 126 F. A. S. T. M. melting point scale war, with and without added inhibitors-exposed on roof for 28 days Cone,
Material Color after samples added per cent test Light yellow. No change.
None Triamylamlne stearato.
Blank Samples lighter in color than blank after 28 days exposure on roof.
TABLE II 6" a; 1 :0 /2" blocks of 126 F. A. S. T. M. melting point scale was, with and without added inhibitors-Exposed on roof for 53 does 00110. Material added can't Samples gg g Blank Yellow.
None Triamylamlne stearate..
o -l 'lributylamlne stearate Dimetbyl cetylamlne stearate. Diamylamine stearate... Dibutylamine stearate. Monobutylamine stearate. Phosphorous iris dibutyl amide.
Samples lighter in color than blank after 53 days exposure on roof.
No change.
change, this means that the color of the in= hibited test block after the indicated exposure was exactly the same as the color of a fresh and unexposed block. Since no quantitative standards are in common use for expressing the color of wax, the data must necessarily be presented in the above form.
It is evident from the above tests that the inhibitors with which this invention is concerned are capable of efiecting important changes in;
the liability of a commercial paramn wax to the upon. the roof' of a building where they were 55 formation of deleterious color.
The amounts in which these various lnhibitive agents may be used will vary principally with thecapability of the inhibitive agent and with the type of exposure to which it' is believed the product may be subjected, in general, howeve the range of concentrations to be used will be from 0.01 to 5.0 weight percent with the preferred concentration being at about 1% by weight of the additive agent.
We claim:
1. A white refined paraihn wax product inhibited against the formation therein of deleterious color upon prolonged exposure to light by the addition thereto or a small amount, sufllcient to so inhibit saidwax, of a salt of a fatty acid and an alkyl amine.
2. A white refined paraffin wax product inhibited against the formation therein 0! deleterious color upon prolonged exposure to light by the addition thereto 01 a small amount, sufficient 2 to so inhibit said wax, of phosphorus tris dlbutyl-' to so inhibit said wax orn salt of a stearic acid amide. and an alkyl amine, said amine. containing only LYLE A. HAMILTON. the elements carbon, hydrogen and nitrogen. ROBERT C. MORAN.
3. A white refined paraffin wax product in- V ALBERT R.CAT1ELL. 25
hibited against the .iormationtherein or deleterious color upon prolonged exposure to light by the additionthereto of a small amount, sufliclent to so inhibit said wax, of an alkyl amide of an oxygen acid of phosphorus, said amine containing only the elements carbon, hydrogen and nitrogen. a
4. A white refined parafiln wax product inhibited against the formation therein 0! deleterious color upon prolonged exposure to lightrby the addition thereto of a small amount, suflicient to so inhibit said wax, of a material selected from the group consisting of triamylamine-stearate, tributylamine stearate, dimethyl cetylamine stearate, diamylamine stearate, dibutylamine stearate, monobutylamine stearate.
5. A white refined palrafiln wax product inhibited against the formation therein of deleterious color upon prolonged exposure to light by the addition thereto or a small amount, sufficient Certificate of Correction Patent No. 2,371,289.
numbered patent requiring correction as March 13, 1945.
LYLE A. HAMILTON ET AL;
b tified that error a ears inthe printed specification of It 18 here y Ger 0 pp follows: Page 1, second column, lines 27 to I the above 35 inclusive, for that portion of Table II reading No change. read No. change.
No change.
and that the said Letters Patent should be read with this correction therein that the same may coniormto the record of the case in the Patent Office.
' Signed and sealed this 3rd day of July, 1945.
[smart] LESLIE FRAZER,
Acting Commissioner of Patents.
Publications (1)
Publication Number | Publication Date |
---|---|
US2371289A true US2371289A (en) | 1945-03-13 |
Family
ID=3434473
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US2371289D Expired - Lifetime US2371289A (en) | Uniti |
Country Status (1)
Country | Link |
---|---|
US (1) | US2371289A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2523848A (en) * | 1947-08-02 | 1950-09-26 | Shell Dev | Wax composition |
US2821485A (en) * | 1954-08-09 | 1958-01-28 | D X Sunray Oil Company | Stabilized waxes resistant to discoloration by light |
US2898732A (en) * | 1952-01-29 | 1959-08-11 | Standard Oil Co | Rocket propulsion method using phosphorus triamide rocket fuel |
US3133809A (en) * | 1959-07-22 | 1964-05-19 | Fisons Pest Control Ltd | Agricultural chemical compositions |
-
0
- US US2371289D patent/US2371289A/en not_active Expired - Lifetime
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2523848A (en) * | 1947-08-02 | 1950-09-26 | Shell Dev | Wax composition |
US2898732A (en) * | 1952-01-29 | 1959-08-11 | Standard Oil Co | Rocket propulsion method using phosphorus triamide rocket fuel |
US2821485A (en) * | 1954-08-09 | 1958-01-28 | D X Sunray Oil Company | Stabilized waxes resistant to discoloration by light |
US3133809A (en) * | 1959-07-22 | 1964-05-19 | Fisons Pest Control Ltd | Agricultural chemical compositions |
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