US3362910A - Inhibited antifreeze composition - Google Patents

Inhibited antifreeze composition Download PDF

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US3362910A
US3362910A US432854A US43285465A US3362910A US 3362910 A US3362910 A US 3362910A US 432854 A US432854 A US 432854A US 43285465 A US43285465 A US 43285465A US 3362910 A US3362910 A US 3362910A
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sodium
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water
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Ordelt Hermann Emil Ferdinand
Wagnitz Dieter Rudolf Gustav
Sokolowski Wolfram Rudo Walter
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BP PLC
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    • C—CHEMISTRY; METALLURGY
    • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
    • C09K5/20—Antifreeze additives therefor, e.g. for radiator liquids

Definitions

  • a corrosion inhibited alcohol/water antifreeze contains mercaptothiazoline together with an alkali metal salt of tetraboric acid and alkali metal carbonate or hydroxide in the molecular ratio of 1:2-4.
  • the composition also contains an alkali metal silicate.
  • This invent-ion relates to an inhibited antifreeze composition which is particularly suitable for addition to the cooling water in motor car radiators.
  • Radiators of motor vehicles must be filled in winter with liquids which are not subject to the formation of ice crystals at temperatures below 0 C.
  • Various alcohols may be mixed with the radiator water for this purpose but the most commonly used are glycerol and, particularly, ethylene glycol.
  • glycerol and, particularly, ethylene glycol are also incorporated for the purpose of reducing corrosive tendencies of the final composition.
  • These additives are often mixed with the antifreeze component and the resulting mixture is usually known as an inhibited antifreeze.
  • the radiator system of an engine often contains a variety of different metals and it is clearly important that there shall be a low corrosive tendency in respect of all the metals present in the radiator system. It is important to realise that low corrosion rates may be even more important in the case of metals which form only a small proportion of the radiator system than in the case of metals which form the bulk of the construction. Thus, for example, solder, aluminium and bearing metals have to perform an important function and relatively small amounts of corrosion on these materials may be of greater significance than much greater corrosion in respect of the main metal of construction, e.g. cast iron or steel. Thus it is an object of the present invention to reduce the corrosive tendency of antifreezes in respect of many metals which are likely to be found in a radiator system.
  • an inhibited antifreeze suitable for use in water-based radiator liquids, consists of:
  • component (d) the molecular ratio of component (d) to component (e) being 122-4.
  • component (e) is sodium carbonate the preferred molecular ratio is 1:3-3.5 and when component (2) is sodium hydroxide the preferred molecular ratio is 122.0- 3.0.
  • benzarnide and/or phthalimide may be incorporated as additional ingredients.
  • a particularly suitable inhibited antifreeze composition according to the invention consists of:
  • Borax 0.5-5.0 Sodium carbonate 0.28-5.6
  • Benzamide and/or phthalimide 0-0.5
  • the same molecular ratio of borax to sodium carbonate applies as in the previous case since there is one molecule of anhydrous sodium bonate contained in .one molecule of borax.
  • the quantity of water should be sutficient to maintain the components in solution; in effect this means that the quantity of water is controlled by the quantity of sodium carbonate.
  • compositions I-VI Six compositions according to the invention will now be described by Way of example; these are identified as compositions I-VI. These compositions according to the invention will be compared with four other compositions illustrating borate-carbonate ratios outside the range of our invention; these comparative compositions are hereinafter identified as Cl-4. The specification also includes information on prior art compositions and these are designated as P1-9.
  • Composition P7 Percent by weight mollewiar p p t g g g gg for each Ethylene glycol 975 H1O ecu 211' PIOPOI' 10D S 11111).
  • e ra OI BoraX 25 TABLE 1 Invention Higher and Lower Ratios Composition I II III IV I V I VI C1 C2 C3 C4 Sodium liletasilieate c. 0. 05 0.05 0.05 0.05 0 05 0.05 0.05 0.05 0.05 O. 05 Mercaptothiazoliuo 0. 05 O. 05 0. O5 0. 05 0. 05 l ⁇ lercaptohenzothiazo1e t 0. 05 0. 05 0. 05 0. 05 0. 05 0. 05 0.
  • Composition P8 Percent by weight Eth lene 1 col 95.0 the percent by weight of the ingredient and the ratio 25 a bgegzoate gives the number of molecular proportions of sodium composition
  • P9 Percent by Weight carbonate to each molecular proportion of borate reck- Ethylene glycol 945 oned as the total of boric acid plus sodium tetraborate Sodium benzoatg 50 plus sodiummetaborate. 30 Sodium nitrite 05 TABLE 2 Composition P1 P2 P3 P4 P5 Sodium Metasilicate. 0v Meroaptobenzothiazol 0. 12 0. 225 Sodium Nitrate 0. 18 0.325 Sodium Nitrite. 0. 5 Boric Acid 0. Sodium Tetraboiate Organic Acids.
  • the organic acids in Composition P5 were weak unsat- 45 urated acids (or their alkali metal salts) having a molecular weight of 300-350.
  • compositions had the following formulations:
  • compositions described above are normally diluted with l-2 parts by volume of water according to the lowest temperature expected. Tests were carried out on the corrosiveness of the various compositions to a variety of different metals and in these tests the compositions were diluted with two parts by volume of Water (i.e., the test solution consisted of one-third composition Triethanolamine phosphate 1.0 and two-th1rds water). The test results are given in Sodium mercaptobenzothiazole 0.3 Table 3.
  • Figures indicate weight change in rug/cm. Indicates gain. Indicates loss.
  • compositions P4, P5 and P9 give results of +0.26, +0.70 and +0.30 respectively.
  • the worst result of the compositions according to the invention was given by composition IV with a figure of 0.12.
  • P4 gave the best solder result but it had an aluminum result of +0.5.
  • This figure also compares unfavourably with the worst aluminum figure according to our invention, namely 0.35. This further illustrates the superiority of the compositions according to our invention in reducing the tendency to corrosion in respect of all the metals used in the test.
  • compositions according to our invention display an improvement over the comparative compositions illustrated above. It is however, interesting to note that compositions I, II and III (which contain mercaptothiazoline) gave even better results than those given by Compositions IV, V and VI (which contain mercaptobenzothiazole).
  • Component ((2) will tend to form salts with the cation present in the antifreez solution. If desired component (c) may 'be added in the form of a salt, e.g. the sodium salt.
  • a salt e.g. the sodium salt.
  • An inhibited antifreeze composition suitable for use in water-based radiator liquids, and consisting essentially of the following ingredients:
  • An alkali metal compound selected from the group consisting of sodium carbonate, sodium hydroxide, potassium carbonate and potassium hydroxide 0.28-5.6 Water 1.5-30 A water-miscible alcohol selected from the group of ethylene glycol and glycerol, q.s. to make 100%.
  • the molecular ratio of the sodium tetraborate to the alkali metal compound being 132-4.
  • composition in accordance with claim 1 which further includes up to 0.5 by weight of a compound selected from the group consisting of benzamide, phthalimide and mixtures thereof.
  • An inhibited antifreeze, suitable for use in Waterbased radiator liquids which consists of:
  • the molecular ratio of sodium tetraborate to sodium carbonate being 1:3-3.5 and the quantity of water being at least sufiicient to maintain the other components in solution.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Combustion & Propulsion (AREA)
  • Thermal Sciences (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Lubricants (AREA)

Description

United States Patent 7 Claims. 01252-45 ABSTRACT OF THE DISCLOSURE A corrosion inhibited alcohol/water antifreeze contains mercaptothiazoline together with an alkali metal salt of tetraboric acid and alkali metal carbonate or hydroxide in the molecular ratio of 1:2-4. The composition also contains an alkali metal silicate.
This invent-ion relates to an inhibited antifreeze composition which is particularly suitable for addition to the cooling water in motor car radiators.
Radiators of motor vehicles must be filled in winter with liquids which are not subject to the formation of ice crystals at temperatures below 0 C. Various alcohols may be mixed with the radiator water for this purpose but the most commonly used are glycerol and, particularly, ethylene glycol. A variety of materials are also incorporated for the purpose of reducing corrosive tendencies of the final composition. These additives are often mixed with the antifreeze component and the resulting mixture is usually known as an inhibited antifreeze.
In order to obtain and advantageous power/weight relationship it is becoming common to use light metals as well as iron and non-ferrous metals in the construction of engines. -In addition the engines are being operated under more and more rigorous conditions (e.g. high compression, high r.p.m. and the use of super-chargers) with the result that the operating temperature of the engine increases so that the radiator liquid has to carry away more heat. This naturally produces higher water temperatures and therefore the corrosive tendency increases.
In spite of the more stringent operating conditions it is becoming common to leave the antifreeze in the radiator for two years during both summer and winter so that servicing is reduced to topping up to replace the water which has evaporated. Thus there is an even greater need to reduce the corrosive tendencies of the radiator fluid.
As has been indicated above the radiator system of an engine often contains a variety of different metals and it is clearly important that there shall be a low corrosive tendency in respect of all the metals present in the radiator system. It is important to realise that low corrosion rates may be even more important in the case of metals which form only a small proportion of the radiator system than in the case of metals which form the bulk of the construction. Thus, for example, solder, aluminium and bearing metals have to perform an important function and relatively small amounts of corrosion on these materials may be of greater significance than much greater corrosion in respect of the main metal of construction, e.g. cast iron or steel. Thus it is an object of the present invention to reduce the corrosive tendency of antifreezes in respect of many metals which are likely to be found in a radiator system.
According to the invention an inhibited antifreeze, suitable for use in water-based radiator liquids, consists of:
(a) a water-miscible alcohol, preferably ethylene glycol,
3,362,910 Patented Jan. 9, 1968 ICC (b) an alkali metal silicate, preferably sodium metasilicate,
(c) mercaptothiazoline and/or mercaptobenzothiazole,
(d) an alkali metal salt of tetraboric acid, preferably sodium tetraborate, and
(e) an alkaline reacting compound of an alkali metal,
preferably sodium carbonate, sodium hydroxide, potassium carbonate or potassium hydroxide,
(f) at least sufiicient water to maintain the other components in solution,
the molecular ratio of component (d) to component (e) being 122-4.
When component (e) is sodium carbonate the preferred molecular ratio is 1:3-3.5 and when component (2) is sodium hydroxide the preferred molecular ratio is 122.0- 3.0. In addition to the ingredients just specified benzarnide and/or phthalimide may be incorporated as additional ingredients.
A particularly suitable inhibited antifreeze composition according to the invention consists of:
Percent by weight Sodium metasilicate 0.005-0.25 Mercaptothiazoline and/or mercaptobenzothiazole 0.005-0.25
Sodium tetraborate 0.262.6 Sodium carbonate 0.28-5.6 Benzamide and/0r phthalimide 0-0.5 Water 1.5-30
Ethylene glycol to make Percent by weight Sodium metasilicate 0005-025 Mercaptothiazoline and/or mercaptobenzothiazole 0.005-0.25 Borax 0.5-5.0 Sodium carbonate 0.28-5.6 Benzamide and/or phthalimide 0-0.5 Water 1.2-28 Ethylene glycol to make 100% The same molecular ratio of borax to sodium carbonate applies as in the previous case since there is one molecule of anhydrous sodium bonate contained in .one molecule of borax. In both cases the quantity of water should be sutficient to maintain the components in solution; in effect this means that the quantity of water is controlled by the quantity of sodium carbonate.
Six compositions according to the invention will now be described by Way of example; these are identified as compositions I-VI. These compositions according to the invention will be compared with four other compositions illustrating borate-carbonate ratios outside the range of our invention; these comparative compositions are hereinafter identified as Cl-4. The specification also includes information on prior art compositions and these are designated as P1-9.
The formulation of the compositions according to the invention and also of comparative compositions C1-4 are given in Table 1. In this table the figures represent the percent by weight of the various components and the figures in the row labelled Ratio gives the number of 4 (in accordance with British specification DTD 779).
Composition P7: Percent by weight mollewiar p p t g g g gg for each Ethylene glycol 975 H1O ecu 211' PIOPOI' 10D S 11111). e ra OI BoraX 25 TABLE 1 Invention Higher and Lower Ratios Composition I II III IV I V I VI C1 C2 C3 C4 Sodium liletasilieate c. 0. 05 0.05 0.05 0.05 0 05 0.05 0.05 0.05 0.05 O. 05 Mercaptothiazoliuo 0. 05 O. 05 0. O5 0. 05 0. 05 l\lercaptohenzothiazo1e t 0. 05 0. 05 0. 05 0. 05 0. 05 Sodium Tetraborate... v. .7 0. 40 0.40 0. 4O 0. 40 0. 40 0. 40 1 58 0.26 1.58 0. 26 Sodium Carbonate 0.71 0.71 0.71 0.71 0.71 0.71 0.11 0.10 0.11 I. Benzoamide 0.25 N 1. 0.05 Phthalimide 0. 25 c 0. 05 Ethylene Glycol 95. 14 94. 89 94. 87 95. 14 95. 09 95. 09 96. 29 93. 30 96. 29 931 30 Water v H 3. 65 3. 65 3. 65 3. 65 3. 65 3. 65 1. 92 5. 24 1. 92 5. 24 Ratio 3. 4 3. 4 3. 4 3. 4 3. 4 3. 4 0. 13 7. 9 O. 13 7- 9 Table 2 gives the formulation of the comparative conpositions designated Pl-PS. As in Table l the figures give (in accordance with U.S. specification OE 771a).
Composition P8: Percent by weight Eth lene 1 col 95.0 the percent by weight of the ingredient and the ratio 25 a bgegzoate gives the number of molecular proportions of sodium composition P9: Percent by Weight carbonate to each molecular proportion of borate reck- Ethylene glycol 945 oned as the total of boric acid plus sodium tetraborate Sodium benzoatg 50 plus sodiummetaborate. 30 Sodium nitrite 05 TABLE 2 Composition P1 P2 P3 P4 P5 Sodium Metasilicate. 0v Meroaptobenzothiazol 0. 12 0. 225 Sodium Nitrate 0. 18 0.325 Sodium Nitrite. 0. 5 Boric Acid 0. Sodium Tetraboiate Organic Acids.
Ethylene Glycol- 97. 76 Ratio 0. 39 1.9
The organic acids in Composition P5 were weak unsat- 45 urated acids (or their alkali metal salts) having a molecular weight of 300-350.
The remaining compositions had the following formulations:
For use the compositions described above are normally diluted with l-2 parts by volume of water according to the lowest temperature expected. Tests were carried out on the corrosiveness of the various compositions to a variety of different metals and in these tests the compositions were diluted with two parts by volume of Water (i.e., the test solution consisted of one-third composition Triethanolamine phosphate 1.0 and two-th1rds water). The test results are given in Sodium mercaptobenzothiazole 0.3 Table 3.
TABLE 3.CORROSION TEST ASTM 1384/61 '1 Test Metal Composition GCI A1 S0 Cu BS St +0. 12 +0. 07 +0. 04 +0. 05 +0.07 +0. 20 +0.02 +0. 00 +0. 08 +0.07 +0.25 +0. 04 +0, 07 +0. 08 +0. 09 -0.18 +0. 12 -0. 07 +0. 11 -0. 0. 25 +0. 09 0. 07 -0. 11 -0. 2s -0. 0. 10 +0. 07 0. 11 -0. 30 -1. 96 -0. 51 +0. 04 0. 10 -0. 22 +0.22 -15. 51 -1. -0. 10 -0. a5 -2. 26 --o. 52 +0. 07 -0. 11 -0. 49 -0. 24 -1.15 -0. 07 -0.14 -0. 33 +1. 6 +0.52 +0. 17 +0.08 +0. 10 +0. 52 +0. 21 +0.08 +2. 0 +0 +0. 17 +0.08 +0. 5 +0. 25 +0. 08 +0 +0.27 +0.70 +0.08 +0.08 +0.02 +0. +0.01 +0.02 +0. 21 +0. 3 +2. 18 +0. 11 +0. 04 +0. 17 +0.7 +2. 08 +0.50 +0. 18 +1. 45 +0. 3 +0. 4 +0. 30 +0.20 +0. 10 +0. 30
Figures indicate weight change in rug/cm. Indicates gain. Indicates loss.
The column headings have the following significance:
GCI indicates grey cast iron Al indicates aluminum So indicates a tin/ lead solder Cu indicates copper Bs indicates brass St indicates steel A quick inspection of Table 3 shows that only the compositions according to the invention (IVI) and compositions P4, P5 and P9 have all their results less than 1.0 and therefore only these compositions will be given consideration.
The solder in the radiator system is used for making joints and a relatively small amount of corrosion of the solder may cause a leak. Thus the results in the solder column are of particular significance and it will be noted that compositions P4, P5 and P9 give results of +0.26, +0.70 and +0.30 respectively. The worst result of the compositions according to the invention was given by composition IV with a figure of 0.12. Thus there is a clear advantage in favour of our invention. Of the prior art compositions just mentioned P4 gave the best solder result but it had an aluminum result of +0.5. This figure also compares unfavourably with the worst aluminum figure according to our invention, namely 0.35. This further illustrates the superiority of the compositions according to our invention in reducing the tendency to corrosion in respect of all the metals used in the test.
Thus all the compositions according to our invention display an improvement over the comparative compositions illustrated above. It is however, interesting to note that compositions I, II and III (which contain mercaptothiazoline) gave even better results than those given by Compositions IV, V and VI (which contain mercaptobenzothiazole).
Component ((2) will tend to form salts with the cation present in the antifreez solution. If desired component (c) may 'be added in the form of a salt, e.g. the sodium salt.
We claim:
1. An inhibited antifreeze composition, suitable for use in water-based radiator liquids, and consisting essentially of the following ingredients:
Percent by weight (1) An alkali metal silicate 0.0050.25 (2) A mercaptan selected from group consisting mercaptothiazoline, mercaptobenzothiazole and mixtures thereof 0005-025 (3) Sodium tetraborate 0.265.0
Percent by weight (4) An alkali metal compound selected from the group consisting of sodium carbonate, sodium hydroxide, potassium carbonate and potassium hydroxide 0.28-5.6 Water 1.5-30 A water-miscible alcohol selected from the group of ethylene glycol and glycerol, q.s. to make 100%.
The molecular ratio of the sodium tetraborate to the alkali metal compound being 132-4.
2. A composition in accordance with claim 1 which further includes up to 0.5 by weight of a compound selected from the group consisting of benzamide, phthalimide and mixtures thereof.
3. An antifreeze according to claim 1, in which the alcohol is ethylene glycol.
4. An antifreeze according to claim 1 in which the silicate is sodium metasilicate.
5. An antifreeze according to claim 1, in which the alkali metal compound is sodium carbonate and the molecular ratio of component (d) to component (e) is 1:33.5.
6. An antifreeze according to claim 1, which the alkali metal compound is sodium hydroxide and the molecular ratio of component ((1) to component (e) is 1:20-30.
7. An inhibited antifreeze, suitable for use in Waterbased radiator liquids, which consists of:
Ethylene glycol to make 100%.
the molecular ratio of sodium tetraborate to sodium carbonate being 1:3-3.5 and the quantity of water being at least sufiicient to maintain the other components in solution.
References Cited UNITED STATES PATENTS 1/1962 Truitt 252 2/1964 Morehouse et a1. 25275 LEON D. ROSDOL, Primary Examiner.
S. D. SCHWARTZ, Assistant Examiner.
UNITED STATES PATENT OFFICE CERTIFICATE OF CORRECTION Patent No. 3,362,910 January 9, 1968 Hermann Emil Ferdinand Ordelt et a1.
It is hereby certified that error appears in the above numbered patent requiring correction and that the said Letters Patent should read as corrected below.
Columns 3 and 4, TABLE 2, second column, line 4 thereof,
for "9.25" read 3.25 column 5, lines 12 and 13, for "given consideration" read given further consideration line 34, for "gave" read give lines 47 and 48, for "consisting" read consisting of column 6, line 7, for "group of" read group consisting of line 24, for "claim 1, which" read claim 1, in which same column 6, after line 28, as a right-hand heading insert Percent by weight Signed and sealed this 1st day of April 1969.
fiEAL) Attest:
EEHWARD L BRENNER.
Edward M. Fletcher, Ir.
Commissioner of Patents Attesting Officer
US432854A 1964-02-22 1965-02-15 Inhibited antifreeze composition Expired - Lifetime US3362910A (en)

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DEB75552A DE1217137B (en) 1964-02-22 1964-02-22 Antifreeze for coolants

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BE (1) BE660075A (en)
CH (1) CH479686A (en)
DE (1) DE1217137B (en)
DK (1) DK119927B (en)
GB (1) GB1061671A (en)
NL (1) NL6501657A (en)
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US3948792A (en) * 1972-03-09 1976-04-06 Nalco Chemical Company Corrosion and scale softening composition
US3950263A (en) * 1972-12-26 1976-04-13 Nissan Motor Co., Ltd. Gas cooling and filtering agent for air bag gas generator
US4117214A (en) * 1973-07-19 1978-09-26 The Dow Chemical Company Method and composition for reducing the strength of ice
US4149985A (en) * 1978-06-05 1979-04-17 The Dow Chemical Company Process for the preparation of a gel resistant glycol composition containing an alkali metal borate and silicate
US4162347A (en) * 1977-12-14 1979-07-24 The Dow Chemical Company Method for facilitating transportation of particulate on a conveyor belt in a cold environment
US4163079A (en) * 1977-12-14 1979-07-31 The Dow Chemical Company Method for facilitating transportation of particulate on a conveyor belt in a cold environment
US4242214A (en) * 1979-10-17 1980-12-30 Texaco Development Corporation Antifreeze composition containing a corrosion inhibitor combination
US4290810A (en) * 1977-12-14 1981-09-22 The Dow Chemical Co. Method for facilitating transportation of particulate on a conveyor belt in a cold environment
US4324676A (en) * 1980-01-21 1982-04-13 The Dow Chemical Company Compositions containing β-diketo chelating compounds
US4333843A (en) * 1980-05-27 1982-06-08 The Dow Chemical Company Glycol compositions containing a hydrolyzate of an organo phosphorus-silicon compound
US4367154A (en) * 1981-07-29 1983-01-04 The Dow Chemical Company Glycol compositions containing a phosphorous-modified silane
US4410431A (en) * 1982-04-01 1983-10-18 Nalco Chemical Company Composition for altering the water function characteristics of mineral slurries
US4447344A (en) * 1983-06-02 1984-05-08 Nalco Chemical Company Dewatering aids for coal and other mineral particulates
US4501775A (en) * 1973-07-19 1985-02-26 The Dow Chemical Company Method for reducing the strength of ice
US4643839A (en) * 1984-04-16 1987-02-17 The Dow Chemical Company Silicone reaction products and glycol compositions containing the products
US5772912A (en) * 1995-01-25 1998-06-30 The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration Environmentally friendly anti-icing
US5993684A (en) * 1998-05-04 1999-11-30 Mainstream Engineering Corporation Composition and method for de-icing and anti-icing surfaces
WO2002008354A1 (en) * 2000-07-24 2002-01-31 Basf Aktiengesellschaft Amide-based antifreeze concentrates and coolant compositions containing the same for protecting magnesium and magnesium alloys
WO2004085566A1 (en) * 2003-03-25 2004-10-07 Basf Aktiengesellschaft Antifreeze concentrates and coolant compositions based on polyglycols and amides for protecting magnesium and the alloys thereof
US7270767B1 (en) 1999-10-18 2007-09-18 Foster-Miller, Inc. Environmentally friendly de-icer and anti-icer compositions
US20080035880A1 (en) * 2004-10-25 2008-02-14 Hiroshi Egawa Antifreeze/coolant composition
US8187763B2 (en) 2003-07-11 2012-05-29 Honda Motor Co., Ltd. Cooling liquid composition for fuel cell
KR101882372B1 (en) 2017-12-04 2018-07-26 (주)에코시즌 Antifreeze for prevention of corrosion and overheating of engine and manufacturing method thereof
KR102613684B1 (en) 2023-07-27 2023-12-19 양표서진산업주식회사 Composition of Long Life Antifreezing Liquid and Manufacturing Method Of It

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GB2187471B (en) * 1986-03-06 1990-01-17 Nippon Light Metal Co Coolant
FR2633306A1 (en) * 1988-06-24 1989-12-29 Plassin Bernard ADDITIVE, IN PARTICULAR FOR ANTIFREEZE PRODUCT
FR2733511A1 (en) * 1995-04-28 1996-10-31 Bp Chemicals Snc New anti-freeze compsns. and corrosion inhibition systems

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US3015629A (en) * 1958-03-24 1962-01-02 Texaco Inc Antifreeze composition
US3121692A (en) * 1958-12-02 1964-02-18 Union Carbide Corp Antifreeze compositions

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US3015629A (en) * 1958-03-24 1962-01-02 Texaco Inc Antifreeze composition
US3121692A (en) * 1958-12-02 1964-02-18 Union Carbide Corp Antifreeze compositions

Cited By (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3948792A (en) * 1972-03-09 1976-04-06 Nalco Chemical Company Corrosion and scale softening composition
US3950263A (en) * 1972-12-26 1976-04-13 Nissan Motor Co., Ltd. Gas cooling and filtering agent for air bag gas generator
US4501775A (en) * 1973-07-19 1985-02-26 The Dow Chemical Company Method for reducing the strength of ice
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GB1061671A (en) 1967-03-15
SE326340B (en) 1970-07-20
DK119927B (en) 1971-03-15
DE1217137B (en) 1966-05-18
BE660075A (en) 1965-08-23
CH479686A (en) 1969-10-15
AT262240B (en) 1968-06-10
NL6501657A (en) 1965-08-23

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