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Armeen m2ht

Manufactured by AkzoNobel

Armeen® M2HT is a lab equipment product manufactured by AkzoNobel. It is designed for use in various laboratory applications. The core function of Armeen® M2HT is to provide a reliable and efficient tool for laboratory professionals.

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9 protocols using armeen m2ht

1

Formulation Comparison with Amine Additive

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Example 1

The formulation baseline was duplicated except the presence of 1.105 wt. % of Armeen® M2HT (N-methyl-N,N-ditallowamine, Akzo Nobel, CAS 61788-63-4, total amine value 103-110 mg KOH/g).

The formulation baseline was duplicated except the presence of 1.105 wt. % of Armeen® M2HT (N-methyl-N,N-ditallowamine, Akzo Nobel, CAS 61788-63-4, total amine value 103-110 mg KOH/g) and 0.05 wt. % of octadecenylsuccinic anhydride.

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2

Synthesis of a Fluorinated Activator

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Example 1

[Figure (not displayed)]

A solution of nonafluoro-tert-butanol (7.0 g, 30 mmol) in toluene (100 mL) and ARMEEN M2HT, a di(hydrogenated tallow alkyl)(methyl)amine available from Akzo-Nobel, (3.6 g, 6.7 mmol) was placed in the freezer at −35° C. In a separate vial a trimethylaluminum solution in hexane (6.7 mL, 1 M, 6.7 mmol) in toluene (100 mL) was also placed in the freezer. The trimethylaluminum solution was slowly added to the nonafluoro-tert-butanol solution. About halfway through the addition the two vials were placed back in the glovebox freezer and were allowed to cool again for 30 minutes. The addition was continued until all the aluminum was added. The combined solution was then stirred while warming to room temperature over 30 minutes and continued stirring overnight. The volatiles were then removed under vacuum and the remaining residue was used without further purification to provide a 7.8 g of the activator, a 77% yield.

19F NMR (376 MHz, CDCl3) δ−75.71.

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3

Synthesis of Tallow Alkyl Methyl Amine Hydrochloride

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Example 2

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In a nitrogen-filled glovebox, Armeen M2HT, a di-hydrogenated tallow alkyl methyl amine available from Akzo-Nobel. (5.36 g, 10.0 mmol, 1 equiv.) was dissolved in hexane (150 mL). A 2 M solution of HCl in diethyl ether (5.0 mL, 10.0 mmol, 1 equiv.) was slowly added dropwise to the stirring amine solution, resulting in the immediate precipitation of a white solid. The suspension was stirred at room temperature for 15 min. The precipitated solid was voluminous and fine, producing a thick gel-like suspension. The suspension was attempted to be filtered, however it did not pass through the filter. The suspension was transferred back into a glass jar and dried in vacuo to yield 4.76 g of a white solid, a 83% yield.

1H NMR (400 MHz, Toluene-d8) δ 13.02-12.71 (m, 1H), 2.90 (dtd, J=43.2, 12.4, 6.8 Hz, 4H), 2.67 (d, J=4.7 Hz, 3H), 1.72 (ddt, J=50.3, 13.3, 6.7 Hz, 4H), 1.32 (d, J=22.5 Hz, 60H), 0.91 (t, J=6.6 Hz, 6H). 13C NMR (101 MHz, Toluene-d8) δ 54.75, 39.08, 32.03, 30.00, 29.98, 29.95, 29.92, 29.86, 29.53, 29.48, 27.04, 23.62, 22.77, 13.96.

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4

Boron-Containing Lubricant Formulations

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Example 6

The formulation baseline was duplicated except the presence of 0.33 wt. % of Armeen® M2HT (N-methyl-N,N-ditallowamine, Akzo Nobel, CAS 61788-63-4, total amine value 103-110 mg KOH/g) and 1.98 wt. % actives of a boron post-treated succinimide dispersant derived from ˜1000 MW PIBSA and heavy polyamine. The lubricating oil composition had a total 380 ppm of boron from the borated sulfonate, organic friction modifier, and borated dispersant.

The formulation baseline was duplicated except the presence of 2.5 wt. % actives of a boron post-treated succinimide dispersant derived from ˜1300 MW PIBSA and heavy polyamine. The lubricating oil composition had a total 500 ppm of boron from the borated sulfonate, organic friction modifier, and borated dispersant.

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5

Amine-based Polymer Formulation Variations

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Example 2

The formulation baseline was duplicated except the presence of 1.105 wt. % of Armeen® M2HT (N-methyl-N,N-ditallowamine, Akzo Nobel, CAS 61788-63-4, total amine value 103-110 mg KOH/g) and 0.10 wt. % of octadecenylsuccinic anhydride.

The formulation baseline was duplicated except the presence of 0.85 wt. % of Armeen® M2C (dicocoylmethylamine, Akzo Nobel, CAS 61788-62-3, total amine value 137 mg KOH/g).

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6

Boron-Containing Lubricant Formulations

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Example 5

The formulation baseline was duplicated except the presence of 0.40 wt. % of Armeen® M2HT (N-methyl-N,N-ditallowamine, Akzo Nobel, CAS 61788-63-4, total amine value 103-110 mg KOH/g) and 1.98 wt. % actives of a boron post-treated succinimide dispersant derived from ˜1000 MW PIBSA and heavy polyamine. The lubricating oil composition had a total 490 ppm of boron from the borated sulfonate, organic friction modifier, and borated dispersant.

The formulation baseline was duplicated except the presence of 2.5 wt. % actives of a boron post-treated succinimide dispersant derived from ˜1300 MW PIBSA and heavy polyamine. Additionally, in this example the borated organic friction modifier was omitted from the formulation. The lubricating oil composition had a total 470 ppm of boron from the borated sulfonate and borated dispersant.

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7

Borated Dispersant Formulations in Lubricating Oils

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Example 9

The formulation baseline was duplicated except the presence of 0.33 wt. % of Armeen® M2HT (N-methyl-N,N-ditallowamine, Akzo Nobel, CAS 61788-63-4, total amine value 103-110 mg KOH/g) and 2.5 wt. % actives of a boron post-treated succinimide dispersant derived from ˜1300 MW PIBSA and heavy polyamine. The lubricating oil composition had a total 440 ppm of boron from the borated sulfonate, organic friction modifier, and borated dispersant.

The formulation baseline was duplicated except the presence of 2.5 wt. % actives of a boron post-treated succinimide dispersant derived from ˜1300 MW PIBSA and heavy polyamine. The lubricating oil composition had a total 490 ppm of boron from the borated sulfonate, organic friction modifier, and borated dispersant.

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8

Formulation Baseline Variation Analysis

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Example 4

The formulation baseline was duplicated except the presence of 1.105 wt. % of Armeen® M2HT (N-methyl-N,N-ditallowamine, Akzo Nobel, CAS 61788-63-4, total amine value 103-110 mg KOH/g) and 0.3 wt. % of PIBSA derived from 1000 MW PIB.

The formulation baseline was duplicated except the presence of 0.85 wt. % of Propomeen®

T12 (N-tallowalkyl-1,1′-iminobis-2-propanol, Akzo Nobel, CAS 68951-72-4, total amine value 145-152 mg KOH/g).

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9

Formulation Baseline with Additives

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Example 3

The formulation baseline was duplicated except the presence of 1.105 wt. % of Armeen® M2HT (N-methyl-N,N-ditallowamine, Akzo Nobel, CAS 61788-63-4, total amine value 103-110 mg KOH/g) and 0.15 wt. % of octadecenylsuccinic anhydride.

The formulation baseline was duplicated except the presence of 0.85 wt. % of SABO® STAB UV 91 (2,2,6,6-tetramethyl-4-piperidinyl esters (fatty acid mixture), SABO, CAS 86403-32-9 (equivalent to 167078-06-0), total amine value 128-137 mg KOH/g).

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