(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol

Conditions: temp:220.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a suitable reactor are introduced 500 parts of WW rosin which is then heated under nitrogen to 220° C. Thereafter, 67.5 parts of technical pentaerythritol (PE) are added. The temperature is next raised to between 270° C. and 275° C., and stirred for one hour, at which time the acid number is found to be equal to 103. A catalyst, namely, 0.25 part of p-touenesulfonic acid is then added to the reaction mixture. The reaction temperature is maintained for a total of 11 hours at 275° C. At the end of this period, esterification had been found to be substantially completed, producing a rosin/PE ester having an acid number equal to 13, an N color, and an 84° C. Ring and Ball softening point. The temperature is next raised to between 270° C. and 275° C. A catalyst, namely, 0.25 part of p-touenesulfonic acid is then added to the reaction mixture The reaction temperature is maintained for a total of 11 hours at 275° C

Conditions: temp:110.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In a stainless steel beaker were combined about 3170 grams of stearyl stearamide (KEMAMIDE S-180, Witco), about 1553 grams of a rosin ester tackifier resin available commercially as Arakawa KE-100 (glycerol ester of hydrogenated abietic (rosin) acid available from Arakawa Chemical Industries, Ltd. of Osaka Japan) and about 299 grams of Ink Yellow 869 (Milliken Chemical Company). In addition, about 10.0 grams of Uniroyal Naugard 445 anti-oxidant were added. The materials were melted together in a temperature controlled oven at about 140° C. The molten mixture was stirred and further heated in a controlled temperature heating mantle at about 110° C. To this stirred mixture was added about 1266 grams of UNIREZ 2970 (a dimer acid-based tetraamide material manufactured by Union Camp and formed by the reaction of one mole of dimer acid, two moles of ethylene diamine, and two moles of stearic acid) in several portions at a rate so as to avoid freezing the mixture. After stirring for about 1/2 hour, the yellow ink was filtered through a heated Mott apparatus (available from Mott Metallurgical) using #3 Whatman filter paper and a pressure of about 15 psi. The filtered phase change ink was poured into molds and allowed to solidify to form ink sticks. The materials were melted together in a temperature controlled oven at about 140° C further heated in a controlled temperature To this stirred mixture was added about 1266 grams of UNIREZ 2970 (a dimer acid-based tetraamide material

Conditions: temp:260.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Proportions of phenolic-modified rosin (from Example 1) and dicyclopentadiene, as indicated in Table II, were charged into a one-liter autoclave reactor. The charged autoclave was purged with nitrogen and sealed. The reaction mixture was heated to 260° C. within 60 minutes and maintained at 260° C. for six hours. The reactor then was vented carefully, and the molten resin poured into an aluminum pan and allowed to cool. were charged into a one-liter autoclave reactor The charged autoclave was purged with nitrogen sealed maintained at 260° C. for six hours the molten resin poured into an aluminum pan to cool

Conditions: temp:260.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Proportions of phenolic-modified rosin (from Example 1) and dicyclopentadiene, as indicated in Table II, were charged into a one-liter autoclave reactor. The charged autoclave was purged with nitrogen and sealed. The reaction mixture was heated to 260° C. within 60 minutes and maintained at 260° C. for six hours. The reactor then was vented carefully, and the molten resin poured into an aluminum pan and allowed to cool. were charged into a one-liter autoclave reactor The charged autoclave was purged with nitrogen sealed maintained at 260° C. for six hours the molten resin poured into an aluminum pan to cool

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 745.4 Parts of rosin addition product (b) are esterified with 196 parts of maleic anhydride, while stirring at 50° to 85° C.; after diluting the mixture with water, 264.6 to 277.2 parts of sodium sulfite (as an aqueous solution) are introduced by stirring within 15 to 120 minutes at 40° to 80° C., and stirring is continued for 1 hour, after the mixture has become clearly water-soluble. The amount of water added may be in the range of from 50 to 85% by weight of the final solution. By way of spray-drying, a light yellow powder is obtained which exhibits a low electrolyte content. are introduced by stirring within 15 to 120 minutes at 40° to 80° C. stirring By way of spray-drying a light yellow powder is obtained which

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 745.4 Parts of rosin addition product (b) are esterified with 196 parts of maleic anhydride, while stirring at 50° to 85° C.; after diluting the mixture with water, 264.6 to 277.2 parts of sodium sulfite (as an aqueous solution) are introduced by stirring within 15 to 120 minutes at 40° to 80° C., and stirring is continued for 1 hour, after the mixture has become clearly water-soluble. The amount of water added may be in the range of from 50 to 85% by weight of the final solution. By way of spray-drying, a light yellow powder is obtained which exhibits a low electrolyte content. are introduced by stirring within 15 to 120 minutes at 40° to 80° C. stirring By way of spray-drying a light yellow powder is obtained which

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 926 Parts of the above rosin addition product are reacted according to Example A (b) with 98 parts of maleic anhydride and 132.3 to 138.6 parts of sodium sulfite to give the sulfosuccinic acid semiester. are reacted

Conditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A 1 liter Parr reactor equipped with a mechanical stirrer, bottom drain valve and distillation apparatus, was charged with NDC (111.0 g, 0.453 moles, 0.121 eq), PPG (211.0 g, 2.768 moles, 0.508 eq; excess 0.232 eq), terpinene-maleic anhydride adduct (42 g, 0.180 moles, 0.048 eq), Rosin-Ar (88 g, 0.249 moles, 0.0667 eq), DDSA (118 g, 0.445 moles, 0.119 eq), SA (53.0 g, 0.453 moles, 0.121 eq) followed by 1.0 g of both Fascat 4100 and Vertec AC422 titanium catalyst. About 0.4 g of hydroquinone were added as a free radical scavenger to prevent crosslinking of resin. The reactor was blanketed with nitrogen and the temperature of the reactor was slowly raised to 170° C. with stirring (once the solids melted). The reaction mixture was maintained for 15 hours under nitrogen at 205° C. while methanol was continuously collected in a collection flask. The reaction mixture was heated to 215° C. and low vacuum was applied. A higher vacuum (<0.1 Torr) was applied. During that time, propylene glycol distilled off and when the softening point of the resin reached 97.8° C., the reactor temperature was reduced to 180° C. and the second portion of terpinene-maleic anhydride (14 g, 0.058 moles, 0.0154 eq) was added. The reaction mixture temperature was slowly raised to 225° C. while under high vacuum for another 10 hours until a softening point of 103.5° C. was achieved. The temperature was then lowered to 190° C. and the polymer was discharged onto a polytetrafluoroethylene (Teflon) pan. A 1 liter Parr reactor equipped with a mechanical stirrer, bottom drain valve distillation apparatus was continuously collected in a collection flask The reaction mixture was heated to 215° C. During that time, propylene glycol distilled off reached 97.8° C. was reduced to 180° C. The reaction mixture temperature was slowly raised to 225° C. while under high vacuum for another 10 hours until a softening point of 103.5° C. was then lowered to 190° C.

Conditions: temp:170.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A 1 liter Parr reactor equipped with a mechanical stirrer, bottom drain valve and distillation apparatus, was charged with NDC (111.0 g, 0.453 moles, 0.121 eq), PPG (211.0 g, 2.768 moles, 0.508 eq; excess 0.232 eq), terpinene-maleic anhydride adduct (42 g, 0.180 moles, 0.048 eq), Rosin-Ar (88 g, 0.249 moles, 0.0667 eq), DDSA (118 g, 0.445 moles, 0.119 eq), SA (53.0 g, 0.453 moles, 0.121 eq) followed by 1.0 g of both Fascat 4100 and Vertec AC422 titanium catalyst. About 0.4 g of hydroquinone were added as a free radical scavenger to prevent crosslinking of resin. The reactor was blanketed with nitrogen and the temperature of the reactor was slowly raised to 170° C. with stirring (once the solids melted). The reaction mixture was maintained for 15 hours under nitrogen at 205° C. while methanol was continuously collected in a collection flask. The reaction mixture was heated to 215° C. and low vacuum was applied. A higher vacuum (<0.1 Torr) was applied. During that time, propylene glycol distilled off and when the softening point of the resin reached 97.8° C., the reactor temperature was reduced to 180° C. and the second portion of terpinene-maleic anhydride (14 g, 0.058 moles, 0.0154 eq) was added. The reaction mixture temperature was slowly raised to 225° C. while under high vacuum for another 10 hours until a softening point of 103.5° C. was achieved. The temperature was then lowered to 190° C. and the polymer was discharged onto a polytetrafluoroethylene (Teflon) pan. A 1 liter Parr reactor equipped with a mechanical stirrer, bottom drain valve distillation apparatus was continuously collected in a collection flask The reaction mixture was heated to 215° C. During that time, propylene glycol distilled off reached 97.8° C. was reduced to 180° C. The reaction mixture temperature was slowly raised to 225° C. while under high vacuum for another 10 hours until a softening point of 103.5° C. was then lowered to 190° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: After having added 2.5 parts of sodium hydroxide, 489 parts of the rosin-naphthol-glycerol ester described under (a) are reacted according to Example 17(b) with 772 parts of ethylene oxide. The viscous rosin-glycerol addition product obtained is reddish brown and contains 18 mols of ethylene oxide. The cloud point in a 25% butyl diglycol solution is found at 59° C. are reacted obtained is found at 59° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: After having added 2.5 parts of sodium hydroxide, 478 parts of the rosin-cresol-glycerol ester described under (a) are reacted according to Example 17(b) with 660 parts of ethylene oxide. The resulting viscous rosin-glycerol addition product contains 15 mols of ethylene oxide. The cloud point in a 25% butyl diglycol solution is found at 60° C. are reacted is found at 60° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: After having added 2.1 parts of sodium hydroxide, 393.5 parts of the rosin-phenol compound described under (a) are oxethylated at 140° to 150° C. in accordance with Example 17(b). The resulting slightly viscous rosin-phenol addition product is olive green and contains 12 mols of ethylene oxide. The cloud point in butyl diglycol is found at 50.5° C. are oxethylated at 140° to 150° C. in accordance with Example 17(b) is found at 50.5° C.