1,4-dioxan-2-one

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

Procedure: The procedure in Example 5A is substantially repeated except that 45.7 grams (0.40 mole) of ε-caprolactone and 61.3 grams (0.60 mole) of p-dioxanone were used. The copolymer was dried under vacuum (0.1 mm Hg) at 80° C. for about 80 hours to remove any unreacted monomer. The copolymer had an inherent viscosity of 0.18 dL/g in HFIP at 25° C. The copolymer was a liquid at room temperature. The molar ratio of PCL/PDS was found to be 46.7/53.3 by proton NMR. The copolymer was dried under vacuum (0.1 mm Hg) at 80° C. for about 80 hours to remove any unreacted monomer at 25° C at room temperature

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

Procedure: The procedure in Example 5A was substantially repeated, except that 68.48 grams (0.60 mole) of ε-caprolactone and 40.83 grams (0.40 mole) of p-dioxanone were used. The copolymer was dried under vacuum (0.1 mm Hg) at 80° C. for about 80 hours to remove any unreacted monomer. The copolymer had an inherent viscosity of 0.19 dL/g in HFIP at 25° C. The copolymer was a liquid at room temperature. The molar ratio of PCL/PDS was found to be 57.2/42.8 by proton NMR. The copolymer was dried under vacuum (0.1 mm Hg) at 80° C. for about 80 hours to remove any unreacted monomer at 25° C at room temperature

Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A flame dried, 250 mL, round bottom single neck flask was charged with 57.1 g (0.50 mole) of ε-caprolactone, 51.0 grams (0.50 mole) of p-dioxanone, 3.7 mL (50 mmol) of propylene glycol (USP), and 0.12 mL (34 pmol) of a 0.33M stannous octoate solution in toluene. The flask was fitted with a flame dried mechanical stirrer. The flask was purged with nitrogen three times before venting with nitrogen. The reaction mixture was heated to 140° C. and maintained at this temperature for about 24 hours and then bath temperature was lowered to 110° C. and maintained at this temperature for 24 hours. The copolymer was dried under vacuum (0.1 mm Hg) at 80° C. for about 32 hours to remove any unreacted monomer. The copolymer had an inherent viscosity of 0.22 dL/g in HFIP at 25° C. The copolymer was a liquid at room temperature. The molar ratio of PCL/PDS was found to be 52.4/47.6 by proton NMR. A flame dried The flask was fitted with a flame dried mechanical stirrer The flask was purged with nitrogen three times maintained at this temperature for about 24 hours bath temperature was lowered to 110° C. maintained at this temperature for 24 hours The copolymer was dried under vacuum (0.1 mm Hg) at 80° C. for about 32 hours to remove any unreacted monomer at 25° C at room temperature

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

Procedure: p-Dioxanone (28.5 g, 0.279 moles), N-methyl-2,5- morpholinedione (1.5 g, 0.01162 moles), 1-dodecanol (0.082 g, 0.00044 moles), and a catalytic amount of stannous octoate (0.06 ml of a 0.33 M toluene solution, 0.0000198 moles) are heated and magnetically mixed in a flame and vacuum dried, sealed glass ampule according to the following temperature/time scheme: magnetically mixed in a flame vacuum dried sealed glass ampule

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

Procedure: p-Dioxanone (12.8 g, 0.125 moles), 3-methyl-2,5- morpholinedione (0.5 g, 0.00388 moles), 1-dodecanol (0.0369 g, 0.000198 moles), and a catalytic amount of stannous octoate (0.025 ml of a 0.33 M toluene solution, 0.0000083 moles) are heated and magnetically mixed in a flame and vacuum dried, sealed glass ampoule according to the following temperature/time scheme: magnetically mixed in a flame vacuum dried sealed glass ampoule

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

Procedure: p-Dioxanone (4.0 g, 0.039 moles), 2,5-morpholinedione (0.5 g, 0.0043 moles) and a catalytic amount of stannous octoate (0.22 ml of a 0.0132 M toluene solution, 0.0000029 moles) are heated and magnetically mixed in a flame and vacuum dried, sealed glass ampoule according to the following temperature/time scheme: magnetically mixed in a flame vacuum dried sealed glass ampoule

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

Procedure: p-Dioxanone (17.7 g, 0.174 moles), 2.5-morpholinedione (1.0 g, 0.00870 moles), 1-dodecanol (0.558 g, 0.000299 moles), and a catalytic amount of stannous octoate (0.46 ml of a 0.0264 M toluene solution, 0.000021 moles) are heated and magnetically mixed in a flame and vacuum dried, sealed glass ampoule according to the following temperature/time scheme: magnetically mixed in a flame vacuum dried sealed glass ampoule

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

Procedure: p-Dioxanone (20.1 g, 0.197 moles), 2,5-morpholinedione (0.7 g, 0.00609 moles), 1-dodecanol (0.0623 g, 0.000334 moles), and a catalytic amount of stannous octoate (0.51 ml of a 0.0264 M toluene solution, 0.0000135 moles) are heated and magnetically mixed in a flame and vacuum dried, sealed glass ampoule according to the following temperature/time scheme: magnetically mixed in a flame vacuum dried sealed glass ampoule

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

Procedure: p-Dioxanone (87.8 g, 0.861 moles), 2,5-morpholinedione (1.0 g, 0.0087 moles), 1-dodecanol (0.27 g, 0.00145 moles) and a catalytic amount of stannous octoate (0.176 ml of 0.33 M toluene solution, 0.000058 moles) are heated and magnetically mixed in a flame and vacuum dried, sealed glass ampoule according to the following temperature/time scheme: magnetically mixed in a flame vacuum dried sealed glass ampoule

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

Procedure: The procedure described in Example 2 is substantially reproduced with 45.66 gm (0.40 mole) of ε-caprolactone, 63.84 gm (0.55 mole) of glycolide, 5.10 gm (0.05 mole) of p-dioxanone, 0.114 ml (1.20 mmole/mole of total monomer) of distilled diethylene glycol and 0.0673 ml stannous octoate (0.33 molar solution is toluene). A weight loss of 1.6% is observed when the polymer is devolatilized at 110° C. under high vacuum. The I.V. of the copolymer is 1.51 dl/g in HFIP and the mole ratio of PCL/PGA/PDS is found to be 38.5/56.2/5.4 by NMR. The glass transition temperature (Tg) and the melting point (Tm) of this copolymer are found to be -6° C. and 54° C., respectively, by DSC. is devolatilized at 110° C. under high vacuum to be -6° C. and 54° C.

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

Procedure: The procedure in Example 5A is substantially repeated except that 45.7 grams (0.40 mole) of ε-caprolactone and 61.3 grams (0.60 mole) of p-dioxanone were used. The copolymer was dried under vacuum (0.1 mm Hg) at 80° C. for about 80 hours to remove any unreacted monomer. The copolymer had an inherent viscosity of 0.18 dL/g in HFIP at 25° C. The copolymer was a liquid at room temperature. The molar ratio of PCL/PDS was found to be 46.7/53.3 by proton NMR. The copolymer was dried under vacuum (0.1 mm Hg) at 80° C. for about 80 hours to remove any unreacted monomer at 25° C at room temperature

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

Procedure: The procedure in Example 5A is substantially repeated except that 45.7 grams (0.40 mole) of ε-caprolactone and 61.3 grams (0.60 mole) of p-dioxanone were used. The copolymer was dried under vacuum (0.1 mm Hg) at 80° C. for about 80 hours to remove any unreacted monomer. The copolymer had an inherent viscosity of 0.18 dL/g in HFIP at 25° C. The copolymer was a liquid at room temperature. The molar ratio of PCL/PDS was found to be 46.7/53.3 by proton NMR. The copolymer was dried under vacuum (0.1 mm Hg) at 80° C. for about 80 hours to remove any unreacted monomer at 25° C at room temperature