Polyurethane resin-forming composition, module membrane seal material using a hollow-shaped or flat membrane-shaped fiber separation membrane using said forming composition, and allophanate group-containing polyisocyanate composition derived from MDI and production method therefor

A composition for forming polyurethane resin with an allophanate group, wherein the composition is prepared by the process comprising:

• reacting an isocyanate component (A) and a polyol component (B), wherein the isocyanate component (A) comprises an isocyanate group-containing compound (a1) represented by the following formula (1):
• wherein R1 represents a residue other than an active hydrogen group of an active hydrogen group-containing compound (b1);
• X represents an oxygen or sulfur atom;
• R represents a residue comprising an unreacted isocyanate group of an isocyanate group-containing compound (a2);
• m represents an integer of 1 or 2;
• n represents an integer of 1 to 30 when m is 1;
• and n represents an integer of 1 to 15 when m is 2;
• wherein the isocyanate group-containing compound (a1) is an allophanate group-containing polyisocyanate composition, and the allophanate group-containing polyisocyanate composition is prepared by the process of reacting diphenylmethane diisocyanate and an alcohol, wherein a molar ratio of the allophanate group and an isocyanurate group is 80:20 to 100:0;
• and wherein a content of the isocyanate group-containing compound (a1) represented by the formula (1) in the isocyanate component (A) is 30 to 90 peak area % as measured by gel permeation chromatography;
• wherein the allophanate group-containing polyisocyanate composition is formed in the presence of at least one compound selected from the group consisting of a carboxylic acid amide compound, a sulfonic acid amide compound, and an active methylene compound represented by formula (2):
• wherein R2 is selected from H, an alkyl group, an alkenyl group, a cycloalkyl group, an arylalkyl group and an aryl group;
• R3 and R4 are each independently selected from an OH group, an alkyl group, an alkenyl group, a cycloalkyl group, an arylalkyl group, an aryl group, an oxyalkyl group, an oxyalkenyl group, an oxycycloalkyl group, an oxyarylalkyl group and an oxyaryl group;
• wherein the allophanate group-containing polyisocyanate composition is formed in the presence of a tertiary amine catalyst as an aid to the allophanatization reaction;
• and
• wherein the allophanate group-containing polyisocyanate composition is not formed in the presence of a metal catalyst and contains no metal catalyst.

A polyisocyanate composition with an allophanate group, which is prepared by the process of reacting diphenylmethane diisocyanate and an alcohol, wherein a molar ratio of the allophanate group and an isocyanurate group is 80:20 to 100:0;

• in the presence of at least one compound selected from the group consisting of a carboxylic acid amide compound, a sulfonic acid amide compound, and an active methylene compound represented by formula (2):
• wherein R2 is selected from H, an alkyl group, an alkenyl group, a cycloalkyl group, an arylalkyl group and an aryl group;
• R3 and R4 are each independently selected from an OH group, an alkyl group, an alkenyl group, a cycloalkyl group, an arylalkyl group, an aryl group, an oxyalkyl group, an oxyalkenyl group, an oxycycloalkyl group, an oxyarylalkyl group and an oxyaryl group;
• and in the presence of a tertiary amine catalyst as an aid to the allophanatization reaction;
• and wherein the composition is not formed in the presence of a metal catalyst and contains no metal catalyst.

A method for producing a polyisocyanate composition with an allophanate group, comprising allophanatizing

• (E) diphenylmethane diisocyanate and
• (F) at least one alcohol component in the presence of
• (G) at least one selected from the group consisting of a carboxylic acid amide and a sulfonic acid amide and an active methylene compound represented by formula (2), and using
• (H) a tertiary amine as a catalyst;
• and
• terminating the reaction by
• (J) a catalyst poison,
• wherein R2 is selected from H, an alkyl group, an alkenyl group, a cycloalkyl group, an arylalkyl group and an aryl group;
• R3 and R4 are each independently selected from an OH group, an alkyl group, an alkenyl group, a cycloalkyl group, an arylalkyl group, an aryl group, an oxyalkyl group, an oxyalkenyl group, an oxycycloalkyl group, an oxyarylalkyl group and an oxyaryl group.