US 11,702,503 B2
Curing agent and method for manufacturing the same
Te-Chao Liao, Taipei (TW); Sen-Huang Hsu, Taipei (TW); Chung-Chi Su, Taipei (TW); Chuan Chou, Taipei (TW); and Jui-Jung Lin, Taipei (TW)
Assigned to NAN YA PLASTICS CORPORATION, Taipei (TW)
Filed by NAN YA PLASTICS CORPORATION, Taipei (TW)
Filed on Aug. 31, 2020, as Appl. No. 17/7,031.
Claims priority of application No. 108138883 (TW), filed on Oct. 28, 2019.
Prior Publication US 2021/0122876 A1, Apr. 29, 2021
Int. Cl. C08L 79/02 (2006.01); C08G 59/50 (2006.01); C08G 59/42 (2006.01); C08L 71/08 (2006.01); C08G 65/34 (2006.01); C08G 65/00 (2006.01); C08L 63/00 (2006.01)
CPC C08G 59/5013 (2013.01) [C08G 59/4276 (2013.01); C08G 65/002 (2013.01); C08G 65/34 (2013.01); C08L 71/08 (2013.01)] 12 Claims
 
1. A method for manufacturing a curing agent without addition of volatile organic compounds, comprising:
an esterification step: mixing a polyhydric alcohol with a dicarboxylic acid anhydride in an equivalent ratio of 1.1:1 for an esterification reaction to obtain an ester-based emulsifier (A) having a formula of:

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a chain extension reaction step: mixing the ester-based emulsifier (A) with a bifunctional epoxy resin in an equivalent ratio of 0.05:1 for a chain extension to obtain a polymer intermediate (B) having a formula of

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and
mixing and reacting the polymer intermediate (B) and a polyamine compound in an equivalent ratio of 0.2:1 to obtain a curing agent (C) having a formula of:

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wherein m=1-100, n=1-15, X and Y are each independently selected from H, methyl, ethyl, and hydroxymethyl; R0 is a C6-C30 hydrocarbon group having at least one aromatic ring, and substituted or unsubstituted with oxygen atom, nitrogen atom, sulfur atom, or a C6-C17 aliphatic hydrocarbon group; R1 is a C2-C18 aliphatic, cycloaliphatic, or aromatic group that is unsubstituted or substituted with non-reactive oxygen, or up to an average of 4 secondary or tertiary nitrogen atoms; R2 and R3 are each independently selected from H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or R2 and R3 are bonded to each other to form a substituted or unsubstituted ring,
wherein the curing agent is water-compatible and solvent-free.
 
10. A method for manufacturing an end-capped curing agent comprising: preparing a curing agent according to the method of claim 1, reacting the curing agent (C) and a monofunctional epoxy compound for an end-capping reaction, and mixing with deionized water to obtain a curing agent (D) having a formula of:

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12. A curing agent made by the method of claim 10.