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Methanol → Dodecamethylene diammonium naphthalene-2,7-dicarboxylate

HRID 596754
Notes
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Reaction equation

HRID 596754 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH2:14].[CH:15]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:25]([OH:27])=[O:26])[CH:23]=2)[CH:18]=[CH:17][C:16]=1[C:28]([OH:30])=[O:29].CO>O>[CH:15]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:25]([O-:27])=[O:26])[CH:23]=2)[CH:18]=[CH:17][C:16]=1[C:28]([O-:30])=[O:29].[NH3+:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH3+:14]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 887MethanolHCID 177271,12-DodecanediamineHCID 117905982,7-Naphthalenedicarboxylic acid

Product 1

HCID 21417364Dodecamethylene diammonium naphthalene-2,7-dicarboxylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Equimolar proportions of dodecamethylene diamine and naphthalene-2,7-dicarboxylic acid were dissolved in water, and then methanol was poured into the solution to form dodecamethylene diammonium naphthalene-2,7-dicarboxylate (12-N salt). The procedure of Examples 1 to 3 was repeated except that the 12-N salt was used instead of the 6-N salt, and hexamethylene diammonium monomethylterephthalate isophthalate (6-MTIA salt) was used instead of the 6-I salt. The properties of the resulting polyamides are shown in Table 8.

Sources & evidence

ORD record
ord-240f38eaa5c14dfc876aacf0e965ad17
Source dataset
uspto-grants-1977_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04012365

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes