IP Library Granted Patent US 10,370,481
Granted Patent B2
US 10,370,481 · App. 14/722,731 · Granted Aug 6, 2019

Non-hot-melt 2,4-TDI-based polyurethane composition bearing NCO end groups and having a low content of TDI monomer, comprising at least one isocyanate compound of particular molar volume

Inventors: Federico Sanz (Choisy au Bac, FR); Guillaume Michaud (Compiegne, FR)
Assignee: BOSTIK SA
C08G18/7642C08G18/10C08G18/307C08G18/4829C08G18/4845C08G18/7614C08G18/7621C09J175/08C08G2170/40
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Quick Facts
Patent No.
US 10,370,481
App. No.
14/722,731
Granted
Aug 6, 2019
Kind
B2
Abstract

1) Polyurethane composition comprising: a) at least 98% by weight of at least one non-hot-melt polyurethane bearing NCO end groups based on 2,4-toluene diisocyanate, b) a TDI monomer content of less than 0.1% by weight, c) at least one particular isocyanate compound with a molar volume of less than or equal to 300 milliliters per mole. 2) Process for preparing a polyurethane composition as defined previously, and an adhesive composition formulated from such a polyurethane composition.

Claims (24)

1. A polyurethane composition comprising:

a) at least 98% by weight of at least one polyurethane bearing NCO end groups based on 2,4-toluene diisocyanate (2,4-TDI), which is not solid at a temperature ranging from 5 to 35° C.,

b) a TDI monomer content of less than 0.1% by weight,

c) at least one isocyanate compound with a molar volume of less than or equal to 300 milliliters per mole (mL/mol) (noted compound A), in which the isocyanate group(s) are not linked to a carbon atom of an aromatic hydrocarbon-based ring,

the weight percentages being expressed relative to the total weight of said composition.

2. The composition according to claim 1 , wherein the compound(s) (A) are monoisocyanates or diisocyanates.

3. The composition according to claim 1 , compound (A) is XDI.

4. The composition according to claim 1 , comprising a total content of compound(s) (A) which is non-zero and less than 0.5% by weight relative to the weight of said composition.

5. The composition according to claim 1 , wherein the non-hot-melt polyurethane(s) bearing NCO end groups based on 2,4-TDI may be obtained via a polyaddition reaction of a polyisocyanate composition consisting of TDI at 95% by weight at least of 2,4-TDI relative to the weight of TDI, and of a composition comprising polyol(s), at a temperature of less than 95° C., under anhydrous conditions, in amounts of polyisocyanate(s) and of polyol(s) leading to an NCO/OH ratio noted r1 ranging from 1.60 to 1.90.

6. The composition according to claim 5 , wherein the temperature ranges from 70 to 80° C. and the NCO/OH ratio noted r1 ranges from 1.65 to 1.80.

7. The composition according to claim 5 , wherein the composition comprising polyol(s) comprises at least one polyether polyol.

8. An adhesive composition, comprising:

at least 50% by weight of a polyurethane composition as defined in claim 1 ,

from 0 to 1% by weight of at least one crosslinking catalyst,

from 0 to 20% by weight of at least one filler,

from 0 to 20% by weight of at least one plasticizer,

from 0 to 10% by weight of at least one rheology agent,

from 0 to 50% by weight of at least one tackifying resin,

from 0 to 10% by weight of at least one adjuvant comprising adhesion promoters, UV stabilizers (or antioxidants), pigments, colorants, or a mixture thereof, said weight percentages being expressed relative to the total weight of the adhesive composition.

9. A process for preparing a composition as defined in claim 1 , comprising a step in which the compound(s) (A), and the other ingredient(s) optionally present in said composition, are mixed with a polyurethane composition comprising at least one polyurethane bearing NCO end groups based on 2,4-TDI, which is not solid at a temperature ranging from 5 to 35° C., and a TDI content of less than 0.1% by weight relative to the weight of said composition, at a temperature of less than or equal to 95° C., under anhydrous conditions in post-synthesis of said 2,4-TDI-based polyurethane bearing NCO end groups.

10. The process according to claim 9 for preparing a composition, wherein the compound(s) (A) are mixed with said composition:

either directly after the end of the reaction for the synthesis of the polyurethane bearing NCO end groups based on 2,4-TDI,

or after one, several or all of the other ingredients of the composition have been mixed with the polyurethane bearing NCO end groups based on 2,4-TDI.

11. A method for stabilizing the viscosity of a composition comprising at least 98% by weight of at least one polyurethane based on 2,4-TDI bearing NCO end groups, which is not solid at a temperature ranging from 5 to 35° C., and a TDI content of less than 0.1% by weight relative to the weight of said composition, comprising adding to said composition at least one isocyanate compound with a molar volume of less than or equal to 300 milliliters per mole other than TDI, which isocyanate compound does not have isocyanate groups linked to a carbon atom of an aromatic hydrocarbon ring.

Assignments (2)
CHANGE OF ADDRESS Recorded May 14, 2020
From: BOSTIK SA
To: BOSTIK SA
Reel/Frame 052676/0177 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 22, 2015
From: SANZ, FEDERICO; MICHAUD, GUILLAUME
To: BOSTIK SA
Reel/Frame 036623/0572 →
Priority Claims (1)
FR 14 54823 · May 28, 2014 · national
Continuity (1)
Related Publication 20150344612A1 · Dec 3, 2015